Chicago Hotels

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
18 Jan - 19 Jan
Tomorrow
19 Jan - 20 Jan
Next weekend
23 Jan - 25 Jan
In two weeks
30 Jan - 1 Feb

Where to stay in Chicago?

Front of property
Hotel Riu Plaza Chicago
Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,178 reviews)
The price is S$174
includes taxes & fees
11 Feb - 12 Feb
Hotel Riu Plaza Chicago
Exterior
Hilton Chicago
Hilton Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2,542 reviews)
  • cleanliness
    Explore historic elegance near Millennium Park with an indoor pool and lake views.
The price is S$235
includes taxes & fees
1 Feb - 2 Feb
Hilton Chicago
Terrace/patio
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,243 reviews)
  • cleanliness
    Enjoy skyline views and stroll to Michigan Avenue from this city centre Chicago retreat.
The price is S$129
includes taxes & fees
1 Feb - 2 Feb
DoubleTree by Hilton Chicago - Magnificent Mile
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,322 reviews)
  • cleanliness
    Perched directly on Navy Pier with Lake Michigan views from every corner.
The price is S$201
includes taxes & fees
17 Feb - 18 Feb
Sable at Navy Pier Chicago, Curio Collection by Hilton
Lobby
River Hotel
River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4,928 reviews)
  • cleanliness
    Stay steps from Chicago Riverwalk with easy access to Michigan Avenue and theatres.
The price is S$121
includes taxes & fees
1 Feb - 2 Feb
River Hotel
Lobby
Aloft Chicago Mag Mile
Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,046 reviews)
  • cleanliness
    Comfortable rooms at Chicago's Mag Mile with pool and bar, steps from top attractions.
The price is S$115
includes taxes & fees
19 Jan - 20 Jan
Aloft Chicago Mag Mile
Exterior
La Quinta Inn & Suites by Wyndham Chicago Downtown
La Quinta Inn & Suites by Wyndham Chicago Downtown
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,664 reviews)
  • cleanliness
    City centre Chicago hotel with two dining options and a fitness centre on-site.
The price is S$144
includes taxes & fees
30 Jan - 31 Jan
La Quinta Inn & Suites by Wyndham Chicago Downtown
2 bars/lounges
Hyatt Regency Chicago
Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,433 reviews)
  • cleanliness
    Riverside retreat in city centre Chicago with stunning lake views and four on-site restaurants.
The price is S$272
includes taxes & fees
1 Feb - 2 Feb
Hyatt Regency Chicago
Reception hall
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,182 reviews)
  • cleanliness
    Enjoy a luxurious stay just steps from Michigan Avenue with spa access and fitness perks.
The price is S$142
includes taxes & fees
16 Feb - 17 Feb
Eurostars Magnificent Mile
Restaurant
Hyatt Centric The Loop Chicago
Hyatt Centric The Loop Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,352 reviews)
  • cleanliness
    Sleek urban retreat blocks from Millennium Park with stylish rooftop views.
The price is S$177
includes taxes & fees
31 Jan - 1 Feb
Hyatt Centric The Loop Chicago
Lobby
Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown Chicago
2.0 star property
Downtown Chicago
7.4 out of 10, Good, (2,509 reviews)
  • cleanliness
    Perfectly located for Chicago sightseeing with quick access to public transit.
The price is S$109
includes taxes & fees
8 Feb - 9 Feb
Travelodge by Wyndham Downtown Chicago
Nightclub
Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,369 reviews)
  • cleanliness
    City centre Chicago hotel close to Willis Tower offers 24-hour fitness centre.
The price is S$123
includes taxes & fees
31 Jan - 1 Feb
Club Quarters Hotel, Central Loop, Chicago
Exterior
voco Chicago Downtown - Riverwalk by IHG
voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,609 reviews)
  • cleanliness
    Explore city centre Chicago with river views and stylish amenities by the Riverwalk.
The price is S$169
includes taxes & fees
15 Feb - 16 Feb
voco Chicago Downtown - Riverwalk by IHG
Exterior
Arlo Chicago
Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,941 reviews)
  • cleanliness
    Just steps from Michigan Avenue, this hotel places you right by Millennium Park.
The price is S$169
includes taxes & fees
9 Feb - 10 Feb
Arlo Chicago
Lobby sitting area
Club Quarters Hotel Wacker at Michigan, Chicago
Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,051 reviews)
  • cleanliness
    Enjoy riverside charm and city culture just steps from the Chicago Riverwalk.
The price is S$126
includes taxes & fees
30 Jan - 31 Jan
Club Quarters Hotel Wacker at Michigan, Chicago
Exterior
Hotel Chicago Downtown, Autograph Collection by Marriott
Hotel Chicago Downtown, Autograph Collection by Marriott
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,006 reviews)
The price is S$218
includes taxes & fees
6 Feb - 7 Feb
Hotel Chicago Downtown, Autograph Collection by Marriott
Exterior
Hampton Inn Majestic Chicago Theatre District
Hampton Inn Majestic Chicago Theatre District
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,010 reviews)
  • cleanliness
    Modern hotel steps away from Millennium Park, with free breakfast and WiFi.
The price is S$148
includes taxes & fees
16 Feb - 17 Feb
Hampton Inn Majestic Chicago Theatre District
Indoor pool
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (4,332 reviews)
  • cleanliness
    Explore Chicago's heart with easy access to Michigan Avenue and Weber Grill dining.
The price is S$129
includes taxes & fees
1 Feb - 2 Feb
Hilton Garden Inn Chicago Downtown/Magnificent Mile
2 bars/lounges, rooftop bar
theWit Chicago, a Hilton Hotel
theWit Chicago, a Hilton Hotel
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,010 reviews)
  • cleanliness
    Modern Chicago retreat steps from Michigan Avenue and the Chicago Riverwalk.
The price is S$235
includes taxes & fees
15 Feb - 16 Feb
theWit Chicago, a Hilton Hotel
Property amenity
citizenM Chicago Downtown
citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,179 reviews)
  • cleanliness
    Enjoy a peaceful retreat steps from Chicago Riverwalk, with a restaurant and stylish lounge areas.
The price is S$147
includes taxes & fees
1 Feb - 2 Feb
citizenM Chicago Downtown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Get last-minute hotel deals in Chicago and save more

