Title: Best Hotels With Pool in Chicago | Top Picks | Expedia.com

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![City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Chicago Hotels with a Pool

Tonight

[Mar 12 - Mar 13](https://www.expedia.com/Hotel-Search?regionId=178248&startDate=2026-03-12&endDate=2026-03-13&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Mar 13 - Mar 14](https://www.expedia.com/Hotel-Search?regionId=178248&startDate=2026-03-13&endDate=2026-03-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=178248&startDate=2026-03-13&endDate=2026-03-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=178248&startDate=2026-03-20&endDate=2026-03-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Choose what matters most at hotels with a pool in Chicago

Breakfast included

Hot tub

Water park

Spa

4 stars

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=AFFINITY_SPRING_PROMO_178248)

## Hotels with pools and free breakfast in Chicago

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/bbeef356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Presidential Suite, Multiple Beds | Living area | 37-inch TV with cable channels, pay movies](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/w3837h2559x3y0-81ee3aec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/b5bf3aa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Chicago

[](https://www.expedia.com/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information)

Downtown Chicago

8.6/10

Excellent

(2670)

$155 nightly

$182 total

Apr 1 - Apr 2

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information)

![Room service - dining](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/109a2156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/6d9bcb03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/eea57c7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/da99f4b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Wade

[](https://www.expedia.com/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information)

Downtown Chicago

8.4/10

Very Good

(1713)

$129 nightly

$151 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/w5771h3835x0y5-963f61be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/6b5099c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/b131add8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/a08c52fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### DoubleTree by Hilton Chicago - Magnificent Mile

[](https://www.expedia.com/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information)

Downtown Chicago

8.8/10

Excellent

(2344)

$106 nightly

$124 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/58ac280a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/56c2d84c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Banquet hall](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/2ad62276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, open 7:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/352e3b39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aloft Chicago Mag Mile

[](https://www.expedia.com/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information)

Downtown Chicago

8.6/10

Excellent

(3126)

$110 nightly

$129 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information)

![Lunch and dinner served](https://images.trvl-media.com/lodging/5000000/4530000/4520700/4520626/d70c748e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/5000000/4530000/4520700/4520626/44865590.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, seasonal outdoor pool, free cabanas, sun loungers](https://images.trvl-media.com/lodging/5000000/4530000/4520700/4520626/fd4d7555.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4530000/4520700/4520626/02375ebc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Radisson Blu Aqua Hotel Chicago

[](https://www.expedia.com/Chicago-Hotels-Radisson-Blu-Aqua-Hotel-Chicago.h4520626.Hotel-Information)

Downtown Chicago

8.6/10

Excellent

(1876)

$180 nightly

$211 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Radisson-Blu-Aqua-Hotel-Chicago.h4520626.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/f36e2ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/dec7b24e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/66eb210e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/59baefbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Garden Inn Chicago Downtown/Magnificent Mile

[](https://www.expedia.com/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.Hotel-Information)

Downtown Chicago

8.6/10

Excellent

(4388)

$102 nightly

$119 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/f1a5921f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/c35b1006.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Food and drink](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/e9e7f382.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, laptop workspace, free cribs/infant beds](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/085d232b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### voco Chicago Downtown - Riverwalk by IHG

[](https://www.expedia.com/Chicago-Hotels-Voco-Chicago-Downtown.h76459163.Hotel-Information)

Downtown Chicago

8.8/10

Excellent

(3718)

$143 nightly

$168 total

Mar 19 - Mar 20

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Voco-Chicago-Downtown.h76459163.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/24d28405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/01bacac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/896a6d3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Embassy Suites by Hilton Chicago Downtown River North

[](https://www.expedia.com/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information)

Downtown Chicago

8.6/10

Excellent

(5728)

$122 nightly

$143 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/51496272.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/b9c2c138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![City view](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/cc6c963b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/759e1c7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### InterContinental Chicago Magnificent Mile by IHG

[](https://www.expedia.com/Chicago-Hotels-InterContinental-Chicago-Magnificent-Mile.h20205.Hotel-Information)

Downtown Chicago

9.2/10

Wonderful

(2861)

$194 nightly

$228 total

Apr 12 - Apr 13

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-InterContinental-Chicago-Magnificent-Mile.h20205.Hotel-Information)

![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/20000/12200/12167/4a14c915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/12200/12167/4c0ebbe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12200/12167/066ab9a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/1000000/20000/12200/12167/311c65a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sheraton Grand Chicago Riverwalk

