Plan a trip to see Driehaus Museum

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Hilton Chicago O'Hare Airport

O'Hare

AU$2,484

per person

13 Nov - 20 Nov

found 19 hours ago

Return direct flight included

Sydney (SYD) to Chicago (ORD)

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

This hotel is everything anyone would ever need. While I was not fond of the price, it was a great choice and I also booked last minute, so the price is fair.

Reviewed on 5 Sep. 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

AU$4,565

per person

13 Nov - 19 Nov

found 2 days 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 2 days 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

Popular places to visit

St. James Cathedral

St. James Cathedral is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Stroll along the riverfront or visit the notable monuments in this vibrant area.

Holy Name Cathedral

After visiting Holy Name Cathedral, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront or experience the acclaimed art galleries 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.

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.

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 galleries.