Sign in to unlock great savings.
Showing deals for:18 Jan - 19 Jan
Lobby sitting area
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,051 reviews)
The price is S$139
S$139 total
for 1 room
includes taxes & fees
MOD
Sign in for extra savings
Club Quarters Hotel Wacker at Michigan, Chicago
Showing deals for:19 Jan - 20 Jan
Lobby sitting area
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,051 reviews)
The price is S$139
S$139 total
for 1 room
includes taxes & fees
MOD
Sign in for extra savings
Club Quarters Hotel Wacker at Michigan, Chicago
Showing deals for:23 Jan - 25 Jan
Lobby sitting area
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,051 reviews)
The price is S$275
S$275 total
for 2 nights, 1 room
S$137 per night
includes taxes & fees
MOD
Sign in for extra savings
Club Quarters Hotel Wacker at Michigan, Chicago

Check out pet-friendly hotels in Chicago

Lobby
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3046)
The price is S$115
includes taxes & fees
19 Jan - 20 Jan
Aloft Chicago Mag Mile
View all properties

You may also like family-friendly hotels in Chicago

Lobby
River Hotel

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4928)
The price is S$121
includes taxes & fees
1 Feb - 2 Feb
River Hotel
View all properties

You can also stay at hotels with a pool in Chicago

Terrace/patio
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2243)
The price is S$129
includes taxes & fees
1 Feb - 2 Feb
DoubleTree by Hilton Chicago - Magnificent Mile
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

When is the best time to visit Chicago?

