Good to know - Cheap tickets Key West — Chicago
| Cheapest flight found | $108 |
|---|---|
| Minimal flight time | 3h 10m |
| Flight distance | 2000 km |
| Most popular airline | American Eagle |
Airfare Key West – Chicago by month
Here you can find out in what months how much a ticket Key West – Chicago costs to buy cheap plane tickets.
| Month | One-way | Round-trip |
|---|---|---|
| December 2025 | ||
| August 2025 |
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 Key West — Chicago
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 13:08 | 15:48 | sat | AA3657 | American Eagle | 3h 40m | Key West International Airport — O'Hare International Airport | Select dates |
| 13:17 | 15:57 | mon, thu, sat | AA3657 | American Eagle | 3h 40m | Key West International Airport — O'Hare International Airport | Select dates |
| 13:23 | 16:03 | mon, thu, fri, sun | AA3657 | American Eagle | 3h 40m | Key West International Airport — O'Hare International Airport | Select dates |
| 14:01 | 16:41 | wed | AA3657 | American Eagle | 3h 40m | Key West International Airport — O'Hare International Airport | Select dates |
| 14:11 | 16:51 | tue | AA3657 | American Eagle | 3h 40m | Key West International Airport — O'Hare International Airport | Select dates |
| 16:05 | 18:51 | sat | UA3570 | United Express | 3h 46m | Key West International Airport — O'Hare International Airport | Select dates |
| 17:30 | 19:40 | sun | UA3570 | United Express | 3h 10m | Key West International Airport — O'Hare International Airport | Select dates |
Popular airlines flying Key West — Chicago
Flight Key West – Chicago is served by 9 airlines. 2 airlines operate direct flights.
Airlines with direct flights
Other airlines flying with transfers
Sales of tickets from Key West to Chicago in the last 48 hours
Flights Key West — Chicago
The selection of cheap flights Key West — Chicago
Here you can find and purchase the cheapest flights Key West — Chicago from $108 and Key West — Chicago — Key West from $216.
The price of the flight Key West — Chicago (United States) — Key West from $216 (round-trip).
The average price of the flight Key West — Chicago (United States) — Key West $433 (round-trip).
- Departure city: Key West
- IATA code of the city of origin: EYW
- Departure airports: Key West International Airport, Key West NAS /Boca Chica Field (private U. S. Navy )
- Departure country: United States
- Destination city: Chicago
- IATA code of the destination city: CHI
- Destination 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
- Destination country: United States
Low cost flights Key West — Chicago (EYW — CHI)
The distance between Key West and Chicago 1243 miles (or 2000 kilometres).
The time difference between Key West and Chicago is 1 h.
Minimal flight time from Key West to Chicago 3h 10m.
LowCostClub always do a comparison of airfares Key West — Chicago with several airlines (include American Eagle, United Express). They will always give you all available options so you can find the cheapest flight to Chicago. In addition, you can choose the platform where you want to place your orders. There are also special offers for air tickets Key West — Chicago. Last week, for instance, the cheapest round-trip prices stood at $216 while the cheapest one-way price that was available within the last week cost $108
Routes from nearby cities to Chicago
A flight from a neighbouring city can help you save money on plane tickets.
The most frequent flight to Chicago is from Fort Lauderdale. The cheapest airfare can be purchased with a flight from Miami from $20. The nearest airports from Key West with a flight to Chicago are in Tampa.
Popular International routes from Key West
Popular routes from Chicago
If you are going to fly from Chicago, then study the popular flights. The most popular flights from Chicago:
Popular domestic routes from Key West
FAQ about Key West — Chicago
Are there any direct flights Key West — Chicago?
Yes, they do: AA3657, UA3570
Can we fly from Key West to Chicago?
Yes, you can fly from Key West to Chicago. Key West has 2 airports (Key West International Airport, Key West NAS /Boca Chica Field (private U. S. Navy )) for flights. American Eagle, United Express depart from Key West 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 Key West to Chicago?
A direct flight lasts an average of 3h 10m, during which time the aircraft covers a distance of 2000 km.
How much do flights Key West — Chicago cost?
The price of flights Key West — Chicago starts from $108.
What days does the plane fly Key West — Chicago?
Planes fly Key West — Chicago 7 times a week on the following days: mon, tue, wed, thu, fri, sat, sun
What airports are there in Key West and Chicago?
In Key West — Key West International Airport, Key West NAS /Boca Chica Field (private U. S. Navy ). 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.
What flights are currently flying from Key West to Chicago?
The following flights fly between Key West and Chicago: AA3657, AA3657, AA3657, AA3657, AA3657, UA3570, UA3570
What month is the cheapest to fly from Key West to Chicago?
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 Key West — Chicago flight deals.
Which airlines direct fly from Key West to Chicago?
The following airlines have direct flights Key West — Chicago: American Eagle, United Express.
Which airlines fly from Key West to Chicago?
All the following airlines flights Key West — Chicago: Allegiant Air, American Eagle, Avelo Airlines, Delta Air Lines, FedEx, Jet Linx Aviation, JetBlue, NetJets, Republic Airways, Spirit Airlines, United Express.