Name: Cheerful 4 bedroom smart home w/ indoor fireplace
Address: Chicago

Plan a trip to see Midway Plaisance

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

Arlo Chicago

Downtown Chicago

Save 100% on your flight

AU$565

per person

16 Nov - 19 Nov

found 21 hours ago

Return flight included

Raleigh (RDU) to Chicago (ORD)

9.2/10 Wonderful! (1,826 reviews)

I wish that all the staff was more accommodating! some of them were some were not!

Reviewed on 6 Oct 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

AU$1,166

per person

16 Nov - 19 Nov

found 21 hours ago

Return flight included

Raleigh (RDU) to Chicago (ORD)

9.4/10 Exceptional! (1,716 reviews)

I stayed at the Trump International Washington DC, and this one pales in comparison to be honest. The staff was friendly/excellent, but the hotel itself was pretty standard. I expected the same level as the old Washington DC hotel. The shower was plugged up and drained as slow as frozen molasses.

Reviewed on 6 Oct 2025

Pendry Chicago

Downtown Chicago

Save 100% on your flight

AU$762

per person

16 Nov - 19 Nov

found 21 hours ago

Return flight included

Raleigh (RDU) to Chicago (ORD)

9.4/10 Exceptional! (1,085 reviews)

The bed was extremly comfortable Staff was very attentive. Highly recommend

Reviewed on 7 Oct 2025

Tours & day trips

See all 143 activities

Architecture River Tour

Free cancellation available

Food, drink & nightlife

See all 23 activities

Chicago: Architecture Boat Tour with Drinks

Free cancellation available

Private & custom tours

See all 22 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 10 activities

Chicago: Two Flight Indoor Skydiving Experience

Free cancellation available

Popular places to visit

University of Chicago

4.5/5(5 reviews)

Take a campus tour or just explore the area around University of Chicago, a top university in Chicago. Stroll along the lakeside or experience the fascinating museums in this vibrant area.

Robie House

Witness the simple beauty of Frank Lloyd Wright’s designs in a Chicago house that epitomizes a popular American style of architecture.

Lorado Taft's Midway Studios

You can find out about the history of Chicago when you stop by Lorado Taft's Midway Studios. Stroll along the lakeside or experience the acclaimed theatre scene in this vibrant area.

University of Chicago Medicine

If University of Chicago Medicine is what brings you to town, hopefully you'll have a chance to explore more of Chicago.

Bond Chapel

Find out about the history of Chicago with a stop at Bond Chapel. Stroll along the lakeside or experience the acclaimed art galleries in this vibrant area.