Good to know - Cheap tickets Chicago — Key West
| Cheapest flight found | $200 |
|---|---|
| Minimal flight time | 3h 19m |
| Flight distance | 2000 km |
| Most popular airline | American Airlines |
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 2025 | ||
| November 2025 | ||
| October 2025 | ||
| February 2025 | ||
| December 2024 |
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 | |
|---|---|---|---|---|---|---|---|
| 08:15 | 12:38 | wed, sat | AA3657 | American Airlines | 3h 23m | O'Hare International Airport — Key West International Airport | Select dates |
| 08:15 | 12:42 | sun | AA3657 | American Airlines | 3h 27m | O'Hare International Airport — Key West International Airport | Select dates |
| 08:16 | 12:43 | sat | AA3657 | American Airlines | 3h 27m | O'Hare International Airport — Key West International Airport | Select dates |
| 08:20 | 12:47 | mon, thu, fri | AA3657 | American Airlines | 3h 27m | O'Hare International Airport — Key West International Airport | Select dates |
| 08:25 | 12:47 | mon, fri, sat, sun | AA3657 | American Airlines | 3h 22m | O'Hare International Airport — Key West International Airport | Select dates |
| 08:30 | 12:51 | mon, thu, fri, sun | AA3657 | American Airlines | 3h 21m | O'Hare International Airport — Key West International Airport | Select dates |
| 08:50 | 13:20 | tue, wed | AA3657 | American Airlines | 3h 30m | O'Hare International Airport — Key West International Airport | Select dates |
| 09:03 | 13:36 | tue | AA3657 | American Airlines | 3h 33m | O'Hare International Airport — Key West International Airport | Select dates |
| 11:05 | 15:24 | tue, wed, thu, fri, sat | UA3685 | United Airlines | 3h 19m | O'Hare International Airport — Key West International Airport | Select dates |
| 12:02 | 16:25 | mon, fri, sat, sun | AA4168 | American Airlines | 3h 23m | O'Hare International Airport — Key West International Airport | Select dates |
Popular airlines flying Chicago — Key West
Flight Chicago – Key West is served by 9 airlines. 2 airlines operate direct flights.
Airlines with direct flights
Other airlines flying with transfers
Flights Chicago — Key West
The selection of cheap flights Chicago — Key West
Here you can find and purchase the cheapest flights Chicago — Key West from $200 and Chicago — Key West — Chicago from $226.
The price of the flight Chicago — Key West (United States) — Chicago from $226 (round-trip).
The average price of the flight Chicago — Key West (United States) — Chicago $406 (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 3h 19m.
LowCostClub always do a comparison of airfares Chicago — Key West with several airlines (include American Airlines, United Airlines). They will always give you all available options so you can find the cheapest flight to Key West. In addition, you can choose the platform where you want to place your orders. There are also special offers for air tickets Chicago — Key West. Last week, for instance, the cheapest round-trip prices stood at $226 while the cheapest one-way price that was available within the last week cost $200
Routes from nearby cities to Key West
A flight from a neighbouring city can help you save money on plane tickets.
The most frequent flight to Key West is from South Bend. The cheapest airfare can be purchased with a flight from Kalamazoo from $123. The nearest airports from Chicago with a flight to Key West are in Fort Wayne.
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: AA3657, UA3685, AA4168
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 Airlines, United Airlines depart from Chicago on mon, tue, wed, thu, fri, sat, sun. There are non-direct flights through Allegiant Air, Avelo Airlines, Delta Air Lines, FedEx, Jet Linx Aviation, JetBlue, NetJets, Republic Airways, Spirit Airlines.
How long does it take to fly from Chicago to Key West?
A direct flight lasts an average of 3h 19m, 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 $200.
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: AA3657, AA3657, AA3657, AA3657, AA3657, AA3657, AA3657, AA3657, UA3685, AA4168
What month is the cheapest to fly from Chicago to Key West?
High season is considered to be and the cheapest month is . 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 Airlines, United Airlines.
Which airlines fly from Chicago to Key West?
All the following airlines flights Chicago — Key West: Allegiant Air, American Airlines, Avelo Airlines, Delta Air Lines, FedEx, Jet Linx Aviation, JetBlue, NetJets, Republic Airways, Spirit Airlines, United Airlines.