Hotels with Pool in Second City, IL

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Explore 167 Hotels with Pool in Second City from $99

Level Chicago Old Town
Level Chicago Old Town
Hotel
Chicago, IL, USA
0.9k from Second City center

Luxury, Accommodations, Pools, Parking, Spa, Pet-friendly, 5-star, Lodgings, Jacuzzis

New to Booking
$270
Average price / night
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Level - Old Town Luxury Two Bedroom and Two Bath Suite
Level - Old Town Luxury Two Bedroom and Two Bath Suite
Hotel
Chicago, IL, 60610, United States
0.8k from Second City center

AC, Balcony, Dryer, Fitness Equipment, Heater, Internet, Laundry, No Smoking, Patio

New to Booking
$420
Average price / night
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Experience Chic Old Town Living: Spacious Suites, Top Amenities & Iconic Locale
Experience Chic Old Town Living: Spacious Suites, Top Amenities & Iconic Locale
Hotel
Chicago, IL, 60610, United States
0.9k from Second City center

AC, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

New to Booking
$1074
Average price / night
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Waldorf Astoria Chicago
Waldorf Astoria Chicago
Hotel
Chicago, IL, USA
1.4k from Second City center

Luxury, Accommodations, Pools, Parking, Spa, Boutique, Pet-friendly, 5-star, Lodgings

9.1

Superb

120 reviews

$694
Average price / night
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Live the Suite Life: Historic Old Town Chicago Stays with Modern Luxury & Style
Live the Suite Life: Historic Old Town Chicago Stays with Modern Luxury & Style
Hotel
Chicago, IL, 60610, United States
0.9k from Second City center

AC, Arcade, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

New to Booking
$633
Average price / night
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Four Seasons Chicago
Four Seasons Chicago
Hotel
Chicago, IL, USA
1.6k from Second City center

Luxury, Cheap, Accommodations, Pools, Parking, Spa, Romantic, Pet-friendly, 5-star

8.9

Fabulous

158 reviews

$663
Average price / night
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Experience Chic Chicago Living in Old Town – Spacious Suites & Luxe Amenities
Experience Chic Chicago Living in Old Town – Spacious Suites & Luxe Amenities
Hotel
Chicago, IL, 60610, United States
0.9k from Second City center

AC, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

10.0

Exceptional

1 reviews

$823
Average price / night
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Kasa River North Chicago
Kasa River North Chicago
Hotel
Second City, Chicago, Illinois, USA
1.6k from Second City center

Luxury, Cheap, Accommodations, Pools, Pet-friendly, 4-star, Lodgings, Places to stay, Self-catering

9.1

Superb

119 reviews

$116
Average price / night
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Historic Charm & Modern Luxury in Chicago’s Iconic Old Town - Stay Level!
Historic Charm & Modern Luxury in Chicago’s Iconic Old Town - Stay Level!
Hotel
Chicago, IL, 60610, United States
0.9k from Second City center

AC, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

10.0

Exceptional

1 reviews

$584
Average price / night
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The Ritz-Carlton, Chicago
The Ritz-Carlton, Chicago
Hotel
Chicago, IL, USA
1.8k from Second City center

Luxury, Accommodations, Pools, Parking, Spa, Romantic, Pet-friendly, 5-star, Lodgings

8.6

Fabulous

54 reviews

$492
Average price / night
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Experience the Suite Life in Chicago’s Iconic Old Town – Spacious Stays Await
Experience the Suite Life in Chicago’s Iconic Old Town – Spacious Stays Await
Hotel
Chicago, IL, 60610, United States
0.9k from Second City center

AC, Arcade, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

New to Booking
$543
Average price / night
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Park Hyatt Chicago
Park Hyatt Chicago
Hotel
Chicago, IL, USA
1.8k from Second City center

Luxury, Cheap, Accommodations, Pools, Parking, Spa, Boutique, Pet-friendly, 5-star

