Travel to Chicago

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Where to stay in Chicago

Find the best Chicago areas and neighborhoods for the activities you enjoy most. Learn more about Chicago

Things to do in Chicago

Shopping

For a fantastic shopping experience in Chicago, visit Woodfield Mall, offering a vibrant mix of entertainment and family-friendly options. Don't miss the LEGOLAND® Discovery Center for unique gifts, and explore Green City Market for local produce and artisanal goods, all infused with the city's lively atmosphere.

Recreation

Experience the vibrant atmosphere at the United Center, where you can catch an exhilarating sports event. For a touch of culture and romance, enjoy a performance at the Riviera Theatre, or share laughs with family at Second City’s comedy shows, perfect for a fun-filled evening.

Adventure

Experience thrills at Rainbow Falls Waterpark, where water slides and wave pools await families and adventurers alike. At Odyssey Fun World, immerse yourself in arcade games and family fun. Launch Family Entertainment offers exciting arcade experiences, perfect for adventurous spirits seeking entertainment in Chicago.

Nightlife

In Chicago, experience vibrant nightlife at Dave & Buster's, a lively drinking pub with romantic and entertaining vibes. For a taste of the city's nightlife, visit Kingston Mines and Blues on Halstead, both energetic nightclubs offering a captivating blend of romance and city atmosphere.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Chicago

Chicago offers a delightful blend of family-friendly activities, outdoor adventures, and urban exploration. Visitors can enjoy a variety of attractions, including urban parks, modern universities, and event venues, all catering to those seeking cultural experiences and city life. Be sure to explore downtown Chicago for an exciting taste of the city’s vibrant atmosphere.

  • Navy Pier: Experience the vibrant atmosphere at Navy Pier, a lively jetty offering stunning waterfront views, entertainment, and dining. Stroll along the pier and soak in the urban scenery while enjoying friendly interactions with locals and other visitors.
  • Millennium Park: Discover the beauty of Millennium Park, an urban oasis perfect for families. Here, you can enjoy outdoor art installations, lush gardens, and vibrant performances, all set against the backdrop of Chicago's iconic skyline.
  • Chicago Riverwalk: Explore the picturesque Chicago Riverwalk, a scenic tourist precinct designed for leisurely strolls and family outings. Enjoy riverside dining, charming walkways, and stunning views of the city from this outdoor space.

Best time to go to Chicago

The best time to visit Chicago is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.7°F (-3.5°C)Light RainMostly CloudySlightly LowSlightly Low
February27.0°F (-2.8°C)Light RainMostly CloudySlightly LowSlightly Low
March37.0°F (2.8°C)Light RainMostly CloudyAverageAverage
April46.0°F (7.8°C)Light RainMostly SunnySlightly LowAverage
May57.0°F (13.9°C)Light RainMostly SunnyAverageAverage
June67.3°F (19.6°C)Light RainMostly SunnyAverageSlightly High
July73.4°F (23.0°C)Light RainMostly SunnySlightly HighAverage
August73.0°F (22.8°C)Light RainMostly SunnySlightly HighAverage
September67.1°F (19.5°C)Light RainMostly SunnySlightly HighSlightly High
October54.9°F (12.7°C)Light RainMostly SunnyAverageSlightly High
November42.3°F (5.7°C)Light RainMostly SunnyAverageAverage
December33.1°F (0.6°C)Light RainMostly CloudyAverageSlightly Low

Tips to save on your trip to Chicago

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Chicago during the low season (December to February) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Top hotels in Chicago

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is RM742 per night from 13 Mar to 14 Mar
RM742
RM871 total
13 Mar - 14 Mar
includes taxes & fees
8/10 Very Good! (9,877 reviews)
Room was nice and clean. Hotel had a fantastic classic look and feel. Perfect place to stay for shows at the Auditorium theater across the street. It's a very old building so the heating and hot water situation is a little off compared to newer hotels but nothing that would deter me from staying ...

Reviewed on 13 Feb 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is RM387 per night from 4 Mar to 5 Mar
RM387
RM565 total
4 Mar - 5 Mar
includes taxes & fees
9.2/10 Wonderful! (3,372 reviews)
The room was awesome. The hotel staff were excellent.

Reviewed on 19 Feb 2026

Hotel Riu Plaza Chicago
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is RM541 per night from 7 Mar to 8 Mar
RM541
RM750 total
7 Mar - 8 Mar
includes taxes & fees
8.4/10 Very Good! (2,640 reviews)
Beautiful place

Reviewed on 18 Feb 2026

Hilton Chicago
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.

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What to do in Chicago

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