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Cheap Vacations in Illinois

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Illinois vacations

Fairmont Chicago at Millennium Park
The Westin Chicago River North
DoubleTree by Hilton Chicago Midway Airport
Hotel Blake, an Ascend Hotel Collection Member
Pendry Chicago
Best Western Grant Park Hotel
Sleep Inn Midway Airport Bedford Park
Hilton Garden Inn Chicago/Midway Airport
Chicago Marriott Midway
Courtyard by Marriott Chicago Midway Airport

3-night Illinois vacations

Freehand Chicago
Fairmont Chicago at Millennium Park
The Westin Chicago River North
DoubleTree by Hilton Chicago Midway Airport
Hotel Blake, an Ascend Hotel Collection Member
Pendry Chicago
Best Western Grant Park Hotel
Sleep Inn Midway Airport Bedford Park
Hilton Garden Inn Chicago/Midway Airport
Chicago Marriott Midway
Courtyard by Marriott Chicago Midway Airport
Hotel Audrey

4-night Illinois vacations

Residence Inn Chicago Downtown/Loop
The Godfrey Hotel Chicago
Freehand Chicago
Best Western Grant Park Hotel
Hotel Julian
DoubleTree by Hilton Chicago - Magnificent Mile
Hotel Essex Chicago
InterContinental Chicago Magnificent Mile, an IHG Hotel
The Westin Chicago River North
Hotel Blake, an Ascend Hotel Collection Member
Courtyard by Marriott Chicago Highland Park/Northbrook
The Peninsula Chicago

5-night Illinois vacations

Swissotel - Chicago
Freehand Chicago

6-7 night Illinois vacations

The Godfrey Hotel Chicago
Freehand Chicago
Best Western Grant Park Hotel
Congress Plaza Hotel
DoubleTree by Hilton Chicago - Magnificent Mile
Hotel Essex Chicago
Ambassador Chicago, part of JdV by Hyatt
Fairmont Chicago at Millennium Park
21c Museum Hotel Chicago - MGallery
InterContinental Chicago Magnificent Mile, an IHG Hotel
Pendry Chicago
Hotel Audrey

Top places to visit in Illinois

Illinois Vacation Deal FAQ's

Where to find Illinois package deals?

On CheapTickets, you can find package deals in Illinois as low as $354!

When is peak season in Illinois?

July, June, May are very popular times to visit Illinois.

When is the best time to visit Illinois?

If you're looking for cheap vacations to Illinois, January is the best time to visit Illinois.

When is the worst time time to visit Illinois?

Prices for Illinois vacations can peak during October.

When is low season in Illinois?

We have found October, December, November to be the least-crowded time of the year to visit Illinois.

Flight deals to Illinois

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

Fri, May 21 - Mon, May 24
ATL
Atlanta
ORD
Chicago
$53
Spirit Airlines
Thu, May 20 - Tue, May 25
DFW
Dallas
ORD
Chicago
$87
Spirit Airlines
Sat, Aug 21 - Tue, Aug 31
LGA
New York
ORD
Chicago
$95
Spirit Airlines
Fri, May 21 - Mon, May 24
ATL
Atlanta
MDW
Chicago
$97
Delta
Wed, May 19 - Mon, May 24
EWR
Newark
ORD
Chicago
$99
Spirit Airlines
Sat, Jun 5 - Fri, Jun 11
LAX
Los Angeles
STL
St. Louis
$121
Spirit Airlines

Top rated hotels for your Illinois vacation

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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.