Cheap Vacations in Illinois

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Illinois vacations

Price found within the past 48 hours. Click for updated prices.
Destination Geneva National
Sheraton Grand Chicago Riverwalk
Hotel Riu Plaza Chicago
Trump International Hotel & Tower Chicago
The Peninsula Chicago
The Emily Hotel
Pendry Chicago
Park Hyatt Chicago
Level Chicago – Old Town
LondonHouse Chicago, Curio Collection by Hilton

3-night Illinois vacations

Price found within the past 48 hours. Click for updated prices.
Hilton Grand Vacations Club Chicago Magnificent Mile
Sheraton Grand Chicago Riverwalk
Hotel Riu Plaza Chicago
Pendry Chicago
Level Chicago - River North
Trump International Hotel & Tower Chicago
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Stay One Chicago
The RIVVY, Chicago Downtown, a Tribute Portfolio Hotel
The Cheshire
Kinzie Hotel

4-night Illinois vacations

Price found within the past 48 hours. Click for updated prices.
Destination Geneva National
Hotel Riu Plaza Chicago
The Peninsula Chicago
Trump International Hotel & Tower Chicago
LondonHouse Chicago, Curio Collection by Hilton
Lodge Geneva National
Sable at Navy Pier Chicago, Curio Collection by Hilton
Hotel Saint Clair- Magnificent Mile
Pendry Chicago
Hotel Felix River North/Magnificent Mile
Kimpton Gray Hotel by IHG
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

5-night Illinois vacations

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Sheraton Grand Chicago Riverwalk
Hotel Riu Plaza Chicago
Level Chicago Fulton Market
Eurostars Magnificent Mile
LondonHouse Chicago, Curio Collection by Hilton
Swissotel - Chicago
Trump International Hotel & Tower Chicago
Pendry Chicago
Staybridge Suites Chicago O'Hare - Rosemont by IHG
Sonesta Chicago O'Hare Airport Rosemont
Kimpton Gray Hotel by IHG

6-7 night Illinois vacations

Price found within the past 48 hours. Click for updated prices.
Hilton Grand Vacations Club Chicago Magnificent Mile
Hotel Riu Plaza Chicago
The Talbott, Autograph Collection
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
LondonHouse Chicago, Curio Collection by Hilton
Hotel Felix River North/Magnificent Mile
The Allegro Royal Sonesta Hotel Chicago Loop
Hotel Saint Clair- Magnificent Mile
Kimpton Gray Hotel by IHG
Sable at Navy Pier Chicago, Curio Collection by Hilton
Le Méridien Essex Chicago

Top places to visit in Illinois

Flight deals to Illinois

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

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.

Top Picks

^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.