Vacation Packages to Illinois for 2025
Illinois Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North
Downtown Chicago
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip flight included
Kansas City (MCI) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip flight included
Kansas City (MCI) to Chicago (ORD)
Stay at this 5-star 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.
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Downtown Chicago
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip flight included
Kansas City (MCI) to Chicago (ORD)
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip flight included
Kansas City (MCI) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and WiFi (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip flight included
Kansas City (MCI) to Chicago (ORD)
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
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 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
InterContinental Chicago Magnificent Mile by IHG
505 N Michigan Ave, Chicago, IL
234.45 km from city center
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in ...
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 ...
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 free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
citizenM Chicago Downtown
80 East Wacker Place, Chicago, IL
234.01 km from city center
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the ...
The Wade
644 N Lake Shore Dr, Chicago, IL
235.1 km from city center
Stay at this 4.5-star luxury hotel in Chicago. Enjoy room service, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff ...
Swissotel - Chicago
323 E Wacker Dr, Chicago, IL
234.28 km from city center
Book a stay at this eco-certified hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and ...
Freehand Chicago
19 East Ohio Street, Chicago, IL
234.42 km from city center
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
Hotel Felix River North/Magnificent Mile
111 W Huron St, Chicago, IL
234.44 km from city center
Stay at this 4-star boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful ...
Travelodge by Wyndham Downtown Chicago
65 E Harrison St, Chicago, IL
232.84 km from city center
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 Whitehall Hotel, BW Premier Collection
105 E Delaware Pl, Chicago, IL
235.1 km from city center
Stay at this 3.5-star boutique hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the restaurant and the helpful staff ...
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy, Chicago, IL
235.62 km from city center
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street, Chicago, IL
232.45 km from city center
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...
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, Jul 9 - Wed, Jul 23
LGA
New York
ORD
Chicago
$92 Roundtrip, found 2 days ago
$92
Roundtrip
found 2 days ago
Tue, Aug 19 - Wed, Aug 20
JFK
New York
ORD
Chicago
$97 Roundtrip, found 2 days ago
$97
Roundtrip
found 2 days ago
Tue, Jul 1 - Tue, Jul 8
ATL
Atlanta
ORD
Chicago
$98 Roundtrip, found 3 days ago
$98
Roundtrip
found 3 days ago
Wed, Jul 23 - Wed, Jul 30
DFW
Dallas
ORD
Chicago
$100 Roundtrip, found 3 days ago
$100
Roundtrip
found 3 days ago
Popular vacation package destinations in Illinois
- Chicago Vacations
- Galena Vacations
- Naperville Vacations
- Springfield Vacations
- Champaign Vacations
- Bloomington Vacations
- Rockford Vacations
- Peoria Vacations
- Joliet Vacations
- Tinley Park Vacations
- Aurora Vacations
- Bolingbrook Vacations
- Waukegan Vacations
- Marion Vacations
- Effingham Vacations
- St. Charles Vacations
- Carbondale Vacations
- Moline Vacations
- O'Fallon Vacations
- Mount Vernon Vacations
- Elgin Vacations
- East Peoria Vacations
- Decatur Vacations
- Ottawa Vacations
- Quincy Vacations
- Utica Vacations
- Normal Vacations
- Urbana Vacations
- Fairview Heights Vacations
- Orland Park Vacations
- Romeoville Vacations
- Collinsville Vacations
- Zion Vacations
- Peru Vacations
- Nauvoo Vacations
- Crystal Lake Vacations
- Alton Vacations
- Grafton Vacations
- Mattoon Vacations
- Danville Vacations
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