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Cheap flights from Key West to Chicago Midway (EYW - MDW)

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How to find the cheapest flight from
Key West (EYW) to Chicago Midway (MDW)

How far in advance should I book a flight from Key West to Chicago Midway?

To save up to 10% on this flight, we recommend booking at least 37 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Key West to Chicago Midway from $177 1-2 weeks out and tickets from $177 for flights departing within the next 72 hours.

Cheap flights from Key West to Chicago Midway in September, October 2020

The best prices found for EYW to MDW flights for September, October
30 Oct - 31 Oct
$344pp
EYW
Key West
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
EYW
Key West
28 Oct - 2 Nov
$351pp
EYW
Key West
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
EYW
Key West
27 Oct - 2 Nov
$400pp
EYW
Key West
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
EYW
Key West

Key West to Chicago Midway 2020 flight deals

Cheap flights to Chicago Midway from Key West found for this year
30 Oct - 31 Oct
$344pp
EYW
Key West
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
EYW
Key West
28 Oct - 2 Nov
$351pp
EYW
Key West
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
EYW
Key West
27 Oct - 2 Nov
$400pp
EYW
Key West
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
EYW
Key West

One-way flights to Chicago Midway from Key West

The cheapest one-way flights from Key West to Chicago Midway
8:10 am - 1:42 pm
Delta
1 Stop
6h 32m
EYW - MDW
Delta
$243
Delta
7:40 am - 11:30 am
Delta
1 Stop
4h 50m
EYW - MDW
Delta
$311
Delta
12:10 pm - 4:49 pm
Delta
1 Stop
5h 39m
EYW - MDW
Delta
$379
Delta

Related info for your journey

Useful info, stats and facts about Key West to Chicago Midway flights.

Flight FAQs

From Key West to Chicago Midway

Are flight prices decreasing from Key West to Chicago Midway due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Key West and Chicago Midway for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Can I find flights from Key West to Chicago Midway for under $400 on Cheapflights?

Yes, there are multiple flights from Key West to Chicago Midway for under $400. The cheapest flight booked recently is on Delta for just $344, but on average you can expect to pay $592.

Are there nonstop flights from Key West to Chicago Midway for under $300 on Cheapflights?

There are no nonstop flights from Key West to Chicago Midway, but Cheapflights can provide you with all the information you need to find the fastest route with the fewest stops.

Does it rain more in Key West or Chicago Midway?

The rainfall in Key West is generally less than the rainfall in Chicago Midway. This will continue over the next 22 days.

Is Key West weather warmer or cooler than Chicago Midway?

With an average temperature of 91 °F, peak weather can be found in August. As a traveler, expect to see changes in flight prices during that period. The temperatures in Chicago Midway are colder than in Key West.

How long is the flight from Key West to Chicago Midway?

For as low as $351, Delta can have you in Chicago Midway from Key West in 4h 50m.

What is the cheapest airline to fly from Key West to Chicago Midway round-trip?

According to our current data, Delta ($344), offers the cheapest pricing from Key West to Chicago Midway.

What are the cheapest airlines to fly from Key West to Chicago Midway one-way?

$243 is the cheapest one-way deal found within the past few days, from Delta.

Alternative routes for Key West to Chicago Midway

Destination information for Chicago Midway

Things to know before you go. Useful info for your trip from Key West to Chicago Midway
Average temperature for September in Chicago Midway
77.0 °F
Avg rainfall for September in Chicago Midway
2.4 ″

Airports servicing Key West

Airports servicing Chicago

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