Vacation Packages to Illinois for 2026
Top Hotel Deals
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
234.41 km from city center
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
235.34 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
233.35 km from city center
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
Club Quarters Hotel Wacker at Michigan, Chicago
75 E Wacker Dr Chicago IL
234.06 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
Silversmith Hotel Chicago Downtown
10 S Wabash Ave Chicago IL
233.47 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
The Royal Sonesta Chicago Downtown
71 E Wacker Dr Chicago IL
234.03 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the restaurant ...
Eurostars Magnificent Mile
660 North State Street Chicago IL
234.53 km from city center
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street Chicago IL
232.45 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...
The Whitehall Hotel, BW Premier Collection
105 E Delaware Pl Chicago IL
235.1 km from city center
Book a stay at this boutique hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the restaurant and the helpful staff ...
Hilton Chicago
720 S Michigan Ave Chicago IL
232.69 km from city center
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
citizenM Chicago Downtown
80 East Wacker Place Chicago IL
234.01 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the ...
InterContinental Chicago Magnificent Mile by IHG
505 N Michigan Ave Chicago IL
234.45 km from city center
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our ...
Homewood Suites by Hilton Chicago Downtown South Loop
59 E. 11th Street Chicago IL
232.34 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sat, Jan 10 - Wed, Jan 14
ATL
Atlanta
MDW
Chicago
$58 Roundtrip, found 4 days ago
$58
Roundtrip
found 4 days ago
Sat, Jan 24 - Sun, Feb 8
LGA
New York
ORD
Chicago
$82 Roundtrip, found 21 hours ago
$82
Roundtrip
found 21 hours ago
Wed, Dec 17 - Tue, Jan 6
LGA
New York
ORD
Chicago
$144 Roundtrip, found 2 days ago
$144
Roundtrip
found 2 days ago
Tue, May 19 - Sat, May 30
LAX
Los Angeles
STL
St. Louis
$314 Roundtrip, found 5 days ago
$314
Roundtrip
found 5 days ago
Wed, Dec 24 - Mon, Dec 29
LGA
New York
RFD
Rockford
$705 Roundtrip, found 2 days ago
$705
Roundtrip
found 2 days ago