Hotels in Four Seasons, IL: Compare 10+ Sites & Save

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593 Best Hotels in Four Seasons (Starting from $135)

Hyatt Centric The Loop Chicago
Hyatt Centric The Loop Chicago
Hotel
Chicago, IL, USA
0.1k from Four Seasons center

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

8.6

Fabulous

1102 reviews

$245
Average price / night
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Hampton Inn Majestic Chicago Theatre District
Hampton Inn Majestic Chicago Theatre District
Hotel
22 W Monroe St, Chicago, IL, 60603, United States
0.1k from Four Seasons center

AC, Breakfast Included, Business Services, Elevator, Fitness Equipment, Frontdesk 24 Hour, Internet, Laundry, No Smoking

9.0

Fabulous

1012 reviews

$169
Average price / night
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Residence Inn by Marriott Chicago Downtown/Loop
Residence Inn by Marriott Chicago Downtown/Loop
Hotel
Chicago, IL, USA
0.2k from Four Seasons center

Accommodations, Parking, Romantic, Pet-friendly, 3-star, Lodgings, Places to stay, Family, Self-catering

8.7

Fabulous

452 reviews

$425
Average price / night
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Cozy Room w/ Historic Charm & Modern Amenities in Heart of Chicago
Cozy Room w/ Historic Charm & Modern Amenities in Heart of Chicago
Hotel
Chicago, IL, 60602, United States
0.2k from Four Seasons center

AC, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, TV

10.0

Exceptional

1 reviews

$372
Average price / night
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Kimpton Gray Hotel Chicago by IHG
Kimpton Gray Hotel Chicago by IHG
Hotel
Chicago, USA
0.2k from Four Seasons center

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

8.8

Fabulous

188 reviews

$261
Average price / night
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Atwood Queen at Staypineapple - Pet-Friendly Bliss Near Millennium Park
Atwood Queen at Staypineapple - Pet-Friendly Bliss Near Millennium Park
Hotel
Chicago, IL, 60602, United States
0.2k from Four Seasons center

AC, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, TV

6.0

Review score

1 reviews

$372
Average price / night
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The Palmer House Hilton
The Palmer House Hilton
Hotel
Chicago, IL, USA
0.2k from Four Seasons center

Accommodations, Pools, Parking, Spa, Romantic, Boutique, Hilton , Pet-friendly, 4-star

7.9

Good

909 reviews

$218
Average price / night
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Elegant Room w/ Modern Conveniences & Walkable to Major Attractions
Elegant Room w/ Modern Conveniences & Walkable to Major Attractions
Hotel
Chicago, IL, 60602, United States
0.2k from Four Seasons center

AC, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, TV

New to Booking
$372
Average price / night
Check Availability
Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop
Hotel
Four Seasons, Chicago, Illinois, USA
0.2k from Four Seasons center

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

8.9

Fabulous

1062 reviews

$282
Average price / night
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Burnham Two Queen - Staypineapple's Historic Charm Next to Navy Pier
Burnham Two Queen - Staypineapple's Historic Charm Next to Navy Pier
Hotel
Chicago, IL, 60602, United States
0.2k from Four Seasons center

AC, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, TV

New to Booking
$372
Average price / night
Check Availability
Club Quarters Hotel Central Loop, Chicago
Club Quarters Hotel Central Loop, Chicago
Hotel
Chicago, IL, USA
0.2k from Four Seasons center

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

8.1

Very Good

5181 reviews

$135
Average price / night
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2 Inviting Rooms for Groups w/ Afternoon Delights Near Millennium Park
2 Inviting Rooms for Groups w/ Afternoon Delights Near Millennium Park
Hotel
Chicago, IL, 60602, United States
0.2k from Four Seasons center

AC, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, TV

New to Booking
$733
Average price / night
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Central Loop Hotel
Central Loop Hotel
Hotel
Chicago, IL, USA
0.2k from Four Seasons center

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

8.0

Good

2551 reviews

$135
Average price / night
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Burnham Two Queen - Stylish Comfort by the Theatre District, 2 Units
Burnham Two Queen - Stylish Comfort by the Theatre District, 2 Units
Hotel
Chicago, IL, 60602, United States
0.2k from Four Seasons center

AC, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, TV

New to Booking
$733
Average price / night
Check Availability
Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago Downtown
Hotel
Chicago, IL, USA
0.3k from Four Seasons center

Accommodations, Parking, Romantic, Boutique, 4-star, Lodgings, Places to stay, Family, Accessible hotels

8.6

Fabulous

919 reviews

$245
Average price / night
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Delightful Room w/ Whimsical Decor & Modern Amenities Near Magnificent Mile
Delightful Room w/ Whimsical Decor & Modern Amenities Near Magnificent Mile
Hotel
Chicago, IL, 60602, United States
0.2k from Four Seasons center

