Top hotels with pools in Chicago | Prices from $65 on www.trivago.com

5550 hotels in Chicago

Hampton Inn Chicago Downtown/Magnificent Mile
3 Stars
Sky-high fitness center views, Seasonal 40th-floor rooftop pool
See prices from 19 sites
from $108
Holiday Inn & Suites Chicago-downtown By Ihg
3 Stars
Seasonal rooftop swimming pool, Boutique-style high-rise experience
See prices from 17 sites
from $86
Hilton Chicago
4 Stars
Grant Park and Lake Michigan views, Pool reservation policy
See prices from 18 sites
from $108
The Wade
4 Stars
Heated indoor swimming pool, Seasonal American dining at Current
See prices from 18 sites
from $102
Embassy Suites by Hilton Chicago Downtown River North
3 Stars
Indoor heated swimming pool, Osteria Via Stato dining
See prices from 17 sites
from $109
Palmer House a Hilton Hotel
4 Stars
Indoor pool and sauna, Lockwood Restaurant and Bar
See prices from 19 sites
from $115
Sheraton Grand Chicago Riverwalk
4 Stars
Sun-drenched indoor heated pool, Shula's Steak House dining
See prices from 17 sites
from $147
Homewood Suites by Hilton Chicago Downtown South Loop
3 Stars
Corner suites with lake views, Indoor pool and whirlpool
See prices from 17 sites
from $104
Hilton Chicago/Magnificent Mile Suites
4 Stars
High-floor Lake Michigan vistas, Rooftop pool with skyline views
See prices from 18 sites
from $100
Holiday Inn Chicago – Midway Airport S By Ihg
3 Stars
On-site burger restaurant, Well-equipped fitness center
See prices from 13 sites
from $74
The Langham, Chicago
5 Stars
Floor-to-ceiling Chicago River views, Indoor sparkling-star pool
See prices from 17 sites
from $307
Hyde Park Chicago Hotel
3 Stars
On-site Fitness Room, Rooms with Lake Views
See prices from 9 sites
from $87
Aloft Chicago Mag Mile
3 Stars
Indoor pool with skyline views, Rooftop fitness center
See prices from 18 sites
from $95
JW Marriott Chicago
5 Stars
Indoor pool and whirlpool, Authentic Italian dining at The Florentine
See prices from 16 sites
from $211
Holiday Inn Chicago Dwtn - The Mart By Ihg
3 Stars
Skyline view corner suites, Waterview Kitchen + Bar
See prices from 16 sites
from $118
Hilton Garden Inn Chicago Downtown/Magnificent Mile
3 Stars
Elevated Chicago skyline views, Heated indoor pool with city views
See prices from 19 sites
from $65
Level Chicago - River North
4 Stars
Seasonal outdoor swimming pool, Prime River North district location
See prices from 15 sites
from $133
Intercontinental Hotels Chicago Magnificent Mile By Ihg
4 Stars
Junior suites with panoramic views, Historic junior Olympic swimming pool
See prices from 18 sites
from $145
Hilton Grand Vacations Club Chicago Magnificent Mile
3 Stars
Seasonal rooftop swimming pool, Signature HotHouse dining
See prices from 18 sites
from $96
Hyatt Place Chicago-South/University Medical Center
3 Stars
Glass-walled indoor swimming pool, Secure underground garage parking
See prices from 18 sites
from $109
Hampton Inn & Suites Chicago Medical District UIC
3 Stars
Heated indoor saltwater pool, Modern Illinois Medical District base
See prices from 11 sites
from $99
Radisson Blu Aqua Hotel, Chicago
4 Stars
Year-round indoor swimming facilities, Locally inspired FireLake Grill House
See prices from 20 sites
from $149
Home2 Suites by Hilton Chicago McCormick Place
3 Stars
Panoramic Vu Rooftop lounge, Innovative tri-branded hotel concept
See prices from 15 sites
from $72
Trump International Hotel & Tower Chicago
5 Stars
Heated 75-foot indoor pool, The Spa at Trump and Fitness Club
See prices from 17 sites
from $277
AC Hotel Chicago Downtown
4 Stars
Heated indoor swimming pool, European-inspired boutique concept
See prices from 15 sites
from $87
Hilton Garden Inn Chicago McCormick Place
3 Stars
Vu Rooftop bar and restaurant, Indoor saline swimming pool
See prices from 17 sites
from $80
Best Western River North Hotel
3 Stars
Urban rooftop sun deck, Heated indoor swimming pool
See prices from 18 sites
from $69
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4 Stars
Convenient daily destination credit, Heated indoor pool and sauna
See prices from 18 sites
from $117
Chicago Marriott Midway
3 Stars
Versatile two-room suites, Heated indoor swimming pool
See prices from 16 sites
from $134
Hampton Inn Chicago McCormick Place
3 Stars
South Loop and lakefront views, Indoor saline swimming pool
See prices from 15 sites
from $83
Nobu Hotel Chicago
5 Stars
Skyline views at The Rooftop, Tranquil indoor serenity pool
See prices from 19 sites
from $255
Hyatt Place Chicago/Downtown - The Loop
3 Stars
Skyline views through floor-to-ceiling windows, Heated indoor swimming pool
See prices from 18 sites
from $105
Hilton Garden Inn Chicago Downtown South Loop
3 Stars
Modern high-rise city experience, Indoor saline swimming pool
See prices from 19 sites
from $82
Waldorf Astoria Chicago
5 Stars
Forbes-rated wellness sanctuary, Suites with wood-burning fireplaces
See prices from 17 sites
from $372
Renaissance Chicago Downtown Hotel
4 Stars
Panoramic river view rooms, Heated indoor relaxation pool
See prices from 17 sites
from $160

The prices and availability we receive from booking sites change constantly. This means you may not always find the exact same offer you saw on trivago when you land on the booking site.