Plan a trip to see Chicago Defender Original Site

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

Pendry Chicago

Downtown Chicago

AU$1,421

per person

26 Sept - 28 Sept

found 1 day ago

Return direct flight included

Orlando (MCO) to Chicago (ORD)

9.4/10 Exceptional! (1,059 reviews)

Will be coming back! Beautiful rooms and great staff.

Reviewed on 24 Aug. 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

AU$1,566

per person

26 Sept - 28 Sept

found 1 day ago

Return direct flight included

Orlando (MCO) to Chicago (ORD)

9.4/10 Exceptional! (1,690 reviews)

This property is beautiful and located in a great area.

Reviewed on 19 Aug. 2025

The Emily Hotel

Downtown Chicago

AU$1,498

per person

26 Sept - 28 Sept

found 1 day ago

Return direct flight included

Orlando (MCO) to Chicago (ORD)

9.2/10 Wonderful! (1,182 reviews)

The staff here are absolutely the most helpful and sweetest. The hotel is perfect for a boutique hotel. The night life seemed to quite popular as well and right around Fulton market! I definitely recommend. Also the coffee bags ? PERFECTION. Just had to add that

Reviewed on 22 Aug. 2025

Tours & day trips

See all 172 activities

Architecture River Tour

Free cancellation available

Food, drink & nightlife

See all 36 activities

Chicago: Architecture Boat Tour with Drinks

Free cancellation available

Private & custom tours

See all 30 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 14 activities

Chicago White Sox Baseball Game at Guaranteed Rate Field

Popular places to visit

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Find out about the history of Chicago when you spend time at Oscar S. De Priest Residence. Wander the area's Chinatown or simply enjoy one of its top-notch restaurants.

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Harold Washington Cultural Center

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Richard Wright Residence

You can learn about the history of Chicago with a trip to Richard Wright Residence. Wander the area's Chinatown or simply enjoy one of its top-notch restaurants.