$147+ Cheap flights from Midway (MDW) to Key West (EYW)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/2. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — EYW
Aug 5 — Aug 121
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Key West with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Midway to Key West
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Best
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Cheapest flights from Midway to Key WestExplore the most affordable flight options available from Midway to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 6, 2026.
Explore the most affordable flight options available from Midway to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 6, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/162:49 pm
MDW
- EYW
1 stop17h 52m
Multiple Airlines
Sun 8/2312:05 pm
EYW
- MDW
2 stops11h 42m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$306
This Delta deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2712:46 pm
MDW
- EYW
1 stop6h 11m
Delta
Mon 8/316:15 pm
EYW
- MDW
1 stop5h 21m
Delta
Deal found 7/3![Delta logo]()
$329
This Delta deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/510:35 am
MDW
- EYW
1 stop5h 36m
Delta
Thu 12/106:00 pm
EYW
- MDW
1 stop5h 10m
Delta
Deal found 7/3![Delta logo]()
$354
This Kiwi.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/302:48 pm
MDW
- EYW
1 stop17h 53m
Multiple Airlines
Mon 8/34:41 pm
EYW
- MDW
2 stops19h 26m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$356
This Kiwi.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/302:48 pm
MDW
- EYW
1 stop17h 53m
Multiple Airlines
Thu 8/611:04 am
EYW
- MDW
2 stops11h 59m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$357
This Kiwi.com deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/122:48 pm
MDW
- EYW
1 stop17h 53m
Allegiant Air
Thu 7/1610:55 am
EYW
- MDW
1 stop28h 43m
Allegiant Air
Deal found 7/4![Allegiant Air logo]()
$364
This Kiwi.com deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/122:48 pm
MDW
- EYW
1 stop17h 53m
Allegiant Air
Sat 7/182:44 pm
EYW
- MDW
2 stops24h 14m
Allegiant Air
Deal found 7/4![Allegiant Air logo]()
$372
This Kiwi.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/262:48 pm
MDW
- EYW
1 stop17h 53m
Multiple Airlines
Wed 7/2911:46 am
EYW
- MDW
2 stops11h 17m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$379
Best flights from Midway to Key WestDiscover carefully curated flight deals from Midway to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 6, 2026.
Discover carefully curated flight deals from Midway to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 6, 2026.
This Delta deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2911:05 am
MDW
- EYW
1 stop7h 46m
Delta
Wed 8/57:40 am
EYW
- MDW
1 stop5h 11m
Delta
Deal found 7/6![Delta logo]()
$329
This Delta deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/210:48 am
MDW
- EYW
1 stop5h 36m
Delta
Sat 10/106:11 pm
EYW
- MDW
1 stop5h 14m
Delta
Deal found 7/2![Delta logo]()
$329
This Delta deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2812:41 pm
MDW
- EYW
1 stop6h 10m
Delta
Tue 8/46:15 pm
EYW
- MDW
1 stop5h 21m
Delta
Deal found 7/5![Delta logo]()
$329
This Delta deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/316:00 am
MDW
- EYW
1 stop6h 23m
Delta
Tue 8/47:40 am
EYW
- MDW
1 stop5h 11m
Delta
