Search Deals onMarket Square Vacation Packages
Market Square Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Arlo Chicago
Save 100% on your flight
Price was $397, price is now $298 per person
$298
per person
Mar 3 - Mar 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Wind Creek Southland Casino and Hotel
Price was $813, price is now $652 per person
$652
per person
Mar 13 - Mar 18
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (MDW)
Book a stay at this spa resort in Hazel Crest. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Midwest Carvers Museum and Ravisloe Country Club are located nearby.
Hotel Riu Plaza Chicago
Save 100% on your flight
Price was $757, price is now $484 per person
$484
per person
Mar 23 - Mar 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Trump International Hotel & Tower Chicago
Save 100% on your flight
Price was $1,293, price is now $845 per person
$845
per person
Mar 13 - Mar 17
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Save 100% on your flight
Price was $699, price is now $498 per person
$498
per person
Mar 23 - Mar 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Navy Pier and Michigan Avenue are located nearby.
LondonHouse Chicago, Curio Collection by Hilton
Save 100% on your flight
Price was $786, price is now $569 per person
$569
per person
Mar 23 - Mar 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Fairmont Chicago at Millennium Park
Save 100% on your flight
Price was $841, price is now $619 per person
$619
per person
Mar 23 - Mar 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Waldorf Astoria Chicago
Save 100% on your flight
Price was $1,554, price is now $1,148 per person
$1,148
per person
Mar 13 - Mar 17
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Level Chicago - River North
Save 100% on your flight
Price was $677, price is now $511 per person
$511
per person
Mar 9 - Mar 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Hotel Felix River North/Magnificent Mile
Price was $547, price is now $418 per person
$418
per person
Mar 23 - Mar 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Hilton Garden Inn Chicago Downtown South Loop
Price was $577, price is now $444 per person
$444
per person
Mar 23 - Mar 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Soldier Field and Millennium Park are located nearby.
Swissotel - Chicago
Save 100% on your flight
Price was $797, price is now $617 per person
$617
per person
Mar 13 - Mar 17
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
3-4 Night Vacations in Market Square
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Market Square
Price found within the past 48 hours. Click for updated prices.
Market Square Last Minute Hotel Deals
Deer Path Inn
255 East Illinois Road Lake Forest IL
Stay at this inn in Lake Forest. Enjoy premium bedding and a restaurant. Popular attractions Market Square and Forest Park Beach are located nearby.
Sunset Motel
511 Rockland Rd Lake Bluff IL
Stay at this motel in Lake Bluff. Enjoy free WiFi, free parking, and a garden. Popular attractions Asylum Skate Park and Middlefork Savanna Forest Preserve are ...
Hilton Garden Inn Lake Forest Mettawa
26225 North Riverwoods Boulevard Lake Forest IL
Book a stay at this golf hotel in Lake Forest. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
The Forester a Hyatt Place Hotel
200 N FIELD DRIVE Lake Forest IL
Book a stay at this business-friendly hotel in Lake Forest. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in ...
Residence Inn by Marriott Chicago Lake Forest/Mettawa
26325 N Riverwoods Blvd Lake Forest IL
Stay at this hotel in Lake Forest. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Days Inn by Wyndham Great Lakes Naval Base
3000 North Skokie Highway North Chicago IL
Book a stay at this business-friendly hotel in North Chicago. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Sleep Inn near Great Lakes Naval Base
3250 Bittersweet Ave North Chicago IL
Book a stay at this business-friendly hotel in North Chicago. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff ...
La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield
2000 South Lakeside Dr Deerfield IL
Book a stay at this family-friendly hotel in Deerfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
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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