Plan a trip to see Lakefront Trail

Price found within the past 48 hours. Click for updated prices.

Trump International Hotel & Tower Chicago

Downtown Chicago

￥231,547

per person

Feb 19 - Feb 25

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.4/10 Exceptional! (1,773 reviews)

Everything perfect , comfortable room , nice staff make out stay unforgettable.

Reviewed on Nov 27, 2025

Chicago luxury home suites

Downtown Chicago

Save 100% on your flight

￥338,364

per person

Feb 19 - Feb 23

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

10/10 Exceptional! (1 review)

Great service and communication throughout my entire stay. Very clean and easy to access to everything that i needed. Even though it was a short stay but had a comfortable and pleasant stay. Everything was available for me before i arrived. Thank you really. Great job.

Reviewed on Nov 26, 2025

The Emily Hotel

Downtown Chicago

￥232,656

per person

Jan 1 - Jan 6

found 3 hours ago

Roundtrip flight included

Tokyo (TYO) to Chicago (ORD)

9.2/10 Wonderful! (1,264 reviews)

Yes room was clean and orderly with everything in place. Front desk and dining staff were professional and thoughtful. Music in restaurant was a bit high for volume, more relaxing type of music would be nice. Food was good and happy hour specials were nice. enjoyed our stay.

Reviewed on Nov 26, 2025

Browse tours and tickets to explore Lakefront Trail

Tours & day trips

See all 188 activities

Wendella's 90-min Chicago River Architecture Tour

Private & custom tours

See all 59 activities

Experience Chicago Cocktail Adventure Part 2

Free cancellation available

Food, drink & nightlife

See all 28 activities

Chicago's Chinatown Food and Walking Tour

Free cancellation available

Attractions

See all 20 activities

360 CHICAGO Observation Deck

Free cancellation available

Classes & workshops

See all 14 activities

BYOB Spray Paint and Sip at Studio W.I.P.

Free cancellation available

Popular places to visit

I thought Wood Ducks were the most amazingly colorful and photogenic ducks until I spotted this incredible bird on the lakefront. What a handsome beautiful duck.

Margaret Burroughs Beach

Why not spend a lazy afternoon at Margaret Burroughs Beach during your trip to Chicago? Wander the area's Chinatown or simply enjoy one of its top-notch restaurants.

McCormick Place

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

Northerly Island Park showing a river or creek, a city and views

Northerly Island Natural Area

Bird life, paved paths and a built-in music venue give one of Chicago’s newest green spaces much to offer to nature lovers, exercisers and music fans.

Patterns everywhere!!

This patterned wall can be found in the MTCC

McCormick Tribune Center

You can find out about the history of Chicago when you stop by McCormick Tribune Center. Stroll along the lakeside or visit the notable monuments in this vibrant area.

Lake Meadows Park

Lake Meadows Park is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Amble around this vibrant area's lakeside or experience its fascinating museums.

Monument to the Great Northern Migration

You can find out about the history of Chicago when you stop by Monument to the Great Northern Migration. Experience the acclaimed art scene and fascinating museums in this vibrant area.