Our prices for hotels in Chicago are cheapest in March
Price trends for hotels in Chicago
Pricing is based on two traveller single night rates
View properties in January
Currently viewing crowd sizes and weather for January.
Typical weather for Chicago
January
High -1°C / low -6°C. Snow likely.
View properties in January
-1°
ac_unit
January, no crowd data, average high temperature -1 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
0°
ac_unit
February, no crowd data, average high temperature 0 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
6°
weather_cloudy
March, no crowd data, average high temperature 6 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
0°
11°
weather_partly_sunny
April, no crowd data, average high temperature 11 degrees Celsius, average low temperature 5 degrees Celsius. Partly sunny.
5°
17°
weather_sun
May, no crowd data, average high temperature 17 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
11°
23°
weather_sun
June, no crowd data, average high temperature 23 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
26°
weather_sun
July, no crowd data, average high temperature 26 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
20°
26°
weather_sun
August, no crowd data, average high temperature 26 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
20°
23°
weather_sun
September, no crowd data, average high temperature 23 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
16°
weather_sun
October, no crowd data, average high temperature 16 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
10°
8°
weather_partly_sunny
November, no crowd data, average high temperature 8 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
3°
3°
weather_cloudy
December, no crowd data, average high temperature 3 degrees Celsius, average low temperature -2 degrees Celsius. Cloudy most days.
-2°
Monthly weather averages (˚C)

Top neighbourhoods in Chicago

The Loop - Downtown featuring a river or creek

The Loop

The Loop electrifies with skyscraper energy and cultural powerhouses that'll make your neck hurt from looking up. Snap selfies with "The Bean" in Millennium Park or lose track of time at the Art Institute's world-class art collection. The Chicago Symphony Orchestra delivers spine-tingling performances while the rumbling "L" trains create the neighborhood's signature urban soundtrack. Getting around couldn't be easier with multiple train and metro stations connecting you to everywhere worth going. Dining options range from quick lunch spots to upscale steakhouses catering to the business crowd. Hotels tend towards the luxurious side, perfect for travellers who appreciate city centre convenience with a side of architectural wow-factor.

River North showing railway items, street scenes and a city

River North

River North buzzes with Chicago's most vibrant nightlife and foodie scene. Art lovers can explore America's largest gallery concentration outside Manhattan, with everything from contemporary pieces to photography exhibits. The Chicago River offers scenic strolls while Merchandise Mart and swanky shops keep retail therapy within reach. You won't lack things to do in this playground for grown-ups. Upscale hotels and boutique properties dominate the accommodation scene, many with rooftop bars and river views. Getting around is a breeze with three metro stations (Merchandise Mart, Chicago, and Grand) connecting you to the whole city. The neighborhood's grid layout makes walking a pleasure despite the bustling crowds.

Water Tower Place

Magnificent Mile

Magnificent Mile dazzles with its canyon of glitzy skyscrapers and luxury flagship stores that make window shopping an Olympic sport. The historic Water Tower stands proudly among modern retail palaces, while Chicago's stunning riverfront beckons just steps away. From rooftop cocktail lounges to celebrity chef restaurants, this stretch delivers big-city energy with a side of architectural wonder. Getting around couldn't be easier with frequent buses, nearby train stations, and super-walkable wide pavements. High-end hotels dominate the accommodation scene, putting you right in the heart of Chicago's shopping paradise. Expect a polished, international atmosphere where tourists and business travellers mingle amid the retail magic.

Blue Hour evening cityscape in West Loop neighborhood. Long exposure, nightscape architecture. Main street in Chicago, streets in Illinois.

West Loop

West Loop has transformed from an industrial zone into Chicago's culinary playground. Former warehouses now house art galleries and design studios, while "Restaurant Row" sizzles with celebrity chef hotspots and craft breweries. Visitors can explore converted lofts, browse boutique shops, or relax in Mary Bartelme Park between food adventures. Getting around is a breeze with three transit stations including Racine and Clinton on the Green Line. Most attractions sit within easy walking distance along wide pavements and bike lanes. Accommodation options feature industrial-chic hotels with exposed brick and modern amenities, perfectly matching the neighborhood's creative energy.

