Plan a trip to see Washington Square

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The Royal Sonesta Chicago River North

Downtown Chicago

per person

Oct 17 - Oct 24

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.2/10 Wonderful! (1,980 reviews)

Bed was comfortable, everyone on the front desk team that i interacted with were great. I hope to be back someday.

Reviewed on Aug 13, 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

per person

Oct 17 - Oct 24

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.4/10 Exceptional! (1,679 reviews)

Terrace 16 resto has the best view in Chicago outstanding service. Hotel is located right next to the river cruises. Walgreens is 3 minutes away by foot. Very safe neighborhood several excellent restaurants within 10 minutes on foot. Try Wildberry resta for breakfast excellent food. Sanda for Asian food and Grand Boucher French The pizza place next to hotel (bonjiourno) overrated and subpar

Reviewed on Aug 12, 2025

The Emily Hotel

Downtown Chicago

Save 100% on your flight

per person

Oct 17 - Oct 24

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.2/10 Wonderful! (1,159 reviews)

We really enjoyed our stay at The Emily Hotel. We had a great room at a great price. The check in was quick and easy, we valeted our car which was worth every penny for the convenience. Coffee every morning and a cocktail every evening at the hotel were very nice. The area around the hotel is a whirlwind of fantastic dining and nightlife options. If you're looking for upscale fun for the weekend, you'll love The Emily Hotel in Chicago!

Reviewed on Aug 12, 2025

Browse tours and tickets to explore Washington Square

Tours & day trips

See all 179 activities

Architecture River Tour

Free cancellation available

Food, drink & nightlife

See all 36 activities

Chicago: Architecture Boat Tour with Drinks

Free cancellation available

Private & custom tours

See all 32 activities

Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

Attractions

See all 16 activities

360 CHICAGO Observation Deck

Free cancellation available

Adventure & outdoor

See all 14 activities

Chicago White Sox Baseball Game at Guaranteed Rate Field

Popular places to visit

Oak Street

During your trip to Chicago, you can do some window-shopping at Oak Street. Experience the entertainment choices and acclaimed theater scene in this vibrant area.

Holy Name Cathedral

Learn about the local history of Chicago when you spend time at Holy Name Cathedral. Amble around this vibrant area's riverfront or experience its acclaimed art scene.

Directly across Michigan Avenue from the John Hancock Center sits this 100 year old church. The courtyard has a peaceful beauty that makes you forget being in a city of 2.7 million.

Fourth Presbyterian Church

Find out about the history of Chicago when you take a trip to Fourth Presbyterian Church. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.

At Bloomingdales, great place to shop and eat. 🎄

900 North Michigan Shops

You can browse for the perfect souvenirs at 900 North Michigan Shops during your visit to Chicago. Stroll along the riverfront or experience the fascinating museums in this vibrant area.

Chicago Water Tower

You can learn about the history of Chicago with a visit to Chicago Water Tower. Amble around this vibrant area's lakeside or experience its acclaimed art scene.

Newberry Library

After visiting Newberry Library, make a plan to see the other sights and activities in Chicago. Experience the acclaimed art scene and fascinating museums in this vibrant area.