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Check availability on Countryside Luxury Hotels

This weekend
29 May - 31 May
Next weekend
5 Jun - 7 Jun

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, (2,516 reviews)
The price is AED 921
AED 1,222 total
includes taxes & fees
14 Jun - 15 Jun
Sable at Navy Pier Chicago, Curio Collection by Hilton
Room service - dining

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1,846 reviews)
  • cleanliness
    Luxurious lakeside retreat in downtown Chicago offers pillowtop beds, designer toiletries, and stunning views near Michigan Avenue.
The price is AED 1,282
AED 1,524 total
includes taxes & fees
14 Jun - 15 Jun
The Wade
Lobby

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (1,510 reviews)
The price is AED 574
AED 683 total
includes taxes & fees
22 Jun - 23 Jun
The Chicago Hotel Collection Ambassador Gold Coast
Indoor pool

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,457 reviews)
  • cleanliness
    Historic Chicago luxury hotel offers spa, pillowtop beds, and prime location near Millennium Park.
The price is AED 1,036
AED 1,341 total
includes taxes & fees
21 Jun - 22 Jun
Palmer House a Hilton Hotel
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,349 reviews)
The price is AED 922
AED 1,226 total
includes taxes & fees
14 Jun - 15 Jun
Swissotel - Chicago
Executive lounge

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,156 reviews)
The price is AED 1,488
AED 1,900 total
includes taxes & fees
14 Jun - 15 Jun
Fairmont Chicago at Millennium Park
2 bars/lounges

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,505 reviews)
The price is AED 1,106
AED 1,445 total
includes taxes & fees
21 Jun - 22 Jun
Hyatt Regency Chicago
Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,579 reviews)
The price is AED 882
AED 1,048 total
includes taxes & fees
14 Jun - 15 Jun
Eurostars Magnificent Mile
Restaurant

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,492 reviews)
  • cleanliness
    Art deco elegance and city views blend at this downtown Chicago hotel near Michigan Avenue.
The price is AED 988
AED 1,284 total
includes taxes & fees
21 Jun - 22 Jun
Sofitel Chicago Magnificent Mile
View from property

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,010 reviews)
The price is AED 841
AED 1,108 total
includes taxes & fees
21 Jun - 22 Jun
The Blackstone, Autograph Collection
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

Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"The last time we were in Chicago was 21 years ago. We thoroughly enjoyed our stay here. It was in a great location and we could not have had a better trip! 10/10 recommend!"
Amber G 2-night trip
Posted 2 hours ago
Eurostars Magnificent Mile

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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 Navy Pier, Wrigley Field, and United Center. If you have some spare time during your trip, you might want to check out Soldier Field and Michigan Avenue.