USA, Illinois, Chicago, Lincoln Park lagoon

Lincoln Park

Lincoln Park is where Chicago shows off its outdoorsy side with a splash of sophistication. The 1,200-acre park offers everything from a free zoo with 1,000 animals to serene lily pools and a tropical plant conservatory. Locals and visitors alike hit the lakefront trails for morning jogs or grab a volleyball game at North Avenue Beach. Tree-lined streets with gorgeous brownstones give you that authentic Chicago area feel. Restaurants range from upscale bistros to trendy gastropubs, with most spots requiring dinner reservations. Getting around couldn't be easier with three metro stations and plenty of bus routes criss-crossing the area. Shop the boutiques along Armitage Avenue or catch live performances at nearby theatres for the full Lincoln Park experience.

Top landmarks in Chicago

Wrigley Field showcases vibrant atmosphere and iconic marquee in Lakeview, Chicago during a sunny afternoon in spring

Wrigley Field

4.4/5 (5,537 reviews)
Why not catch an event at Wrigley Field, a major stadium in Lakeview. Let yourself be amazed at the art galleries in the area – your cultural tour starts here. If you think Wrigley Field is cool, you might also like United Center and Aragon Ballroom, both located nearby.
See properties
Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept

Michigan Avenue

4.6/5 (484 reviews)
If you want to give your credit card some exercise, head out to Michigan Avenue, a popular place for shoppers in Downtown Chicago. Why not take a stroll along the riverfront and watch the sunset while you're here? It's also full of great shops and restaurants, so you can spend the afternoon having a wander. Splash some more cash at Shops at North Bridge, Chicago Place Mall and Water Tower Place.
See properties

Chicago and related destinations

Towering skyscrapers create a skyline that seems to rise straight from Lake Michigan's blue waters. The Art Institute houses masterpieces while Millennium Park's reflective 'Bean' sculpture distorts the city in delightful ways. Navy Pier offers carnival-like fun with a giant Ferris wheel providing spectacular views. Wrigley Field remains gloriously old-school, where ivy-covered walls and hand-turned scoreboards transport baseball fans to another era. Deep-dish pizza at local institutions sparks fierce debates about whose crust reigns supreme. The Chicago River's architecture boat tours reveal how the city rebuilt itself after the Great Fire. Field Museum's Sue, the world's most complete T-Rex, stares down visitors with 65-million-year-old intensity.

See all hotels in Chicago
City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day

Check out reviews of Chicago hotels guests love

River Hotel

River Hotel

10/10 Excellent
"Good value"
Daniel 2-night trip
Posted 14 hours ago
River Hotel

Frequently asked questions

How much does a hotel room cost in Chicago?
You can find top hotels in Chicago from S$109 with options to suit your budget and needs. Hampton Inn & Suites Chicago Downtown and Fairfield Inn & Suites Chicago Downtown/River North are a couple of affordable hotels popular with our travellers. If you're looking for an affordable hotel in Chicago that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com.
How much does a hotel room cost in Chicago?
You can find top hotels in Chicago from S$109 with options to suit your budget and needs. Hampton Inn & Suites Chicago Downtown and Fairfield Inn & Suites Chicago Downtown/River North are a couple of affordable hotels popular with our travellers. If you're looking for an affordable hotel in Chicago that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com. If you're a member, don't forget to sign in to your account to unlock more savings.
How can I find deals and earn rewards at Chicago hotels?
Discover great deals on Chicago hotel stays with Hotels.com. Take a look at hotel prices mid-week or during the low season as to find those off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Chicago hotels.
How can I find deals and earn rewards at Chicago hotels?
Members can save up to 20% on select hotels in Chicago. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.