[](https://www.expedia.com/Chicago-Hotels-Sheraton-Grand-Chicago.h12167.Hotel-Information)

Downtown Chicago

8.4/10

Very Good

(1615)

$216 nightly

$254 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Sheraton-Grand-Chicago.h12167.Hotel-Information)

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-26&endDate=2026-03-27&regionId=829&adults=2&amenities=POOL&sort=RECOMMENDED&mealPlan=FREE_BREAKFAST&openPlayBack=true)

## Hotels with pools and hot tubs in Chicago

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/bbeef356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Presidential Suite, Multiple Beds | Living area | 37-inch TV with cable channels, pay movies](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/w3837h2559x3y0-81ee3aec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/b5bf3aa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Chicago

[](https://www.expedia.com/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information)

Downtown Chicago

8.6/10

Excellent

(2670)

$155 nightly

$182 total

Apr 1 - Apr 2

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/461957e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 King Bed with Sofa bed, Corner | Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/e4e07af2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/6234383e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/b90174ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt Centric Chicago Magnificent Mile

[](https://www.expedia.com/Chicago-Hotels-Hyatt-Centric-Chicago-Magnificent-Mile.h151139.Hotel-Information)

Downtown Chicago

9.0/10

Wonderful

(1084)

$153 nightly

$180 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Hyatt-Centric-Chicago-Magnificent-Mile.h151139.Hotel-Information)

![Serves breakfast, lunch, and dinner](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/83e4c147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/1f085992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Serves breakfast, lunch, and dinner](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/e824a8ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/459a3527.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### JW Marriott Chicago

[](https://www.expedia.com/Chicago-Hotels-JW-Marriott-Chicago.h3538327.Hotel-Information)

Downtown Chicago

9.2/10

Wonderful

(1000)

$229 nightly

$269 total

Mar 20 - Mar 21

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-JW-Marriott-Chicago.h3538327.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/1ede47da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/dfd1e89b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/c47ab94b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pet-friendly](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/c2c59838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waldorf Astoria Chicago

[](https://www.expedia.com/Chicago-Hotels-Waldorf-Astoria-Chicago.h2717582.Hotel-Information)

Downtown Chicago

9.4/10

Exceptional

(1000)

$410 nightly

$481 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Waldorf-Astoria-Chicago.h2717582.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/a75a4abb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Couples treatment rooms, sauna, hot tub, steam room, body treatments](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/af38c666.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/0ab012f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dinner served, Mediterranean cuisine](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/71f6a2f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Langham, Chicago

[](https://www.expedia.com/Chicago-Hotels-The-Langham.h6309326.Hotel-Information)

Downtown Chicago

9.8/10

Exceptional

(1007)

$435 nightly

$511 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-The-Langham.h6309326.Hotel-Information)

![Breakfast, lunch, dinner served; American cuisine, alfresco dining ](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/c8149674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/3c600fe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (LAKE MICHIGAN SUITE) | View from room](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/ef2f5d42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, Terrace (Water Tower) | Premium bedding, down comforters, pillowtop beds, minibar](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/c7c718ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Park Hyatt Chicago

[](https://www.expedia.com/Chicago-Hotels-Park-Hyatt-Chicago.h20695.Hotel-Information)

Downtown Chicago

9.6/10

Exceptional

(1000)

$412 nightly

$484 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Park-Hyatt-Chicago.h20695.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/113000000/112870000/112868000/112867973/0bd05cf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, City View | Living area | 65-inch LED TV with cable channels](https://images.trvl-media.com/lodging/113000000/112870000/112868000/112867973/00299afb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, City View | Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/113000000/112870000/112868000/112867973/4b5d9cbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112870000/112868000/112867973/39fc8c12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stay One Chicago

[](https://www.expedia.com/Chicago-Hotels-Stay-One-Chicago.h112867973.Hotel-Information)

Downtown Chicago

6.8/10

(3)

$284 nightly

$334 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Stay-One-Chicago.h112867973.Hotel-Information)

![Lounge](https://images.trvl-media.com/lodging/1000000/900000/899300/899245/d9d52d56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/900000/899300/899245/5ac2a6b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/900000/899300/899245/db64d517.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/900000/899300/899245/fb0cdbc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Renaissance Chicago O'Hare Suites Hotel

[](https://www.expedia.com/Chicago-Hotels-Renaissance-Chicago-OHare-Suites-Hotel.h899245.Hotel-Information)

