Plan a trip to see University of Illinois Mile Square Health Center

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The Royal Sonesta Chicago River North

Downtown Chicago

AU$2,576

per person

17 Oct - 24 Oct

found 1 day ago

Return flight included

Sydney (SYD) to Chicago (ORD)

9.2/10 Wonderful! (2,052 reviews)

Everything was beautiful. There was a broken elevator for the last two days of our trip and a broken door. But ya know what, a server named Edgar treated me and my family with upmost respect. He was professional, loving, and a responsible worker. Everyone was amazing but Edgar especially stood out, because of him I forgot about any hotels hickups.

Reviewed on 3 Sep. 2025

The Emily Hotel

Downtown Chicago

Save 100% on your flight

AU$3,369

per person

17 Oct - 24 Oct

found 1 day ago

Return flight included

Sydney (SYD) to Chicago (ORD)

9.2/10 Wonderful! (1,192 reviews)

Parking too expensive.

Reviewed on 3 Sep. 2025

Level Chicago – Old Town

Downtown Chicago

AU$2,920

per person

17 Oct - 24 Oct

found 1 day ago

Return flight included

Sydney (SYD) to Chicago (ORD)

9/10 Wonderful! (343 reviews)

Everything was perfect. Be aware of the expensive it is to park in Chicago.

Reviewed on 2 Sep. 2025

Tours & day trips

See all 164 activities

Architecture River Tour

Free cancellation available

Food, drink & nightlife

See all 33 activities

Chicago: Architecture Boat Tour with Drinks

Free cancellation available

Private & custom tours

See all 29 activities

Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

Attractions

See all 15 activities

360 CHICAGO Observation Deck

Free cancellation available

Adventure & outdoor

See all 13 activities

Chicago: Two Flight Indoor Skydiving Experience

Free cancellation available

Popular places to visit

Union Stock Yard Gate

You can find out about the history of Chicago with a trip to Union Stock Yard Gate.

S.S. Peter and Paul Church

After visiting S.S. Peter and Paul Church, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside or experience its fascinating museums.

Bubbly Creek

Commune with nature and explore the great outdoors at Bubbly Creek during your travels in Chicago. Stroll along the lakeside or experience the entertainment choices in this vibrant area.

Bridgeport Art Center

You can spend time browsing the exhibits at Bridgeport Art Center during your travels in Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.

Zhou B Art Center

You can spend time browsing the exhibits at Zhou B Art Center during your trip to Chicago. Experience the acclaimed art galleries and entertainment choices in this vibrant area.

Stephen A. Douglas Tomb and Memorial

Find out about the history of Chicago when you spend time at Stephen A. Douglas Tomb and Memorial. Experience the fascinating museums and acclaimed art galleries in this vibrant area.