Name: Sleek & Functional 2-Bedroom Apt
Address: Chicago
Price range: AU$346

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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 11 hours ago

Return direct flight included

Orlando (MCO) to Chicago (ORD)

9.4/10 Exceptional! (1,059 reviews)

Loved the atmosphere and friendly atmosphere

Reviewed on 18 Aug. 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

AU$1,566

per person

26 Sept - 28 Sept

found 11 hours 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 11 hours ago

Return direct flight included

Orlando (MCO) to Chicago (ORD)

9.2/10 Wonderful! (1,159 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 171 activities

Architecture River Tour

Free cancellation available

Food, drink & nightlife

See all 35 activities

Chicago: Architecture Boat Tour with Drinks

Free cancellation available

Private & custom tours

See all 31 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

Wendell Phillips High School

Walk around the campus at Wendell Phillips High School during your visit to Chicago. Wander the area's Chinatown or simply enjoy one of its top-notch restaurants.

Mercy Family Health Center

If Mercy Family Health Center is what brings you to town, hopefully you'll have a chance to explore more of Chicago.

Chicago Defender Newspaper Headquarters

You can find out about the history of Chicago with a trip to Chicago Defender Newspaper Headquarters. Wander the area's Chinatown or simply enjoy one of its top-notch restaurants.

Chicago Defender Original Site

You can learn about the history of Chicago when you stop by Chicago Defender Original Site. Wander the area's Chinatown or simply enjoy one of its top-notch restaurants.

Southside Community Arts Center

You can enjoy some culture when you stop by Southside Community Arts Center in Chicago. Wander the area's Chinatown or simply enjoy one of its top-notch restaurants.

Ida B Wells House

You can find out about the history of Chicago with a visit to Ida B Wells House. Amble around this vibrant area's lakeside or experience its fascinating museums.