Cheap Flights from Key West, FL to Chicago, IL from $160

Return flight: Chicago – Key West

On Cheapflightsplus.com you will find 2 connecting flights from Key West to Chicago. You can compare airfare deals from 2 airlines and multiple travel sites from $160, book and save on cheap plane tickets and last minute offers. Also check out EYW-CHI flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Key West to Chicago Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $160 (one-way), $274 (round-trip).
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Full flight schedule will help you in detecting at what time planes fly from Key West to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
Departure Arrival Flight Details Flight Duration Price
09:10 — 14:21
09:10 — 10:15 3M112 Gulfstream International Airlines
Key West — Miami
1h 57m stop
12:12 — 14:21 UA1290 United Airlines
Miami — Chicago
6h 11m
including layover
Find flight
from$160
09:10 — 14:21
09:10 — 10:15 UA3112 United Airlines
Key West — Miami
1h 57m stop
12:12 — 14:21 UA1290 United Airlines
Miami — Chicago
6h 11m
including layover
Find flight
from$176
*Departure and arrival times - local. Updated on May 28, 2024

Flight Information

Below we will explain in detail what the flights cost on the destination from Key West to Chicago depends on and how to choose the most interesting flight option for you.

Distance between Key West and Chicago is 2001 miles. Time difference between the cities is 1h. Airplanes depart 09:10 to 09:10 from 2 Key West airports and arrive 09:10 to 09:10 to 7 Chicago airports. Average flight time is 6h 11m.

  • The fastest flight 6h 11m
  • Average flight time 6h 11m
  • The earliest flight 09:10
  • The latest flight 09:10
  • Distance 1244 ml

The cheapest months to travel to Chicago are june (from 160 $), may (from 176 $).

What is the lowest airfare Key West to Chicago?

The cheapest plane ticket found by our users is $160. This airfare is for economy class on one-way 3M112 flight by Gulfstream International Airlines for June 4, 2024 which leaves Key West Int. in Key West at 09:10 am and arrives at Chicago O'Hare International at 14:21.

Economy class
$160
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Business class
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First class
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Popular Airlines on the Route

The flight Key West — Chicago is served by 2 regular airlines . Most of the flights on this route are operated by Gulfstream International Airlines - 1 departures per week at the price of from $ 160 . And the most expensive tickets are offered by United Airlines airline - from $ 176.

Direct flights

There’re no direct flights on this route. Try flights with stops.

Connecting Flights

There are 2 flights with layovers on the route. The fastest connecting flight is 3M112 by Gulfstream International Airlines takes 6h 11m and the cheapest is 3M112 by Gulfstream International Airlines for $160.

  • 3M - Gulfstream International Airlines
    from $160
    Find
  • UA - United Airlines
    from $176
    Find
See more connecting flights

Airports

You can fly from Key West to Chicago from 2 airports (NAS, Key West Int.).

Key West airports

  • NAS-NQX
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  • Key West Int.-EYW
    from $160
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Chicago airports

  • O'Hare International-ORD
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  • Midway-MDW
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  • Dupage County-DPA
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  • Chicago FSS-CHI
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  • Merrill C Meigs (closed)-CGX
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  • Pal-Waukee-PWK
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  • Chicago NAS-NOH
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How to book a plane ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

    To find a plane ticket, please select dates.

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