Can I book Chicago hotels with free cancellation?
To book a refundable Chicago hotel on Hotels.com, just filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are the top-rated luxury hotels in Chicago?
Some of the most popular luxury hotels in Chicago are LondonHouse Chicago, Curio Collection by Hilton, Swissotel - Chicago, and InterContinental Chicago Magnificent Mile by IHG. LondonHouse Chicago, Curio Collection by Hilton is a luxury hotel with a high guest rating amongst our travellers, and it offers a full-service spa and 2 restaurants, plus turndown service in the guestrooms. Swissotel - Chicago and InterContinental Chicago Magnificent Mile by IHG are also popular luxury stays in great Chicago locations.
What are some top pet-friendly hotels in Chicago?
Our travellers' top pet-friendly hotels in Chicago include:If you're travelling with your pup, visit local dog parks like Horner Park Dog Park and Grant Bark Park. You can also use the "Amenities" filter in your search on Hotels.com and check "Pet friendly" to discover more pet-friendly hotels in Chicago.
What are some of the best kid-friendly hotels in Chicago?
Some of the best Chicago hotels for kids include Embassy Suites by Hilton Chicago Downtown River North, Embassy Suites by Hilton Chicago Downtown Magnificent Mile, and Chicago Guest House Wrigleyville. Embassy Suites by Hilton Chicago Downtown River North is a kid-friendly hotel in Downtown Chicago with a guest score of 8.6 out of 10, offering family-friendly amenities like an indoor pool and a free full breakfast, plus free cots in guestrooms. Check out Embassy Suites by Hilton Chicago Downtown Magnificent Mile in Downtown Chicago with a guest score of 8.2. This popular hotel has an indoor pool and a free buffet breakfast, as well as free cots in the guestrooms. Chicago Guest House Wrigleyville is another good option in Lakeview with free parking and a barbecue grill, plus free cots in the guestrooms. Find even more kid-friendly hotels in Chicago by using our "Family friendly" filter on Hotels.com when you search.
What are the top Chicago hotels with a pool?
For a little extra luxury, discover some of the best Chicago hotels with a pool. InterContinental Chicago Magnificent Mile by IHG is a great hotel in Downtown Chicago with an indoor pool and a guest rating of 9.2 out of 10. Homewood Suites by Hilton Chicago-Downtown is a popular hotel that features an indoor pool along with a free buffet breakfast and a gym. You can select "Pool" in the "Amenities" filter of your search on Hotels.com to find even more places to stay in Chicago with a pool.
What are some of the best Chicago hotels with free parking?
If you're arriving by car, choosing a great Chicago hotel with free parking is a plus. Our travellers' favourites include:
What are the top Chicago boutique hotels?
Choose a stylish and luxurious boutique hotel in Chicago. Trump International Hotel & Tower Chicago is a popular hotel with our travellers, offering guests an indoor pool as well as climate-controlled guestrooms with 24-hour room service. You'll find it in Downtown Chicago, a great location. Another top-rated boutique property is Waldorf Astoria Chicago. Located in Downtown Chicago, this upscale property has an indoor pool along with climate-controlled guestrooms with champagne service and Hulu.
What are some popular hotels in central Chicago?
For hotels in central Chicago, check out The Westin Chicago River North and The Peninsula Chicago. Travellers love The Westin Chicago River North for its location, as well as the restaurant, terrace and wedding services this hotel offers. The Peninsula Chicago is another popular central hotel with an indoor pool, a full-service spa and 2 restaurants. Stay at one of these hotels for easy access to top sights like Wrigley Field, Michigan Avenue, and Navy Pier. Downtown Chicago and Lincoln Park are some of the most central areas for your Chicago holiday.

