Chicago

Chicago Hotels with Airport Shuttle

Select your dates to explore hotels in Chicago with Airport Shuttle for convenient transportation.

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Best Chicago Hotels with Shuttle Service

Check out our selection of Chicago hotels with shuttle
Most Booked
Lowest price
Closest to downtown
Highest Rated
99+

Holiday Inn CHICAGO O'HARE AREA by IHG

Hotel near O'Hare,Chicago
Featured facilities: Airport Shuttle Service, Fitness Room
Very Good
184 reviews
8.6/10
1 night
From CAD 193
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99+

Park Hyatt Chicago

Hotel near Streeterville,Chicago
Featured facilities: Airport Pick-up Service, Swimming Pool, Spa
Amazing
112 reviews
9.5/10
1 night
From CAD 1,104
Check Availability
67

Sleep Inn Midway Airport

Hotels in Chicago
Featured facilities: Airport Pick-up Service, Fitness Room
Good
134 reviews
7.9/10
1 night
From CAD 132
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96

SpringHill Suites Chicago O'Hare

Hotel near O'Hare,Chicago
Featured facilities: Airport Shuttle Service, Swimming Pool, Fitness Room
Very Good
49 reviews
8.9/10
1 night
From CAD 192
Check Availability
99+

Renaissance Chicago O'Hare Suites Hotel

Hotel near O'Hare,Chicago
Featured facilities: Airport Shuttle Service, Swimming Pool, Fitness Room
Amazing
132 reviews
9.5/10
1 night
From CAD 256
Check Availability
50

Carlton Inn Midway

Hotels in Chicago
Featured facilities: Airport Pick-up Service, Fitness Room
105 reviews
5.7/10
1 night
From CAD 133
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See All Hotels with Airport Shuttle in Chicago

What's new in Chicago

Updated on November 4, 2026

Chicago | Stevie Wonder<Songs In The Key of Life>50th Anniversary Tour

Legendary Motown icon Stevie Wonder will bring his tour to the United Center in Chicago on Saturday, November 21, 2026, at 8:00 PM for a spectacular solo concert. This single-day event offers fans an unforgettable evening filled with his timeless soul, funk, jazz, and pop classics.
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Navy Pier Winter Fireworks Show

The spectacular, free, and award-winning fireworks display at Navy Pier returns for winter 2026! Experience the magic of winter fireworks every Saturday night at 8 p.m.! Enjoy a comfortable evening on the pier, watching the dazzling fireworks and breathtaking city skyline views!

Navy Pier’s Winter WonderFest

Winter Wonder Festival at Navy Pier — Chicago Holiday Experience Winter Wonder Festival: Experience magical holiday fun at Chicago's Navy Pier with a stunning 42-foot Christmas tree, thrilling rides (Cliff Drift, Zero Gravity, bumper cars), ice skating, and seasonal attractions for all ages.

The Wintrust Magnificent Mile Lights Festival

Wintrust Grand Parade of Lights — 35th Annual Wintrust Grand Parade of Lights: America's largest nighttime parade on November 21st featuring Mickey and Minnie Mouse, Disney floats, marching bands, Santa, the Wintrust Fireworks Show, and millions of lights along North Michigan Avenue!

Frequently Asked Questions

What are popular hotels with high-quality breakfasts in Chicago?

Hilton Chicago O'Hare Airport (from CAD 296),Swissotel Chicago (from CAD 136) and Hotel Saint Clair- Magnificent Mile (from CAD 156) are popular hotels with high-quality breakfast. Start your wonderful journey with tasty breakfast!

What hotels in Chicago offer airport shuttle?

Are you worried about transportation in Chicago? Holiday Inn CHICAGO O'HARE AREA by IHG (from CAD 200), Renaissance Chicago O'Hare Suites Hotel (from CAD 237) and SpringHill Suites Chicago O'Hare (from CAD 161) are popular hotels providing airport transfer services.

What are available deals for hotels in Chicago?

There are multiple promotions and discounts all year round for Trip.com users . Please check the promotions page to see what promotions are available now on Trip.com.

Which popular hotels in Chicago offer free Wi-Fi ?

Whether you're traveling on business or for vacation, internet connection is an essential facility. Warwick Allerton Chicago (from CAD 136), HI Chicago Hostel (from CAD 59) and Best Western Grant Park Hotel (from CAD 147) are popular hotels with free Wi-Fi.

Which hotels in Chicago have swimming pools?

Best Western River North Hotel (from CAD 166), Hilton Garden Inn Chicago Downtown/Magnificent Mile (from CAD 206) and Embassy Suites by Hilton Chicago Downtown River North (from CAD 254) provide awesome swimming pools. Book now and enjoy your swimming pool!

What are the best sap hotels in Chicago?

A spa treatment can be the perfect way to unwind after a long day of travel. Warwick Allerton Chicago (from CAD 136), HI Chicago Hostel (from CAD 59) and Best Western Grant Park Hotel (from CAD 147) provide wonderful spa services.