Vacation Packages to Illinois for 2026
Top Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
232.96 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
234.7 km from city center
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 ...
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 ...
The Wade
644 N Lake Shore Dr Chicago IL
235.1 km from city center
Book a stay at this luxury hotel in Chicago. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and ...
Aloft Chicago Mag Mile
243 E. Ontario Chicago IL
234.76 km from city center
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the pool and the helpful staff in our reviews. ...
Eurostars Magnificent Mile
660 North State Street Chicago IL
234.54 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 ...
Hyatt Regency Chicago
151 East Wacker Dr Chicago IL
234.17 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
Swissotel - Chicago
323 E Wacker Dr Chicago IL
234.31 km from city center
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 ...
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 ...
Courtyard by Marriott Chicago Magnificent Mile
165 East Ontario Street Chicago IL
234.71 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 ...
DoubleTree by Hilton Chicago - Magnificent Mile
300 E Ohio St Chicago IL
234.8 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy an outdoor pool, a rooftop terrace, and breakfast (surcharge). Our guests praise the pool 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.
Tue, Apr 14 - Mon, Apr 27
EWR
New York
MDW
Chicago
$76 Roundtrip, found 16 hours ago
$76
Roundtrip
found 16 hours ago
Tue, Apr 7 - Tue, Apr 14
EWR
New York
ORD
Chicago
$96 Roundtrip, found 16 hours ago
$96
Roundtrip
found 16 hours ago
Tue, May 19 - Wed, May 27
DAL
Dallas
MDW
Chicago
$197 Roundtrip, found 3 days ago
$197
Roundtrip
found 3 days ago
Thu, Oct 1 - Mon, Oct 5
EWR
New York
STL
St. Louis
$337 Roundtrip, found 3 days ago
$337
Roundtrip
found 3 days ago
Wed, Apr 22 - Sat, Apr 25
ATL
Atlanta
MLI
Moline
$439 Roundtrip, found 4 days ago
$439
Roundtrip
found 4 days ago