Featured Chicago Hotels Available on May 13, 2025

Staypineapple, An Iconic Hotel, The Loop - 4-Star
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1 W Washington St

The Peninsula Chicago - 5-Star
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108 East Superior Street

AC Hotels by Marriott Chicago Downtown - 3.5-Star
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630 N Rush St

Ambassador Chicago - 4-Star
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1301 N State Pkwy

Club Quarters Hotel, Wacker at Michigan - 4-Star
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75 E Wacker Dr

The Drake, a Hilton Hotel - 4-Star
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140 E Walton Place

Hilton Chicago/Magnificent Mile Suites - 3.5-Star
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198 E Delaware Pl

Freehand Chicago - 3.5-Star
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19 East Ohio Street

Congress Plaza Hotel - 3.5-Star
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520 South Michigan Avenue

The Hoxton Chicago - 4-Star
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200 N Green Street

Hyatt Place Chicago/River North - 3.5-Star
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66 W Illinois St

Marriott Marquis Chicago - 4-Star
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2121 South Prairie Avenue

Chicago Marriott at Medical District/UIC - 3.5-Star
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625 South Ashland Avenue

Renaissance Chicago O'Hare Suites Hotel - 4-Star
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8500 West Bryn Mawr Avenue

Embassy Suites Chicago Downtown - 4-Star
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600 N State St