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.
EWR
New York
ORD
Chicago
$72 Roundtrip, found 1 day ago
$72
Roundtrip
found 1 day ago
ATL
Atlanta
MDW
Chicago
$74 Roundtrip, found 6 days ago
$74
Roundtrip
found 6 days ago
ATL
Atlanta
ORD
Chicago
$74 Roundtrip, found 6 days ago
$74
Roundtrip
found 6 days ago
JFK
New York
ORD
Chicago
$80 Roundtrip, found 1 day ago
$80
Roundtrip
found 1 day ago
LGA
New York
ORD
Chicago
$83 Roundtrip, found 23 hours ago
$83
Roundtrip
found 23 hours ago
ATL
Atlanta
STL
St. Louis
$89 Roundtrip, found 3 days ago
$89
Roundtrip
found 3 days 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
$81 nightly
The price is $95 total per night
$95 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 21 - Dec 22
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
$85 nightly
The price is $100 total per night
$100 total
Dec 29 - Dec 30
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
- Flights to Minnesota
- Flights to California
- Flights to New Jersey
- Flights to North Carolina
- Flights to Texas
- Flights to Maryland
- Flights to Florida
- Flights to Connecticut
- Flights to South Carolina
- Flights to Georgia
- Flights to Montana
- Flights to Michigan
- Flights to Utah
- Flights to Virginia
- Flights to North Dakota
- Flights to Ohio
- Flights to Colorado
- Flights to Alabama
- Flights to Arizona
- Flights to Pennsylvania
- Flights to Hawaii
^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.
