Worldwide Coverage
Flights to over 5,000 cities
One-stop Service Guarantee
Price guaranteed upon confirmed payment, booking guaranteed once tickets issued
Secure Payment
Convenient & reliable booking and payment system
Flights from Chicago to Key West Starting at £70
We've found these cheap flights for you. You can book one-way or return flight tickets.
- One way
- Round-trip
- ORD08:253h 14mDirectEYW12:39Tue, Apr 16|Chicago - Key West|American Airlines£70£12242% OFF42% OFF£122£70
- ORD15:236h 19m1 stopEYW22:42Sat, May 4|Chicago - Key West|American Airlines£84£12231% OFF31% OFF£122£84
- ORD06:025h 59m1 stopEYW13:01Tue, Jun 11|Chicago - Key West|American Airlines£85£12231% OFF31% OFF£122£85
- ORD15:236h 19m1 stopEYW22:42Sat, Apr 27|Chicago - Key West|American Airlines£87£87
- ORD15:236h 19m1 stopEYW22:42Sat, Apr 13|Chicago - Key West|American Airlines£98£98
- ORD05:305h 39m1 stopEYW12:09Mon, Apr 15|Chicago - Key West|American Airlines£98£98
- ORD10:353h 3mDirectEYW14:38Tue, Apr 2|Chicago - Key West|United Airlines£101£101
- ORD10:583h 5mDirectEYW15:03Tue, Apr 16|Chicago - Key West|United Airlines£102£102
- ORD07:109h 14m1 stopEYW17:24Wed, Apr 24|Chicago - Key West|United Airlines£109£109
- ORD06:008h 59m1 stopEYW15:59Sat, Apr 27|Chicago - Key West|United Airlines£109£109
- CHI13:003h 5mDirectEYW14:00Thu, Apr 4|Chicago - Key West|American AirlinesFind More FlightsFind More Flights
Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
Find the best time to fly from Chicago to Key West
We monitor flight fares to help you find the best deals effortlessly
Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Airlines Flying from Chicago to Key West
Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.
American Airlines
From £70
United Airlines
From £101
Frontier Airlines
From £119
Spirit Airlines
From £131
Southwest Airlines
From £190
Delta Air Lines
From £197
Jetblue Airways
From £416
ANA airlines
Find more flights and airlines
Alternative Routes from Chicago to Key West
Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Chicago to Key West.
- CheapestORD08:253h 14mDirectEYW12:39O'Hare International Airport - Key West International AirportTue, Apr 16American Airlines£71
- MDW05:4512h 0m2 transferEYW18:45Midway International Airport - Key West International AirportSat, May 4Frontier Airlines£126
- MDW05:4512h 0m2 transferEYW18:45Midway International Airport - Key West International AirportSat, May 4Frontier Airlines£126Find More Flights
How do I find the cheapest flights?
Flight Information from Chicago to Key West
Cheapest direct flight price | £70 |
---|---|
Cheapest return ticket price | £208 |
Cheapest month | April |
Peak season for travel | June |
Plan Your Trip Around Key West
More Travel Options
Top flights to Key West
- Newcastle to Key West Flights
- Newquay to Key West Flights
- Manchester to Key West Flights
- Birmingham to Key West Flights
- Londonderry to Key West Flights
- Aberdeen to Key West Flights
- Shetland Islands to Key West Flights
- Flights from Birmingham to Key West
- Flights from London to Key West
- Flights from Newcastle to Key West
- Edinburgh to Key West Flights
- Glasgow to Key West Flights
- Flights from Edinburgh to Key West
- Flights from Glasgow to Key West
- Bristol to Key West Flights
- Flights from Aberdeen to Key West
- London to Key West Flights
Top flights from Chicago
- Flights from Chicago to Edinburgh
- Chicago to Leeds Flights
- Chicago to Bristol Flights
- Flights from Chicago to London
- Chicago to Edinburgh Flights
- Flights from Chicago to Belfast
- Flights from Chicago to Leeds
- Flights from Chicago to Glasgow
- Chicago to Glasgow Flights
- Chicago to Manchester Flights
- Flights from Chicago to Bristol
- Chicago to Exeter Flights
- Chicago to Birmingham Flights
- Chicago to Doncaster Flights
- Flights from Chicago to Humberside
- Chicago to London Flights
- Chicago to Nottingham Flights
- Chicago to Humberside Flights
- Chicago to Bournemouth Flights
- Chicago to Cardiff Flights
Payment Methods
Our Partners
Copyright © 2024 Trip.com Travel Singapore Pte. Ltd. All rights reserved
Site Operator: Trip.com Travel Singapore Pte. Ltd.
Site Operator: Trip.com Travel Singapore Pte. Ltd.