Deal found 7/2![Delta logo]()
$329
This Delta deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1911:35 am
MDW
- EYW
1 stop7h 26m
Delta
Sat 9/266:19 pm
EYW
- MDW
1 stop5h 26m
Delta
Deal found 7/5![Delta logo]()
$384
This Delta deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/296:00 am
MDW
- EYW
1 stop6h 28m
Delta
Mon 8/36:15 pm
EYW
- MDW
1 stop5h 21m
Delta
Deal found 7/6![Delta logo]()
$394
This Delta deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/3011:05 am
MDW
- EYW
1 stop7h 51m
Delta
Mon 8/36:15 pm
EYW
- MDW
1 stop5h 21m
Delta
Deal found 7/6![Delta logo]()
$459
This Delta deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/1411:05 am
MDW
- EYW
1 stop5h 18m
Delta
Sat 7/184:00 pm
EYW
- MDW
1 stop7h 15m
Delta
Deal found 7/1![Delta logo]()
$465
This Delta deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/221:00 pm
MDW
- EYW
1 stop6h 01m
Delta
Mon 9/286:19 pm
EYW
- MDW
1 stop5h 26m
Delta
Deal found 7/4![Delta logo]()
$484
This Delta deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/912:41 pm
MDW
- EYW
1 stop6h 10m
Delta
Sat 7/114:00 pm
EYW
- MDW
1 stop7h 15m
Delta
Deal found 7/4![Delta logo]()
$567
This Delta deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/161:00 pm
MDW
- EYW
1 stop6h 01m
Delta
Fri 9/1811:42 am
EYW
- MDW
1 stop5h 34m
Delta
Deal found 7/6![Delta logo]()
$587
Last-minute flights from Midway to Key WestDiscover last-minute flight deals from Midway to Key West. Data last updated July 6, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Key West. Data last updated July 6, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/122:48 pm
MDW
- EYW
1 stop17h 53m
Allegiant Air
Thu 7/1610:55 am
EYW
- MDW
1 stop28h 43m
Allegiant Air
Deal found 7/4![Allegiant Air logo]()
$364
This Kiwi.com deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/122:48 pm
MDW
- EYW
1 stop17h 53m
Allegiant Air
Sat 7/182:44 pm
EYW
- MDW
2 stops24h 14m
Allegiant Air
Deal found 7/4![Allegiant Air logo]()
$372
This Kiwi.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/262:48 pm
MDW
- EYW
1 stop17h 53m
Multiple Airlines
Wed 7/2911:46 am
EYW
- MDW
2 stops11h 17m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$379
This Kiwi.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/302:48 pm
MDW
- EYW
1 stop17h 53m
Multiple Airlines
Mon 8/34:41 pm
EYW
- MDW
2 stops19h 26m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$356
This Kiwi.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/302:48 pm
MDW
- EYW
1 stop17h 53m
Multiple Airlines
Thu 8/611:04 am
EYW
- MDW
2 stops11h 59m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$357
This Delta deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1312:46 pm
MDW
- EYW
1 stop6h 11m
Delta
Thu 8/206:15 pm
EYW
- MDW
1 stop5h 21m
Delta
Deal found 7/1![Delta logo]()
$354
This Kiwi.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/162:49 pm
MDW
- EYW
1 stop17h 52m
Multiple Airlines
Sun 8/2312:05 pm
EYW
- MDW
2 stops11h 42m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$306
This Delta deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2712:46 pm
MDW
- EYW
1 stop6h 11m
Delta
Tue 9/16:15 pm
EYW
- MDW
1 stop5h 21m
Delta
Deal found 7/3![Delta logo]()
$329
One-way flights from Midway to Key WestSearch for one-way flight options from Midway to Key West. Find affordable one-way fares based on user searches. Data last updated July 6, 2026.
