EYW - MDW
$122 Find Cheap Flights from Key West to Chicago Midway Airport - Compare and Save
This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Key West to Midway departing on 11/7. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
Everything you should know
Cheapest round-trip
$346
Typical prices: $236-$616
Delta
Mon 12/10Thu 12/13
EYW - MDW • 1 stop
Cheapest one-way
$122
Typical prices: $136-$263
Multiple Airlines
Wed 11/7
EYW - MDW • 2 stops
Cheap Flights from Key West to Midway (EYW-MDW)
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Key West to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Cheap flights from Key West to Midway with top airlines, updated regularly. Compare round-trip, one-way, direct and last-minute deals.
Thu, Dec 10 - Sun, Dec 13
6:06 pm - 10:54 pmEYW Key West-MDW Chicago Midway
5h 48m1 stop Atlanta Hartsfield-Jackson
6:00 am - 1:11 pmMDW Chicago Midway-EYW Key West
6h 11m1 stop Atlanta Hartsfield-Jackson
$346Delta
Thu, Dec 10 - Sun, Dec 13
10:59 am - 8:42 pmEYW Key West-MDW Chicago Midway
10h 43m1 stop Orlando
3:50 pm - 3:08 pmMDW Chicago Midway-EYW Key West
22h 18m2 stops Atlanta Hartsfield-Jackson Tampa
$431Multiple Airlines
Sat, Oct 24 - Wed, Oct 28
6:11 pm - 10:33 pmEYW Key West-MDW Chicago Midway
5h 22m1 stop Atlanta Hartsfield-Jackson
12:49 pm - 8:01 pmMDW Chicago Midway-EYW Key West
6h 12m1 stop Atlanta Hartsfield-Jackson
$439Delta
Thu, Oct 22 - Mon, Oct 26
6:10 pm - 10:33 pmEYW Key West-MDW Chicago Midway
5h 23m1 stop Atlanta Hartsfield-Jackson
6:04 am - 12:53 pmMDW Chicago Midway-EYW Key West
5h 49m1 stop Atlanta Hartsfield-Jackson
$439Delta
Thu, Nov 5 - Wed, Nov 11
6:11 pm - 10:33 pmEYW Key West-MDW Chicago Midway
5h 22m1 stop Atlanta Hartsfield-Jackson
1:05 pm - 8:00 pmMDW Chicago Midway-EYW Key West
5h 55m1 stop Atlanta Hartsfield-Jackson
$567Delta
Mon, Mar 22 - Thu, Mar 25
6:00 pm - 10:10 pmEYW Key West-MDW Chicago Midway
5h 10m1 stop Atlanta Hartsfield-Jackson
6:00 am - 1:08 pmMDW Chicago Midway-EYW Key West
6h 08m1 stop Atlanta Hartsfield-Jackson
$697Delta
Mon, Mar 22 - Thu, Mar 25
6:00 pm - 10:10 pmEYW Key West-MDW Chicago Midway
5h 10m1 stop Atlanta Hartsfield-Jackson
10:35 am - 5:11 pmMDW Chicago Midway-EYW Key West
5h 36m1 stop Atlanta Hartsfield-Jackson
$728Delta
Thu, Oct 22 - Mon, Oct 26
6:10 pm - 10:33 pmEYW Key West-MDW Chicago Midway
5h 23m1 stop Atlanta Hartsfield-Jackson
9:29 am - 8:01 pmMDW Chicago Midway-EYW Key West
9h 32m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson
$759Delta
Sat, Oct 24 - Wed, Oct 28
11:42 am - 3:17 pmEYW Key West-MDW Chicago Midway
4h 35m1 stop Atlanta Hartsfield-Jackson
9:29 am - 8:01 pmMDW Chicago Midway-EYW Key West
9h 32m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson
$759Delta
Mon, Mar 22 - Thu, Mar 25
6:00 pm - 10:10 pmEYW Key West-MDW Chicago Midway
5h 10m1 stop Atlanta Hartsfield-Jackson
10:35 am - 5:11 pmMDW Chicago Midway-EYW Key West
5h 36m1 stop Atlanta Hartsfield-Jackson
$759Delta
Sat, Nov 7
10:04 am - 5:47 pmEYW Key West-MDW Chicago Midway
8h 43m2 stops Tampa Atlanta Hartsfield-Jackson
$122Multiple Airlines
Mon, Nov 2
10:59 am - 5:47 pmEYW Key West-MDW Chicago Midway
31h 48m2 stops Orlando Atlanta Hartsfield-Jackson
$122Multiple Airlines
Tue, Oct 27
1:16 pm - 11:47 pmEYW Key West-MDW Chicago Midway