AC, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, TV

10.0

Exceptional

6 reviews

$362
Average price / night
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The LaSalle Chicago, Autograph Collection by Marriott
The LaSalle Chicago, Autograph Collection by Marriott
Hotel
Chicago, IL, USA
0.3k from Four Seasons center

Cheap, Accommodations, Parking, Spa, Pet-friendly, 4-star, Lodgings, Places to stay, Family

8.9

Fabulous

168 reviews

$499
Average price / night
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Burnham King - Staypineapple Chicago Charm & Afternoon Delights in The Loop
Burnham King - Staypineapple Chicago Charm & Afternoon Delights in The Loop
Hotel
Chicago, IL, 60602, United States
0.2k from Four Seasons center

AC, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, TV

10.0

Exceptional

1 reviews

$367
Average price / night
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Chicago Athletic Association, part of Hyatt
Chicago Athletic Association, part of Hyatt
Hotel
Chicago, IL, USA
0.4k from Four Seasons center

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

8.4

Very Good

258 reviews

$309
Average price / night
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Reliance King Suite at Staypineapple, An Iconic Hotel, The Loop
Reliance King Suite at Staypineapple, An Iconic Hotel, The Loop
Hotel
Chicago, IL, 60602, United States
0.2k from Four Seasons center

AC, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, TV

10.0

Exceptional

4 reviews

$424
Average price / night
Check Availability
Cambria Hotel Chicago Loop - Theatre District
Cambria Hotel Chicago Loop - Theatre District
Hotel
Chicago, IL, USA
0.4k from Four Seasons center

Cheap, Accommodations, Parking, Romantic, 4-star, Lodgings, Places to stay, Family, Accessible hotels

8.3

Very Good

1316 reviews

$180
Average price / night
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Relax in a Spacious King Suite with Stunning Views of Chicago
Relax in a Spacious King Suite with Stunning Views of Chicago
Hotel
Chicago, IL, 60602, United States
0.2k from Four Seasons center

AC, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, TV

9.6

Exceptional

4 reviews

$424
Average price / night
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JW Marriott Chicago
JW Marriott Chicago
Hotel
Chicago, IL, USA
0.4k from Four Seasons center

Accommodations, Pools, Parking, Spa, Romantic, Marriott , 5-star, Lodgings, Hot tubs

8.6

Fabulous

197 reviews

$357
Average price / night
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THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Hotel
Chicago, IL, USA
0.4k from Four Seasons center

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

8.2

Very Good

164 reviews

$227
Average price / night
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Hyatt Place Chicago/Downtown - The Loop
Hyatt Place Chicago/Downtown - The Loop
Hotel
Chicago, IL, USA
0.5k from Four Seasons center

Cheap, Accommodations, Pools, Parking, Romantic, Pet-friendly, 3-star, Lodgings, Places to stay

8.2

Very Good

3823 reviews

$232
Average price / night
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theWit Chicago, a Hilton Hotel
theWit Chicago, a Hilton Hotel
Hotel
Chicago, IL, USA
0.5k from Four Seasons center

Accommodations, Parking, Spa, Romantic, Boutique, Hilton , Pet-friendly, 4-star, Lodgings

8.7

Fabulous

467 reviews

$263
Average price / night
Check Availability
La Quinta by Wyndham Chicago Downtown
La Quinta by Wyndham Chicago Downtown
Hotel
Chicago, IL, USA
0.5k from Four Seasons center

Accommodations, Parking, Romantic, Pet-friendly, 3-star, Lodgings, Places to stay, Accessible hotels

7.9

Good

3838 reviews

$178
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Hotels in Four Seasons.

Where to stay in Four Seasons? Best neighborhoods & areas

Four Seasons Hotels on the Map

Frequently Asked Questions

You can explore 593 verified hotels in Four Seasons. These include a range of options from luxury resorts and boutique hotels to budget-friendly accommodations suitable for different travel styles.

Hotel prices in Four Seasons vary depending on the season, location, and property type. Rates typically start from around $135 per night, with higher prices for premium hotels, central locations, or peak travel dates.

Most hotels in Four Seasons include amenities such as Wheelchair Accessible, Accessibility, and Security/Safety. Additional features like breakfast, parking, or resort facilities may vary by property, so it’s helpful to review the details before booking.

You can identify top-rated hotels in Four Seasons by sorting listings based on guest ratings and reviews. Looking at recent feedback, overall scores, and review volume can help you find properties that consistently deliver a high-quality experience.

For popular travel periods or busy locations, booking 30 to 60 days in advance is generally recommended to secure preferred options. During quieter periods, you may find more flexibility and availability closer to your travel dates.

Yes, some hotels in Four Seasons welcome pets. Currently, 35 listings allow pets, although policies may vary. It’s a good idea to review any pet-related rules before booking.

Many hotels in Four Seasons offer flexible or refundable booking options. Checking the cancellation policy before confirming your reservation can help you choose a rate that suits your travel plans.