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

Return flight: Chicago – Key West
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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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Best Flights from Key West to Chicago Today

Take a look at the list of non stop flights and flights with layovers from Key West to Chicago with the lowest price of $160. Take a look at the list of flights with layovers from Key West to Chicago from $160. There’re no direct flights. The fastest connecting flight – 6h 11m.
Price Departure Arrival Flight Duration Airline Flight
from $160
Find flight
09:10
Key West
Key West Int.
 14:21
Chicago
O'Hare International
 6h 11m
layover
1h 57m - Miami
 Gulfstream International Airlines
3M112
UA1290
from $176
Find flight
09:10
Key West
Key West Int.
 14:21
Chicago
O'Hare International
 6h 11m
layover
1h 57m - Miami
 United Airlines
UA3112
UA1290
Show all tickets
*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on April 26, 2024
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 April 26, 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 april (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 April 30, 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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Airplanes

There are flights to Chicago from Key West by 2 airlines that use 1 aircraft brands. They range from huge modern airplanes to small-sized.

  • Saab SF340A/340B
    from $160
    Find

Top Domestic Destinations from Key West

You may also consider searching for discounted plane tickets to some other popular places from Key West within United States.

Top International Destinations from Key West

Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.

All flights from Key West | All flights to Chicago

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»
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  • 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.

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