9.2

Superb

86 reviews

$551
Average price / night
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Luxurious Old Town Chicago Suites – Perfect for Families & Corporate Stays
Luxurious Old Town Chicago Suites – Perfect for Families & Corporate Stays
Hotel
Chicago, IL, 60610, United States
0.9k from Second City center

AC, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

New to Booking
$2773
Average price / night
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The Peninsula Chicago
The Peninsula Chicago
Hotel
Chicago, IL, USA
1.9k from Second City center

Accommodations, Pools, Parking, Spa, Romantic, Boutique, Pet-friendly, 5-star, Lodgings

9.4

Superb

248 reviews

$625
Average price / night
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Viceroy Chicago
Viceroy Chicago
Hotel
1118 North State Street, Chicago, IL, 60610, United States
1.1k from Second City center

AC, Babysitting, Bar, Breakfast Available, Business Services, Crib, Elevator, Fitness Equipment, Frontdesk 24 Hour

9.4

Superb

1206 reviews

$321
Average price / night
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AC Hotel Chicago Downtown
AC Hotel Chicago Downtown
Hotel
Chicago, IL, USA
2.1k from Second City center

Cheap, Accommodations, Pools, Parking, Romantic, Pet-friendly, 4-star, Lodgings, Places to stay

7.9

Good

469 reviews

$188
Average price / night
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Embassy Suites Chicago - Downtown River North
Embassy Suites Chicago - Downtown River North
Hotel
Chicago, IL, USA
2.1k from Second City center

Accommodations, Pools, Parking, Romantic, Hilton , 3-star, Lodgings, Places to stay, Family

8.3

Very Good

2976 reviews

$220
Average price / night
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Best Western Chicago Downtown-River North
Best Western Chicago Downtown-River North
Hotel
Chicago, IL, USA
2.1k from Second City center

Accommodations, Pools, Parking, Best western , 3-star, Lodgings, Places to stay

7.4

Good

2192 reviews

$132
Average price / night
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Hyatt Centric Chicago Magnificent Mile
Hyatt Centric Chicago Magnificent Mile
Hotel
Chicago, IL, USA
2.2k from Second City center

Accommodations, Pools, Parking, Romantic, Boutique, Pet-friendly, 4-star, Lodgings, Hot tubs

8.2

Very Good

489 reviews

$302
Average price / night
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Level Chicago River North
Level Chicago River North
Hotel
Chicago, IL, USA
2.3k from Second City center

Accommodations, Pools, Parking, Pet-friendly, Lodgings, Vacation rentals, Jacuzzis, Places to stay

New to Booking
$99
Average price / night
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The Royal Sonesta Chicago River North
The Royal Sonesta Chicago River North
Hotel
Chicago, IL, USA
2.3k from Second City center

Accommodations, Parking, Boutique, Pet-friendly, 4-star, Lodgings, Places to stay, Accessible hotels

8.7

Fabulous

1383 reviews

$267
Average price / night
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Pro Tip for Travelers:
HotelsWithSuites simplifies your search by aggregating premium inventory from global leaders like Booking.com, Expedia, and Vrbo. Whether you need oceanfront hotels, a private pool, or a pet-friendly suite, use our Advanced Filters to instantly compare the top-rated Hotels with Pool in Second City.

Where to stay in Second City? Best neighborhoods & areas

Second City Hotels with Pool on the Map

Frequently Asked Questions

Hotels with pools in Second City may offer indoor, outdoor, rooftop, or heated pools. Some properties also feature family-friendly or infinity pool options.

You can find 167 hotels with pools in Second City, with prices starting from around $99 per night, making them accessible for various budgets.

Availability depends on the property and climate. Indoor or heated pools are often open year-round, while outdoor pools may be seasonal.

Yes, many properties also provide features like Pool, Laundry, and Accessibility alongside pool access.

Yes, you can refine your search based on pool type, guest ratings, amenities, and pricing to find the best match for your stay.