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Check availability on Countryside Luxury Hotels

This weekend
3 Jul - 5 Jul
Next weekend
10 Jul - 12 Jul

Our top choices for Countryside luxury hotels

Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,568 reviews)
The price is AED 863
AED 1,153 total
includes taxes & fees
6 Jul - 7 Jul
Sable at Navy Pier Chicago, Curio Collection by Hilton
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,442 reviews)
The price is AED 732
AED 999 total
includes taxes & fees
19 Jul - 20 Jul
Swissotel - Chicago
2 bars/lounges

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,429 reviews)
The price is AED 878
AED 1,175 total
includes taxes & fees
5 Jul - 6 Jul
Hyatt Regency Chicago
Frette Italian sheets, premium bedding, in-room safe, desk

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,000 reviews)
  • cleanliness
    The Gwen invites travelers to indulge in downtown Chicago luxury with rooftop terrace and Mediterranean dining experiences.
The price is AED 1,612
AED 2,026 total
includes taxes & fees
5 Jul - 6 Jul
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
2 bars/lounges

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,688 reviews)
The price is AED 915
AED 1,218 total
includes taxes & fees
5 Jul - 6 Jul
Sheraton Grand Chicago Riverwalk
Lunch and dinner served

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,965 reviews)
  • cleanliness
    Indulgent city retreat offers a seasonal outdoor pool, indoor spa sanctuary, and breathtaking skyline views in downtown Chicago.
The price is AED 915
AED 1,201 total
includes taxes & fees
6 Jul - 7 Jul
Radisson Blu Aqua Hotel Chicago
Terrace/patio

The Westin Chicago River North

The Westin Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Riverside luxury with stellar Chicago Theatre views awaits at this downtown hotel.
The price is AED 1,098
AED 1,437 total
includes taxes & fees
5 Jul - 6 Jul
The Westin Chicago River North
55-inch LCD TV with cable channels, TV, pay movies

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (4,282 reviews)
The price is AED 919
AED 1,093 total
includes taxes & fees
5 Jul - 6 Jul
L7 Chicago by LOTTE
Breakfast and dinner served

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,842 reviews)
The price is AED 561
AED 790 total
includes taxes & fees
6 Jul - 7 Jul
Omni Chicago Hotel
Lounge

Pendry Chicago

Pendry Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,138 reviews)
  • cleanliness
    Indulge in architectural splendor and upscale amenities at this Art Deco Chicago hotel, where luxury meets downtown convenience.
The price is AED 1,084
AED 1,439 total
includes taxes & fees
5 Jul - 6 Jul
Pendry Chicago
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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Top Countryside Hotel Reviews

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"This hotel of two towers is located just at the beginning of Chicago river and Michigan lake. You are steps away from river walk and our room view was tithe Michigan lake. Very clean, friendly staff and busy hotel."
Veronica 1-night trip
Posted less than an hour ago
Hyatt Regency Chicago

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Frequently asked questions

Are you searching for a great accommodation for your luxury holiday in Countryside?
Use Expedia to arrange your flight to Chicago Midway Airport (MDW) airport or Chicago O'Hare Intl. Airport (ORD) airport, and then select from a variety of places to stay that will deliver the luxury you want. Amenities are important when you plan a trip, so we make it easy to find what you need to make your stay special. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Countryside has to offer. During your visit, you might want to enjoy the restaurants which Countryside is known for.
When can I expect good weather in Countryside?
Planning for the weather is an important factor for making your trip to Countryside a success, especially when you're splurging. The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 31°F. Average annual precipitation for Countryside is 49 inches.
What's there to see and do in Countryside?
Enjoy Countryside and visit Soldier Field, Michigan Avenue, and Navy Pier. If you have some spare time during your trip, you might want to check out Wrigley Field and United Center.