Compare hotels near The Loop in Chicago by map location, transfer convenience, guest rating signals, room rules, cancellation flexibility, and total stay cost.
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Nearby hotel availability can move quickly around events, flights, cruises, and peak seasons.
On average, the cheapest month to stay in Chicago is February 2027 at $236 a night, and the most expensive is June 2027 at $592 a night. Across the months shown, the average is $410 a night.
| Check-in month | Average per night | Average per night |
|---|---|---|
| October 2026 | $491 | |
| November 2026 | $329 | |
| December 2026 | $254 | |
| January 2027 | $241 | |
| February 2027Cheapest | $236 |
Rated 7.5+ out of 10 by guests across 100+ reviews, nearest to The Loop first (straight-line distance). Open a hotel to see rooms and prices for your dates.
8.6/10 · 1,959 guest reviews
0.1 mi from The Loop
100 W. Monroe St
9.0/10 · 1,353 guest reviews
0.1 mi from The Loop
8.6/10 · 581 guest reviews
0.2 mi from The Loop
19 South Wabash Avenue
| March 2027 | $292 |
|---|
| April 2027 | $397 |
|---|
| May 2027 | $485 |
|---|
| June 2027Most expensive | $592 |
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| July 2027 | $553 |
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| August 2027 | $524 |
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| September 2027 | $547 |
|---|
Average nightly room price across up to 1,000 hotels in the city for each check-in date in the next 12 months, in US dollars, as quoted to Fly2Any on October 13, 2026. A planning guide, not a fare: search your dates for live prices.
8.0/10 · 1,831 guest reviews
0.1 mi from The Loop
17 E Monroe St
9.0/10 · 1,658 guest reviews
0.1 mi from The Loop
1 W Washington St
9.0/10 · 368 guest reviews
0.1 mi from The Loop
122 West Monroe Street
8.2/10 · 7,180 guest reviews
0.2 mi from The Loop
8.4/10 · 4,499 guest reviews
0.2 mi from The Loop
111 West Adams Street
8.3/10 · 1,987 guest reviews
0.2 mi from The Loop
32 West Randolph Street
9.0/10 · 1,612 guest reviews
0.2 mi from The Loop
10 S Wabash Ave
8.2/10 · 479 guest reviews
0.2 mi from The Loop
172 W Adams St
9.1/10 · 309 guest reviews
0.2 mi from The Loop
208 SOUTH LASALLE STREET
