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The Emily Hotel

Downtown Chicago

AU$3,988

per person

13 Nov - 19 Nov

found 12 hours ago

Return flight included

Thessaloniki (SKG) to Chicago (ORD)

9.2/10 Wonderful! (1,192 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

Trump International Hotel & Tower Chicago

Downtown Chicago

AU$4,565

per person

13 Nov - 19 Nov

found 12 hours ago

Return flight included

Thessaloniki (SKG) to Chicago (ORD)

9.4/10 Exceptional! (1,694 reviews)

Best, very clean, best view, really enjoyed the stay!

Reviewed on 2 Sep. 2025

The Langham, Chicago

Downtown Chicago

AU$5,249

per person

13 Nov - 19 Nov

found 12 hours ago

Return flight included

Thessaloniki (SKG) to Chicago (ORD)

9.8/10 Exceptional! (1,003 reviews)

Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.

Reviewed on 12 Aug. 2025

Tours & day trips

See all 168 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

Popular places to visit

Magnificent Mile - River North showing street scenes, signage and a city

Michigan Avenue

You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Tribune Tower

You can learn about the history of Chicago with a visit to Tribune Tower. Discover the acclaimed art galleries and notable monuments in this vibrant area.

Wrigley Building

Learn about the local history of Chicago when you take a trip to Wrigley Building. Discover the acclaimed art galleries and notable monuments in this vibrant area.

Shops at North Bridge

Spend a day exploring the department store, luxury fashion outlets and food court at this mall on the glitzy Magnificent Mile shopping district.

Shops at Northbridge

You can find the perfect gifts to bring home at Shops at Northbridge during your trip to Chicago. Experience the entertainment choices and acclaimed theatre scene in this vibrant area.

Michigan Avenue Bridge

Learn about the local history of Chicago when you take a trip to Michigan Avenue Bridge. Amble around this vibrant area's riverfront or experience its entertainment choices.