Cheapest dates for luxury hotels in Chicago

Stay flexible and book the dip. Greener days are cheaper, so tap a day to see hotels.

Cheapest stays in the next 3 months

from Sun, Jun 21 · $241/night

June 2026

Sun

Mon

Tue

Wed

Thu

Fri

Sat

1$293 2$312 3$437 4$417 5$391 6$367 7$312 8$405 9$298 10$334 11$368 12$317 13$554 14$394 15$285 16$282 17$293 18$377 19$561 20$555 21Low$241 22$413 23$330 24$296 25$442 26$392 27$506 28$248

29

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Cheapest dayCheaperMidPriciest

Hotels for Sun, Jun 21

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Azure Sky Hotel & Spa
8.5Very good · 1,341 reviews
$241
$241/night · 1n
Book
The Continental
9.9Excellent · 3,493 reviews
$275
$275/night · 1n
Book
Riverside Luxury Collection
9.8Excellent · 2,103 reviews
$287
$287/night · 1n
Book
The Meridian Royal
9.2Excellent · 3,722 reviews
$411
$411/night · 1n
Book
The Whitmore
7.2Good · 2,008 reviews
$434
$434/night · 1n
Book
The Grand Palace
7.5Good · 484 reviews
$495
$495/night · 1n
Book

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