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Illinois Vacation Packages

Illinois Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

3 out of 5
Downtown Chicago
Save 100% on your flight
per person
Apr 5 - Apr 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour 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.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
per person
Apr 3 - Apr 7
found 20 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Millennium Park are located nearby.
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Mar 28 - Apr 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Comfort Inn Chicago Wind Creek Casino

Comfort Inn Chicago Wind Creek Casino

2.5 out of 5
per person
Mar 30 - Apr 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this aparthotel in Harvey. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Midwest Carvers Museum and South Holland Village Hall are located nearby.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Mar 30 - Apr 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Hotel Chicago Downtown, Autograph Collection by Marriott

Hotel Chicago Downtown, Autograph Collection by Marriott

4 out of 5
Downtown Chicago
per person
Mar 30 - Apr 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), room service, and a fitness center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Holiday Inn Express Chicago - Magnificent Mile, an IHG Hotel

Holiday Inn Express Chicago - Magnificent Mile, an IHG Hotel

2.5 out of 5
Downtown Chicago
per person
Mar 31 - Apr 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
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 staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Hampton Inn Chicago Downtown/N Loop/Michigan Ave

Hampton Inn Chicago Downtown/N Loop/Michigan Ave

3 out of 5
Downtown Chicago
per person
Apr 12 - Apr 16
found 9 hours ago
Roundtrip non-stop flight included
New York (JFK) to Chicago (ORD)
Stay at this 3-star hotel in Chicago. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

3-4 Night Vacations in Illinois

Price found within the past 48 hours. Click for updated prices.
Best Western Chicago - Downers Grove

Best Western Chicago - Downers Grove

2.5 out of 5
per person
Apr 14 - Apr 17
found 9 hours ago
Roundtrip flight included
New York (JFK) to Chicago (ORD)
SpringHill Suites by Marriott Chicago Naperville/Warrenville

SpringHill Suites by Marriott Chicago Naperville/Warrenville

3 out of 5
per person
Apr 14 - Apr 17
found 9 hours ago
Roundtrip flight included
New York (JFK) to Chicago (ORD)
HYATT house Chicago/Naperville/Warrenville

HYATT house Chicago/Naperville/Warrenville

3 out of 5
per person
Apr 14 - Apr 17
found 9 hours ago
Roundtrip flight included
New York (JFK) to Chicago (ORD)
Sonesta ES Suites Chicago - Schaumburg

Sonesta ES Suites Chicago - Schaumburg

3 out of 5
per person
Apr 14 - Apr 17
found 9 hours ago
Roundtrip flight included
New York (JFK) to Chicago (ORD)

5-7 Night Vacations in Illinois

Price found within the past 48 hours. Click for updated prices.
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Apr 18 - Apr 23
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
per person
Apr 8 - Apr 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Apr 18 - Apr 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Apr 18 - Apr 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)

Cheap Hotel Deals in Illinois

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
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
L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 out of 5
225 N Wabash Ave, Chicago, IL
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and ...
L7 Chicago by LOTTE
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Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
10 E Grand Ave, Chicago, IL
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. ...
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave, Chicago, IL
Stay at this 4-star historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
Hilton Chicago
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave, Rosemont, IL
Book a stay at this eco-certified hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Hyatt Regency O'Hare Chicago
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr, Chicago, IL
Book a stay at this eco-certified hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff in our ...
Hyatt Regency Chicago
The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

4.5 out of 5
909 North Michigan Ave, Chicago, IL
Stay at this 4.5-star luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
The Westin Michigan Avenue Chicago
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.

Frontier Airlines
Tue, Mar 18 - Tue, Mar 25
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$48 Roundtrip, found 5 days ago
$48
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Mar 18 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Tue, Mar 25, priced at $48 found 5 days ago
Frontier Airlines
Wed, Mar 26 - Wed, Apr 2
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$48 Roundtrip, found 6 days ago
$48
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Mar 26 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Apr 2, priced at $48 found 6 days ago
Frontier Airlines
Tue, Mar 25 - Sat, Apr 5
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$54 Roundtrip, found 4 days ago
$54
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Mar 25 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Sat, Apr 5, priced at $54 found 4 days ago
Spirit Airlines
Tue, Apr 22 - Tue, Apr 29
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$67 Roundtrip, found 3 days ago
$67
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Tue, Apr 22 from Newark Liberty Intl. Airport to O'Hare Intl., returning Tue, Apr 29, priced at $67 found 3 days ago