Find out more about Chicago

Chicago: A Tapestry of Skyward Dreams and River Reflections

Chicago, the Windy City, is a vibrant urban playground where stunning skyscrapers meet rich cultural heritage. Stroll along the picturesque Riverwalk, explore world-class museums like the Art Institute, and savour deep-dish pizza in the bustling Loop. Marvel at iconic architecture, from the Willis Tower to the historic Tribune Tower, while enjoying the city's dynamic arts scene. With its lively neighbourhoods and stunning lakeside views, Chicago offers an unforgettable blend of adventure, culinary delights, and architectural wonders, making it a must-visit destination for every traveller.

Things to do in Chicago

Chicago is a vibrant urban playground, where stunning skyscrapers meet expansive parks and the shimmering shores of a great lake. Stroll along the waterfront, enjoy leisurely boat rides, or dive into the city's dynamic theatre scene. With a rich tapestry of art and entertainment, it's a destination that promises excitement at every turn.

  • Chicago RiverwalkOpens in a new window – Stroll along the scenic Chicago Riverwalk, a bustling tourist precinct that showcases the city's stunning architecture and towering skyscrapers. Grab a coffee from one of the riverside cafes and take in the view of the river as it winds through the heart of the city. This vibrant area is perfect for leisurely walks, and you can even hop on a boat tour to see the iconic skyline from the water. Don't forget to snap some photos of the monuments and public art along the way!
  • State StreetOpens in a new window – Head to State Street, one of Chicago's most famous thoroughfares, where you can experience the energetic vibe of the city. This street is lined with impressive buildings and is a prime spot for shopping and dining. Explore the architectural wonders that frame the street, and keep your eyes peeled for museums and cultural sites nestled nearby. State Street is not just about shopping; it's a hub of activity that invites you to enjoy the lively atmosphere and discover the local charm.

4 tips for savvy savings when booking a hotel in Chicago

  1. Book for the cheapest times: The most budget-friendly time to visit Chicago is during January, February, and December when hotel prices are lower. For a truly enriching experience, staying for at least 2 to 3 days allows you to explore the city’s iconic landmarks, rich history, and vibrant cultural scene. You’ll have the opportunity to admire stunning skyscrapers, visit renowned museums, and enjoy theatrical performances, all while taking in the beautiful river scenery. This timeframe offers great value for money, making it an ideal choice for those looking to soak up the essence of Chicago without breaking the bank.
  2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Chicago, begin by exploring the DealsOpens in a new window or Last-Minute Deals sections on Hotels.com, where you may find discounted hotel rates as your travel date approaches. Consider enabling email alerts or push notifications to stay updated on flash sales and special last-minute offers, helping you save on your trip. Additionally, the Smart Shopping tool available in the app allows you to compare hotel prices and amenities, ensuring you're more likely to find the best options. With these resources, you could be among the first to know about price drops or availability changes for your preferred hotels.
  3. Be flexible with dates: Prices can fluctuate based on factors such as the hotel's location, star rating, and the time of year, so being flexible with your travel dates could help you save on your stay in a Chicago hotel. For those in search of unique accommodations, boutique hotels often provide a more personalised experience and may offer better value. When you book through Hotels.com, we’ll inform you if the price for your chosen dates is above or below the average. If the price is on the higher side, we’ll suggest alternative dates that could be more affordable, helping you to secure the best deal.
  4. Consider your location: Hotels situated near the city centre usually tend to be pricier; however, with Chicago's superb public transport links, you may discover a more affordable independent hotel a bit further out that remains well connected. For those keen to explore alternative, less crowded neighbourhoods or even lesser-known nearby towns, there is often excellent value to be found. Opting for these alternative destinations could provide a more authentic and budget-friendly experience.

Best time to go to Chicago

Chicago experiences its lowest average temperature in January, at 25.7°F (-3.5°C), while July is the hottest month, with an average temperature of 73.4°F (23.0°C). June is typically the wettest month. If you’re looking to soak up the lively atmosphere in Chicago, April, June, and July are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, with light rainfall. However, if you prefer a more relaxed experience, October to December are perfect for a quieter getaway, marked by light rainfall and mostly sunny to mostly cloudy conditions.

Keep exploring