Cheap Vacations in Illinois
- Illinois vacations
- 3-night Illinois vacations
- 4-night Illinois vacations
- 5-night Illinois vacations
- 6-7 night Illinois vacations
Illinois vacations
Price found within the past 48 hours. Click for updated prices.
3-night Illinois vacations
Price found within the past 48 hours. Click for updated prices.
4-night Illinois vacations
Price found within the past 48 hours. Click for updated prices.
5-night Illinois vacations
Price found within the past 48 hours. Click for updated prices.
6-7 night Illinois vacations
Price found within the past 48 hours. Click for updated prices.
Top places to visit in Illinois
Chicago
Flight deals to Illinois
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
ATL
Atlanta
ORD
Chicago
$68 Roundtrip, found 19 hours ago
$68
Roundtrip
found 19 hours ago
EWR
New York
ORD
Chicago
$72 Roundtrip, found 5 days ago
$72
Roundtrip
found 5 days ago
JFK
New York
ORD
Chicago
$80 Roundtrip, found 5 hours ago
$80
Roundtrip
found 5 hours ago
DFW
Dallas
ORD
Chicago
$81 Roundtrip, found 3 hours ago
$81
Roundtrip
found 3 hours ago
LGA
New York
ORD
Chicago
$82 Roundtrip, found 2 days ago
$82
Roundtrip
found 2 days ago
ATL
Atlanta
STL
St. Louis
$105 Roundtrip, found 7 hours ago
$105
Roundtrip
found 7 hours ago
Top rated hotels for your Illinois vacation
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Free Cancellation
Reserve now, pay when you stay
146.14 mi from city center
$89 nightly
The price is $105 total per night
$105 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
With a stay at Hilton Chicago/Magnificent Mile Suites, you'll be centrally located in Chicago, steps from Michigan Avenue and 8 minutes by foot from Lake Michigan.
Pet friendly
Free WiFi
Silversmith Hotel Chicago Downtown
10 S Wabash Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
144.99 mi from city center
$127 nightly
The price is $149 total per night
$149 total
Dec 27 - Dec 28
Total with taxes and fees
Silversmith Hotel Chicago Downtown is in the heart of Chicago, within a 5-minute walk of Millennium Park and CIBC Theatre.
Free WiFi
Air conditioning
Club Quarters Hotel Wacker at Michigan, Chicago
75 E Wacker Dr Chicago IL
Free Cancellation
Reserve now, pay when you stay
145.35 mi from city center
$88 nightly
The price is $103 total per night
$103 total
Dec 24 - Dec 25
Total with taxes and fees
With a stay at Club Quarters Hotel Wacker at Michigan, Chicago, you'll be centrally located in Chicago, steps from Chicago Riverwalk and 5 minutes by foot from Michigan Avenue.
Pet friendly
Free WiFi
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 Picks
Flights
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^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.
