Good to know - Cheap tickets Chicago — Key West
| Minimal flight time | 2h 46m |
|---|---|
| Flight distance | 2000 km |
| Most popular airline | United Express |
| Round-trip from | $173 |
Airfare Chicago – Key West by month
Here you can find out in what months how much a ticket Chicago – Key West costs to buy cheap plane tickets.
| Month | One-way | Round-trip |
|---|---|---|
| December 2026 | ||
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Remember that the optimal time for booking air tickets is 59 days before the departure date, this is the average time at which air tickets were sold at the lowest prices.
Schedule of direct flights Chicago — Key West
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 08:20 | 12:54 | mon, tue, fri | AA3596 | American Eagle | 3h 34m | O'Hare International Airport — Key West International Airport | Select dates |
| 08:21 | 12:55 | wed, sun | AA3596 | American Eagle | 3h 34m | O'Hare International Airport — Key West International Airport | Select dates |
| 09:30 | 13:16 | sat | JL936 | Jet Linx Aviation | 2h 46m | Chicago Midway International Airport — Key West International Airport | Select dates |
| 10:35 | 14:51 | sat | UA2070 | United Express | 3h 16m | O'Hare International Airport — Key West International Airport | Select dates |
| 10:39 | 14:55 | daily | UA2070 | United Express | 3h 16m | O'Hare International Airport — Key West International Airport | Select dates |
| 10:44 | 15:00 | mon, tue, wed, thu, fri, sun | UA2070 | United Express | 3h 16m | O'Hare International Airport — Key West International Airport | Select dates |
| 13:53 | 18:19 | mon, tue, wed | AA3829 | American Eagle | 3h 26m | O'Hare International Airport — Key West International Airport | Select dates |
| 17:55 | 22:19 | wed | UA3496 | United Express | 3h 24m | O'Hare International Airport — Key West International Airport | Select dates |
Popular airlines flying Chicago — Key West
Flight Chicago – Key West is served by 10 airlines. 3 airlines operate direct flights.
Airlines with direct flights
Other airlines flying with transfers
Dynamics airfare Chicago — Key West by month for the last year
according to LowCost.Club for the last year
The airfare depends on the departure date. Our chart shows the low season prices on route Chicago — Key West
The graph shows that booking flights Chicago — Key West is best planned for October and flights Chicago — Key West — Chicago in the month of December.
Flights Chicago — Key West
The selection of cheap flights Chicago — Key West
The price of the flight Chicago — Key West (United States) — Chicago from $173 (round-trip).
The average price of the flight Chicago — Key West (United States) — Chicago $402 (round-trip).
- Departure city: Chicago
- IATA code of the city of origin: CHI
- Departure airports: Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport
- Departure country: United States
- Destination city: Key West
- IATA code of the destination city: EYW
- Destination airports: Key West International Airport, Key West NAS /Boca Chica Field (private U. S. Navy )
- Destination country: United States
Low cost flights Chicago — Key West (CHI — EYW)
The distance between Chicago and Key West 1243 miles (or 2000 kilometres).
The time difference between Chicago and Key West is 1 h.
Minimal flight time from Chicago to Key West 2h 46m.
Routes from nearby cities to Key West
A flight from a neighbouring city can help you save money on plane tickets.
The closest airports to Chicago with a flight to Key West are in Grand Rapids.
Popular International routes from Chicago
Popular routes from Key West
If you are going to fly from Key West, then study the popular flights. The most popular flights from Key West:
Popular domestic routes from Chicago
FAQ about Chicago — Key West
Are there any direct flights Chicago — Key West?
Yes, they do: AA3596, JL936, UA2070, AA3829, UA3496
Can we fly from Chicago to Key West?
Yes, you can fly from Chicago to Key West. Chicago has 8 airports (Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport) for flights. American Eagle, Jet Linx Aviation, United Express depart from Chicago on mon, tue, wed, thu, fri, sat, sun. There are non-direct flights through Allegiant Air, Avelo Airlines, Breeze Airways, Contour Aviation, Delta Connection, FedEx, JetBlue, NetJets, Slate Aviation, Spirit Airlines.
How long does it take to fly from Chicago to Key West?
A direct flight lasts an average of 2h 46m, during which time the aircraft covers a distance of 2000 km.
How much do flights Chicago — Key West cost?
The price of flights Chicago — Key West starts from $173.
What days does the plane fly Chicago — Key West?
Planes fly Chicago — Key West 7 times a week on the following days: mon, tue, wed, thu, fri, sat, sun
What airports are there in Chicago and Key West?
In Chicago — Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport. In Key West — Key West International Airport, Key West NAS /Boca Chica Field (private U. S. Navy ).
What flights are currently flying from Chicago to Key West?
The following flights fly between Chicago and Key West: AA3596, AA3596, JL936, UA2070, UA2070, UA2070, AA3829, UA3496
What month is the cheapest to fly from Chicago to Key West?
High season is considered to be January and the cheapest month is October. Enter your preferred airports (or cities) and dates into the search form above to unlock the latest Chicago — Key West flight deals.
Which airlines direct fly from Chicago to Key West?
The following airlines have direct flights Chicago — Key West: American Eagle, Jet Linx Aviation, United Express.
Which airlines fly from Chicago to Key West?
All the following airlines flights Chicago — Key West: Allegiant Air, American Eagle, Avelo Airlines, Breeze Airways, Contour Aviation, Delta Connection, FedEx, Jet Linx Aviation, JetBlue, NetJets, Slate Aviation, Spirit Airlines, United Express.