35h 31m2 stops Tampa Atlanta Hartsfield-Jackson
$123Multiple Airlines
Tue, Oct 27
1:16 pm - 11:47 pmEYW Key West-MDW Chicago Midway
35h 31m2 stops Tampa Atlanta Hartsfield-Jackson
$134Multiple Airlines
Fri, Oct 30
10:59 am - 5:47 pmEYW Key West-MDW Chicago Midway
31h 48m2 stops Orlando Atlanta Hartsfield-Jackson
$137Multiple Airlines
Tue, Jan 26
10:59 am - 11:46 pmEYW Key West-MDW Chicago Midway
13h 47m2 stops Orlando Atlanta Hartsfield-Jackson
$140Multiple Airlines
Wed, Jan 27
11:19 am - 11:46 pmEYW Key West-MDW Chicago Midway
13h 27m2 stops Orlando Atlanta Hartsfield-Jackson
$140Multiple Airlines
Fri, Oct 30
10:59 am - 5:47 pmEYW Key West-MDW Chicago Midway
31h 48m3 stops Orlando Cleveland Hopkins Intl Atlanta Hartsfield-Jackson
$155Multiple Airlines
Wed, Jan 20
11:19 am - 11:46 pmEYW Key West-MDW Chicago Midway
13h 27m2 stops Orlando Atlanta Hartsfield-Jackson
$155Multiple Airlines
Wed, Jan 13
11:19 am - 11:46 pmEYW Key West-MDW Chicago Midway
13h 27m2 stops Orlando Atlanta Hartsfield-Jackson
$158Multiple Airlines
Price, demand and travel trends for Key West to Chicago Midway Airport flights
Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.
Prices
Airlines
Layovers
How much is a round-trip flight from Key West to Chicago Midway Airport?
This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Key West to Chicago Midway Airport departing in december.
Round-trip flights from Key West to Chicago Midway Airport typically range from $236 to $616. The lowest price found in the past 5 days was $346, on Delta.
What is the cheapest layover airport when flying from Key West to Chicago Midway Airport?
Flights via Atlanta Hartsfield-Jackson (ATL) offer the most affordable fares, with an average round-trip price of $616. Based on KAYAK data over the past 3 months.
When flying from Key West to Chicago Midway Airport which airport offers the shortest layover?
Atlanta Hartsfield-Jackson (ATL) had the shortest average connection time for Key West to Chicago Midway Airport layovers at 3h 22m over the past 3 months.
Key details for Key West to Chicago Midway Airport flights
Cheapest flight | $122 |
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When to book flights from Key West to Midway
Are your dates flexible? Find out the best times to travel from Key West to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.
Your Key West to Chicago Midway Airport flight questions, answered
Find helpful answers about this route, including flight times, airports, airlines and booking tips.
Your guide to booking Key West to Chicago Midway Airport flights
Get tips on when to book, when to fly and what to know before your trip.More options for your flight from Key West to Midway
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Cabin class types available on flights to Midway
Cabin classes available on flights from Key West to Midway. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
Find direct flights to and from Key West and Midway
Flights from domestic origins to Midway
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Flights to other popular destinations
The most popular flights on KAYAK according to clicks in the last 2 weeks. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.