O'Hare

8.6/10

Excellent

(1006)

$101 nightly

$119 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Renaissance-Chicago-OHare-Suites-Hotel.h899245.Hotel-Information)

![Interior detail](https://images.trvl-media.com/lodging/19000000/18390000/18385300/18385274/92b6393d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18390000/18385300/18385274/afed07db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/19000000/18390000/18385300/18385274/30af6beb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 2 Queen Beds | Bathroom | Rainfall showerhead, designer toiletries, hair dryer, bathrobes](https://images.trvl-media.com/lodging/19000000/18390000/18385300/18385274/c51f1497.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Hotel at Midtown

[](https://www.expedia.com/Chicago-Hotels-The-Hotel-At-Midtown.h18385274.Hotel-Information)

Bucktown

9.0/10

Wonderful

(841)

$264 nightly

$310 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-The-Hotel-At-Midtown.h18385274.Hotel-Information)

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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-26&endDate=2026-03-27&regionId=829&adults=2&amenities=POOL&sort=RECOMMENDED&amenities=HOT_TUB&openPlayBack=true)

## Top Chicago Hotel Reviews

![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/11b63ec2_y.jpg)

### Congress Plaza Hotel

10/10 Excellent

"The room was very clean and the bed comfortable. Parking was a bit of a challenge but not unexpected based on location. Will likely visit again when business brings me to the area."

[](https://expedia.com/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information)

![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/8076f539_y.jpg)

### Eurostars Magnificent Mile

6/10 Okay

"In the picture it does look nice but it definitely has its cracks and damages. There was a couple areas in my room that were breaking down, many scratches on the floor, my push door was broke and my shower head seemed to not be working well but the maintenance man said it’s cause it needed to be clean. I believe it should’ve been clean before arrival and my pillow cases had stains on them as well. Bed was comfortable and lighting in bathroom was great and of course the view was great. "

[](https://expedia.com/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information)

![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/24d28405_y.jpg)

### Embassy Suites by Hilton Chicago Downtown River North

8/10 Good

"Breakfast menu had great options for a family of five. Room was clean. I really like being able to text someone from the front desk to get questions answered. The location is excellent as well. Will definitely stay here again. "

[](https://expedia.com/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information)

![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/a215cd17_y.jpg)

### Hilton Chicago/Magnificent Mile Suites

10/10 Excellent

"Great place"

[](https://expedia.com/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information)

![The Wade](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/109a2156_y.jpg)

### The Wade

8/10 Good

"The hotel room looked better in the pictures. We have platinum rewards and they did not upgrade us to a bigger room. The room is pretty tight and the bathroom is small with a tub shower. It was clean but a little worn looking. The view of the lake was spectacular even through the fog. The breakfast was very good. The hotel is very modern looking downstairs. The pool was very large and nice."

[](https://expedia.com/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information)

![Courtyard by Marriott Chicago Magnificent Mile](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/7705f099_y.jpg)

### Courtyard by Marriott Chicago Magnificent Mile

10/10 Excellent

"Bar was good but the receptionist Jaime that guy is amazing and very kind "

[](https://expedia.com/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Magnificent-Mile.h982517.Hotel-Information)

![Hilton Chicago O'Hare Airport](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/a48bf16b_y.jpg)

### Hilton Chicago O'Hare Airport

8/10 Good

"We only stayed because we had to make a connection in the morning and it is the hotel attached to the airport "

[](https://expedia.com/Chicago-Hotels-Hilton-Chicago-OHare-Airport.h8058.Hotel-Information)

![Swissotel - Chicago](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/3cb3732b_y.jpg)

### Swissotel - Chicago

6/10 Okay

"Resort fees but not a resort. Never again."

[](https://expedia.com/Chicago-Hotels-Swissotel-Chicago.h17288.Hotel-Information)

![Fairmont Chicago at Millennium Park](https://images.trvl-media.com/lodging/1000000/20000/16000/15937/8bd99f5f_y.jpg)

### Fairmont Chicago at Millennium Park

10/10 Excellent

"shops near by "

[](https://expedia.com/Chicago-Hotels-Fairmont-Chicago-At-Millennium-Park.h15937.Hotel-Information)

## Frequently asked questions

### How much does a hotel with outdoor pool in Chicago cost?

### Are there hotels in Chicago that have private outdoor pools?

> This hotel not only features a private outdoor pool but also provides stunning views of Lake Michigan, enriching the overall experience. Families appreciate the complimentary cribs and free WiFi, making it convenient for those traveling with children. The friendly and helpful staff further enhance the stay, ensuring that every guest feels attended to and valued.

