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Find Hotels with a Pool in Wicker Park, IL from CA $239

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Check availability on Wicker Park Hotels with a Pool

Our top choices for Wicker Park hotels with a pool

Seasonal outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas

1. The Robey, Chicago, a Member of Design Hotels

The Robey, Chicago, a Member of Design Hotels
3.5 star property
West Town
9.2 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Seasonal outdoor pool paradise at the Art Deco Robey Hotel with poolside bar and views of Chicago's art scene.
The price is CA $311
CA $399 total
includes taxes & fees
Aug 23 - Aug 24
The Robey, Chicago, a Member of Design Hotels
Indoor pool

2. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,826 reviews)
The price is CA $201
CA $239 total
includes taxes & fees
Sep 1 - Sep 2
Hilton Chicago/Magnificent Mile Suites
Indoor pool

3. Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
2.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,009 reviews)
  • cleanliness
    Splash into urban relaxation at this West Loop hotel's stylish indoor pool, where sun loungers invite post-sightseeing unwinding.
The price is CA $245
CA $291 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn Chicago West Loop Fulton Market Area
Indoor pool

4. Hyatt House Chicago/West Loop-Fulton Market

Hyatt House Chicago/West Loop-Fulton Market
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,326 reviews)
  • cleanliness
    Splashy indoor pool luxury awaits with designer touches in Chicago's West Loop scene.
The price is CA $280
CA $333 total
includes taxes & fees
Aug 30 - Aug 31
Hyatt House Chicago/West Loop-Fulton Market
Indoor pool

5. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (6,037 reviews)
  • cleanliness
    Slip into a vacation state of mind at Chicago's urban retreat with a sparkling indoor pool.
The price is CA $193
CA $264 total
includes taxes & fees
Aug 30 - Aug 31
Embassy Suites by Hilton Chicago Downtown River North
Indoor pool

6. Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,006 reviews)
  • cleanliness
    Swim year-round at the urban indoor pool oasis with sun loungers and downtown Chicago views.
The price is CA $277
CA $329 total
includes taxes & fees
Sep 7 - Sep 8
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
Meeting facility

7. Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,554 reviews)
  • cleanliness
    Splash into downtown luxury at this Hampton Inn with stylish indoor pool and river proximity.
The price is CA $216
CA $257 total
includes taxes & fees
Sep 8 - Sep 9
Hampton Inn & Suites Chicago Downtown
Indoor pool

8. Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,537 reviews)
  • cleanliness
    Dive into modern bliss at this downtown hotel, where the indoor pool sparkles alongside skyline views.
The price is CA $233
CA $277 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Place Chicago/Downtown - The Loop
Indoor pool

9. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,056 reviews)
The price is CA $214
CA $254 total
includes taxes & fees
Sep 7 - Sep 8
Courtyard by Marriott Chicago Magnificent Mile
Seasonal outdoor pool, open 8:00 AM to 10:00 PM, sun loungers

10. Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,172 reviews)
  • cleanliness
    A refreshing seasonal escape awaits at this Chicago hotel's sun-drenched pool area.
The price is CA $217
CA $274 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn & Suites Chicago - Downtown by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at hotels with a pool in Wicker Park

Breakfast included
4 stars

Top Wicker Park Hotel Reviews

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"The Intercontinental is a fabulous hotel in a fabulous location in a fabulous city. Thank you Intercontinental and Thank you Chicago"
Jonathan 2-night trip
Posted less than an hour ago
InterContinental Chicago Magnificent Mile by IHG

Frequently asked questions

What are some accommodations with pools in Wicker Park?
Congress Plaza Hotel: Hotel, 2-minute walk from Grant Park. Offers 2 restaurants, an indoor pool, and a health club. The Chicago Hotel Collection Ambassador Gold Coast: Hotel, 3-minute walk from Merchandise Mart. Features 2 restaurants, an indoor pool, and a sauna. Hilton Chicago O'Hare Airport: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna. Kasa Magnificent Mile Chicago: Hotel, 10-minute walk from University of Illinois Chicago. Features a snack bar/deli, a seasonal outdoor pool, and complimentary wireless internet access.
What is there to see and do in Wicker Park?
Explore places like United Center, Wrigley Field, and Navy Pier while you're in the area. Spend some time experiencing the great outdoors at Wood Street Gallery. Travelers love Wicker Park for its array of dining options.
When is the best time to book a hotel with a pool in Wicker Park?
You may want to think about an accommodation that offers an outdoor if you'll be visiting in the warmest months of July, August, or June when the average temp is 70°F. Lodging offering an indoor pool may be what you want if you visit during the coldest months of January, February, or December when the average temperature is 31°F.

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