Vacation Packages to Illinois for 2026
Top Hotel Deals
River Hotel
75 East Wacker Drive Chicago IL
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 ...
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
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 ...
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
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 helpful ...
Hampton Inn Chicago Downtown/Magnificent Mile
160 E Huron Street Chicago IL
Book a stay at this family-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and valet parking (surcharge). Our guests praise the breakfast and the ...
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
Hilton Chicago
720 S Michigan Ave Chicago IL
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 ...
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
201 East Walton Place Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
172 W Adams St Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and a 24-hour front desk. Our guests praise the ...
Hyatt Regency Chicago
151 East Wacker Dr Chicago IL
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 ...
L7 Chicago by LOTTE
225 N Wabash Ave Chicago IL
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the ...
InterContinental Chicago Magnificent Mile by IHG
505 N Michigan Ave Chicago IL
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 ...
Hotel Saint Clair- Magnificent Mile
162 East Ontario Street Chicago IL
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...
The Wade
644 N Lake Shore Dr Chicago IL
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
The Allegro Royal Sonesta Hotel Chicago Loop
171 W Randolph St Chicago IL
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 ...
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.
Wed, Oct 14 - Mon, Oct 19
ATL
Atlanta
STL
St. Louis
$76
Roundtrip
found 16 hours ago
Tue, Oct 6 - Wed, Oct 14
JFK
New York
ORD
Chicago
$183
Roundtrip
found 5 days ago
Tue, Nov 3 - Tue, Nov 10
EWR
New York
MDW
Chicago
$203
Roundtrip
found 5 days ago
Wed, Oct 14 - Sat, Oct 17
LAX
Los Angeles
STL
St. Louis
$263
Roundtrip
found 5 days ago
Tue, Nov 3 - Sat, Nov 7
DAL
Dallas
STL
St. Louis
$299
Roundtrip
found 2 days ago
Popular vacation package destinations in Illinois
- Chicago Vacations
- Galena Vacations
- Champaign Vacations
- Springfield Vacations
- Naperville Vacations
- Rockford Vacations
- Peoria Vacations
- Joliet Vacations
- Bloomington Vacations
- Tinley Park Vacations
- Aurora Vacations
- Ottawa Vacations
- Loves Park Vacations
- Waukegan Vacations
- Bolingbrook Vacations
- Elgin Vacations
- Carbondale Vacations
- Moline Vacations
- Marion Vacations
- Edwardsville Vacations
- East Peoria Vacations
- St. Charles Vacations
- Effingham Vacations
- Orland Park Vacations
- Normal Vacations
- Utica Vacations
- O'Fallon Vacations
- Urbana Vacations
- Decatur Vacations
- Quincy Vacations
- Mount Vernon Vacations
- Romeoville Vacations
- Alton Vacations
- Zion Vacations
- Geneva Vacations
- Lansing Vacations
- Collinsville Vacations
- Crystal Lake Vacations
- DeKalb Vacations
- McHenry Vacations
Vacation ideas similar to Illinois vacations
- Florida Vacations
- Hawaii Vacations
- Texas Vacations
- Michigan Vacations
- California Vacations
- North Carolina Vacations
- New Jersey Vacations
- Connecticut Vacations
- Colorado Vacations
- Maine Vacations
- Tennessee Vacations
- Wisconsin Vacations
- Vermont Vacations
- Pennsylvania Vacations
- Massachusetts Vacations
- Ohio Vacations
- New Hampshire Vacations
- Minnesota Vacations
- Virginia Vacations
- Arizona Vacations