### What are some of the best Chicago hotels with outdoor pools and scenic views?

> Another fantastic option is the [Viceroy Chicago](https://www.expedia.com/Chicago-Hotels-Viceroy-Chicago.h18614145.Hotel-Information), also rated 4.5 stars and sharing that same high traveller rating of 9.4\. Here, you'll find a beautiful outdoor pool complete with sun loungers, ideal for soaking up the sun while enjoying a picturesque lake view. The hotel's stylish rooms, equipped with Egyptian cotton sheets and premium bedding, provide a cozy retreat after a day of adventures. Travellers frequently praise the great location and excellent service, making it a popular choice for families and adventure-seeking guests alike.
> 
>   
> For those who prefer a touch of luxury, [The Ritz-Carlton, Chicago](https://www.expedia.com/Chicago-Hotels-The-Ritz-Carlton.h14447.Hotel-Information) stands out with its 5-star rating and a review score of 9.2\. The outdoor pool offers breathtaking lake views and is complemented by exceptional amenities, including rainfall showerheads and plush bathrobes. Guests consistently highlight the beautiful rooms and outstanding customer service, making it a premier destination for a sophisticated getaway in Chicago.
> 
>   
> Lastly, the [Renaissance Chicago Downtown Hotel](https://www.expedia.com/Chicago-Hotels-Renaissance-Chicago-Downtown-Hotel.h19215.Hotel-Information), rated 4 stars with a solid traveller score of 9.2, features a refreshing outdoor pool with scenic river views. This hotel is well-loved for its friendly staff and excellent service, ensuring that every family can enjoy a fun and convenient stay. With access to a vibrant shopping district and a range of modern amenities, it's an ideal base for your Chicago adventure.

### Which Chicago hotels with outdoor pools are near Chicago, IL (MDW-Midway Intl.)?

> Convenience is key at this hotel, as it provides free airport transportation and a 24-hour airport shuttle, ensuring a straightforward arrival and departure. Additionally, the hotel offers free self-parking and complimentary Wi-Fi, which are superb for families who value both quality and convenience during their travels. Located just 1.1 miles from Chicago Midway International Airport, this hotel makes it easy to access the city while enjoying a pleasant stay.
> 
>   
> With a traveller rating of 9.2, the DoubleTree by Hilton Chicago Midway Airport is a reliable option for those looking for a blend of comfort and adventure in the Windy City.

### Which Chicago hotels offer poolside service for food and drinks?

> Another excellent choice is [The Robey, Chicago, a Member of Design Hotels](https://www.expedia.com/Chicago-Hotels-The-Robey.h15758132.Hotel-Information). With a rating of 9.2, this 3.5-star hotel boasts a poolside bar as well, making it a great spot to unwind after a day of exploring the city. Visitors love the beautiful, clean rooms and the attentive service, ensuring a pleasant stay for families and couples alike.
> 
>   
> For those looking for a convenient location, [Hilton Grand Vacations Club Chicago Magnificent Mile](https://www.expedia.com/Chicago-Hotels-Hilton-Grand-Vacations-Chicago-Downtown-Magnificent-Mile.h37641670.Hotel-Information) also offers poolside bar service. Rated 9.2, this hotel provides spacious rooms and a friendly setting, making it superb for families who appreciate both comfort and accessibility to Chicago's top attractions.
> 
>   
> [The Hoxton Chicago](https://www.expedia.com/Chicago-Hotels-The-Hoxton-Chicago.h34761378.Hotel-Information) is another delightful option, featuring a poolside bar and a traveller rating of 9.0\. Guests appreciate its convenient location and the super clean, comfortable rooms, along with the friendly service that ensures a memorable stay.
> 
>   
> Lastly, [The Hotel at Midtown](https://www.expedia.com/Chicago-Hotels-The-Hotel-At-Midtown.h18385274.Hotel-Information), with a traveller rating of 9.0, complements its poolside bar with a range of amenities, including fitness facilities and yoga classes. This 4-star hotel is superb for those looking to blend leisure with wellness, making it a great choice for families who appreciate both relaxation and activity.

### Is it cheaper to book flights and a Chicago hotel with a pool as a package?

### How can I save on a Chicago hotel with a pool with Expedia?

### Can I cancel my hotel reservation on Expedia?

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