Plan a trip to see Washington Square

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

Hilton Chicago O'Hare Airport

O'Hare

AU$2,484

per person

13 Nov - 20 Nov

found 11 hours ago

Return direct flight included

Sydney (SYD) to Chicago (ORD)

8.2/10 Very Good! (2,121 reviews)

Surprisingly quiet. Staff is super friendly.

Reviewed on 4 Sep. 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

AU$4,565

per person

13 Nov - 19 Nov

found 1 day ago

Return flight included

Thessaloniki (SKG) to Chicago (ORD)

9.4/10 Exceptional! (1,714 reviews)

Professional service

Reviewed on 4 Sep. 2025

The Emily Hotel

Downtown Chicago

AU$3,988

per person

13 Nov - 19 Nov

found 1 day ago

Return flight included

Thessaloniki (SKG) to Chicago (ORD)

9.2/10 Wonderful! (1,195 reviews)

I loved the location - it was very walkable and lots of restaurants/shops nearby. The room itself was average - beds were very low and the furniture was kind of odd - mostly plywood built ins. But the one room served it's purpose and was clean. The issue was, I had reserved TWO rooms, but when I arrived I was informed they only had one room for me. Apparently they didn't accept the second room reservation... Neither the Emily nor Expedia notified me that one of my "PREPAID" rooms was not reserved. There were NO rooms available in the Hotel for Saturday, nor in the entire city of Chicago on Labor Day weekend, so we were left scrambling to find a place to accomodate the six of us (i.e friends couches, etc.). Not sure which company is ultimately to blame, but needless to say, ALWAYS double check your reservation with this place before you travel.

Reviewed on 3 Sep. 2025

Tours & day trips

See all 167 activities

Architecture River Tour

Free cancellation available

Food, drink & nightlife

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Chicago: Architecture Boat Tour with Drinks

Free cancellation available

Private & custom tours

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Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

Attractions

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360 CHICAGO Observation Deck

Free cancellation available

Adventure & outdoor

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Chicago: Two Flight Indoor Skydiving Experience

Free cancellation available

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