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Illinois Vacation Packages

Illinois Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Four Points by Sheraton Chicago Schaumburg

Four Points by Sheraton Chicago Schaumburg

3 out of 5
per person
Jun 14 - Jun 17
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Chicago (ORD)
Stay at this 3-star business-friendly hotel in Schaumburg. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Woodfield Mall and Spring Valley are located nearby.
Sonesta ES Suites Chicago - Schaumburg

Sonesta ES Suites Chicago - Schaumburg

3 out of 5
per person
Jun 14 - Jun 17
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Chicago (ORD)
Stay at this 3-star business-friendly hotel in Schaumburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Woodfield Mall and FireZone are located nearby.
Country Inn & Suites by Radisson, Crystal Lake, IL

Country Inn & Suites by Radisson, Crystal Lake, IL

2.5 out of 5
per person
Jun 14 - Jun 17
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Chicago (ORD)
Stay at this hotel in Crystal Lake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Crystal Court Shopping Center and Three Oaks Recreation Area are located nearby.
Baymont by Wyndham Rockford

Baymont by Wyndham Rockford

3 out of 5
per person
Jun 14 - Jun 17
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Rockford (RFD)
Stay at this 3-star business-friendly hotel in Rockford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions CoCo Key Water Resort and Rockford Casino are located nearby.
Country Inn & Suites by Radisson, Bolingbrook, I-55

Country Inn & Suites by Radisson, Bolingbrook, I-55

3 out of 5
per person
Jun 14 - Jun 17
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Chicago (ORD)
Stay at this 3-star business-friendly hotel in Bolingbrook. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Rocket Ice Arena and Hidden Lakes Park are located nearby.
My Place Hotels - Chicago West/North Aurora, IL

My Place Hotels - Chicago West/North Aurora, IL

3 out of 5
per person
Jun 14 - Jun 17
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Chicago (ORD)
Stay at this 3-star business-friendly hotel in North Aurora. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Red Oak Nature Center and Vaughan Aquatic Center are located nearby.
Hilton Rosemont Chicago O'Hare

Hilton Rosemont Chicago O'Hare

3.5 out of 5
O'Hare
per person
Jun 14 - Jun 17
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Chicago (ORD)
Book a stay at this business-friendly hotel in Rosemont. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Rosemont Theatre and Allstate Arena are located nearby.
Holiday Inn Express & Suites Aurora - Naperville by IHG

Holiday Inn Express & Suites Aurora - Naperville by IHG

2.5 out of 5
per person
Jun 14 - Jun 17
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Chicago (ORD)
Book a stay at this business-friendly hotel in Aurora. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Aurora Regional Fire Museum and Hollywood Casino Aurora are located nearby.

3-4 Night Vacations in Illinois

Price found within the past 48 hours. Click for updated prices.
Baymont by Wyndham Rockford

Baymont by Wyndham Rockford

3 out of 5
per person
Jun 14 - Jun 17
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Rockford (RFD)
Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 6 - Jun 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 6 - Jun 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Country Inn & Suites by Radisson, Crystal Lake, IL

Country Inn & Suites by Radisson, Crystal Lake, IL

2.5 out of 5
per person
Jun 14 - Jun 17
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Chicago (ORD)

5-7 Night Vacations in Illinois

Price found within the past 48 hours. Click for updated prices.
The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 21
found 1 day ago
Roundtrip flight included
Denver (DEN) to St. Louis (STL)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 10 - Jun 17
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

4.5 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 21
found 1 day ago
Roundtrip flight included
Denver (DEN) to St. Louis (STL)

Ballpark Heights Apartments By Barsala

4 out of 5
Downtown St. Louis
Save 100% on your flight
per person
Jun 16 - Jun 21
found 1 day ago
Roundtrip flight included
Denver (DEN) to St. Louis (STL)

Cheap Hotel Deals in Illinois

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
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. ...
Embassy Suites by Hilton Chicago Downtown River North
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
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 ...
Congress Plaza Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl, Chicago, IL
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 ...
Hilton Chicago/Magnificent Mile Suites
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Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
323 E Wacker Dr, Chicago, IL
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 ...
Swissotel - Chicago
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive, Chicago, IL
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
River Hotel
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street, Chicago, IL
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 ...
Crowne Plaza Chicago West Loop by IHG
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
200 North Columbus Drive, Chicago, IL
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Fairmont Chicago at Millennium Park
citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
80 East Wacker Place, Chicago, IL
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 ...
citizenM Chicago Downtown
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

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Spirit Airlines
Thu, May 29 - Mon, Jun 2
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$62 Roundtrip, found 1 hour ago
$62
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Thu, May 29 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Mon, Jun 2, priced at $62 found 1 hour ago
Spirit Airlines
Tue, May 27 - Tue, Jun 3
LGA
LaGuardia
ORD
O'Hare Intl.
$68 Roundtrip, found 2 days ago
$68
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, May 27 from LaGuardia to O'Hare Intl., returning Tue, Jun 3, priced at $68 found 2 days ago
Spirit Airlines
Wed, May 28 - Wed, May 28
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$80 Roundtrip, found 1 day ago
$80
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, May 28 from Newark Liberty Intl. Airport to O'Hare Intl., returning Wed, May 28, priced at $80 found 1 day ago
Frontier Airlines
Sat, Jul 12 - Tue, Jul 15
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$88 Roundtrip, found 14 hours ago
$88
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Sat, Jul 12 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Tue, Jul 15, priced at $88 found 14 hours ago