Vacation Packages to Illinois for 2026
Top Hotel Deals
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 ...
Kasa Magnificent Mile Chicago
One Superior Place Chicago IL
Stay at this aparthotel in Chicago. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
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 ...
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 ...
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 ...
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 ...
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 ...
Warwick Allerton - Chicago
701 North Michigan Avenue Chicago IL
Book a stay at this family-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and valet parking (surcharge). Our guests praise ...
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 ...
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 ...
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 ...
Club Quarters Hotel, Central Loop, Chicago
111 West Adams Street Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful ...
Fairmont Chicago at Millennium Park
200 North Columbus Drive Chicago IL
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
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
just found
Tue, Oct 13 - Tue, Oct 20
LAX
Los Angeles
ORD
Chicago
$217
Roundtrip
found 22 hours ago
Mon, Nov 2 - Thu, Nov 5
DAL
Dallas
STL
St. Louis
$237
Roundtrip
found 5 days ago
Tue, Sep 15 - Sat, Oct 3
DFW
Dallas
EVV
Evansville
$546
Roundtrip
found 4 days ago
Popular vacation package destinations in Illinois
- Chicago Vacations
- Galena Vacations
- Springfield Vacations
- Champaign Vacations
- Naperville Vacations
- Rockford Vacations
- Joliet Vacations
- Peoria Vacations
- Tinley Park Vacations
- Bloomington Vacations
- Aurora Vacations
- Ottawa Vacations
- Waukegan Vacations
- Bolingbrook Vacations
- Orland Park Vacations
- Elgin Vacations
- Effingham Vacations
- Carbondale Vacations
- Moline Vacations
- St. Charles Vacations
- Marion Vacations
- Utica Vacations
- Normal Vacations
- East Peoria Vacations
- O'Fallon Vacations
- Edwardsville Vacations
- Lansing Vacations
- Romeoville Vacations
- Urbana Vacations
- Mount Vernon Vacations
- Quincy Vacations
- Decatur Vacations
- Zion Vacations
- Matteson Vacations
- Collinsville Vacations
- Alton Vacations
- Geneva Vacations
- Crystal Lake Vacations
- Grafton Vacations
- Fairview Heights Vacations
Vacation ideas similar to Illinois vacations
- Florida Vacations
- Hawaii Vacations
- Michigan Vacations
- Texas Vacations
- California Vacations
- Maine Vacations
- North Carolina Vacations
- New Jersey Vacations
- Wisconsin Vacations
- Connecticut Vacations
- Colorado Vacations
- Massachusetts Vacations
- Tennessee Vacations
- Pennsylvania Vacations
- Minnesota Vacations
- Ohio Vacations
- Vermont Vacations
- New Hampshire Vacations
- Virginia Vacations
- Arizona Vacations