Search for one-way flight options from Midway to Key West. Find affordable one-way fares based on user searches. Data last updated July 6, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/22:48 pm
MDW
- EYW
1 stop17h 53m
Allegiant Air
Deal found 7/3![Allegiant Air logo]()
$147
This Trip.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/122:48 pm
MDW
- EYW
1 stop17h 53m
Allegiant Air
Deal found 7/2![Allegiant Air logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1512:03 pm
MDW
- EYW
2 stops20h 21m
Multiple Airlines
Deal found 7/3![Multiple Airlines logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3111:50 am
MDW
- EYW
2 stops46h 16m
Multiple Airlines
Deal found 7/3![Multiple Airlines logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1112:03 pm
MDW
- EYW
2 stops46h 18m
Multiple Airlines
Deal found 7/3![Multiple Airlines logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2411:50 am
MDW
- EYW
2 stops23h 44m
Multiple Airlines
Deal found 7/4![Multiple Airlines logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/307:25 am
MDW
- EYW
2 stops26h 56m
Multiple Airlines
Deal found 7/3![Multiple Airlines logo]()
$250
Find flight deals from Midway to Key West
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Key West (EYW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 6, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $306 (Kiwi.com) |
One-way from | $147 (Kiwi.com) |
Popular in | November |
Cheapest in | July |
Average price | $370 |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Key West that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 6, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Key West that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoKey West
MDW - EYW
MDWEYW
Chicago Midway
Wed 7/29
11:05 am-7:51 pm
1 stop7h 46m
Key West
Wed 8/5
7:40 am-11:51 am
1 stop5h 11m
$329
Quickest round-trip
ChicagoKey West
MDW - EYW
MDWEYW
Chicago Midway
Fri 10/2
10:48 am-5:24 pm
1 stop5h 36m
Key West
Sat 10/10
6:11 pm-10:25 pm
1 stop5h 14m
$329
ChicagoKey West
MDW - EYW
MDWEYW
Chicago Midway
Tue 7/28
12:41 pm-7:51 pm
1 stop6h 10m
Key West
Tue 8/4
6:15 pm-10:36 pm
1 stop5h 21m
$329
ChicagoKey West
MDW - EYW
MDWEYW
Chicago Midway
Fri 7/31
6:00 am-1:23 pm
1 stop6h 23m
Key West
Tue 8/4
7:40 am-11:51 am
1 stop5h 11m
$329
ChicagoKey West
MDW - EYW
MDWEYW
Chicago Midway
Sat 9/19
11:35 am-8:01 pm
1 stop7h 26m
Key West
Sat 9/26
6:19 pm-10:45 pm
1 stop5h 26m
$384
ChicagoKey West
MDW - EYW
MDWEYW
Chicago Midway
Wed 7/29
6:00 am-1:28 pm
1 stop6h 28m
Key West
Mon 8/3
6:15 pm-10:36 pm
1 stop5h 21m
$394
ChicagoKey West
MDW - EYW
MDWEYW
Chicago Midway
Thu 7/30
11:05 am-7:56 pm
1 stop7h 51m
Key West
Mon 8/3
6:15 pm-10:36 pm
1 stop5h 21m
$459
ChicagoKey West
MDW - EYW
MDWEYW
Chicago Midway
Tue 7/14
11:05 am-5:23 pm
1 stop5h 18m
Key West
Sat 7/18
4:00 pm-10:15 pm
1 stop7h 15m
$465
ChicagoKey West
MDW - EYW
MDWEYW
Chicago Midway
Tue 9/22
1:00 pm-8:01 pm
1 stop6h 01m
Key West
Mon 9/28
6:19 pm-10:45 pm
1 stop5h 26m
$484
ChicagoKey West
MDW - EYW
MDWEYW
Chicago Midway
Thu 7/9
12:41 pm-7:51 pm
1 stop6h 10m
Key West
Sat 7/11
4:00 pm-10:15 pm
1 stop7h 15m
$567
Showing 1-10 of 22 resultsSorted by cheapest first
Compare providers for flights from Midway to Key West
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Key West in July.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-Key West flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Key West flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Key West flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-Key West flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Key West flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Midway to Key West
Have a flexible travel schedule? Discover the best time to fly to Key West from Midway with our price prediction graph.
MDW-EYW
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Reviews of airlines servicing Key West
Get insights into the airlines that provide service to Key West. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Key West. Reviews last updated July 6, 2026.
Read through reviews of airlines operating flights from Chicago Midway Airport to Key West, such as Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.8
Boarding
8.1
Crew
8.5
Overall
7.8
Food
7.2
Entertainment
7.8
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Comfort
7.8
Boarding
8.1
Crew
8.5
Overall
7.8
Food
7.2
Entertainment
7.8
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Related info for your journey
Find useful and relevant information for your journey from Midway to Key West. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Midway to Key West
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Complete your trip
Complete your trip to Key West by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Midway to Key West, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Key West
Explore flights to Key West departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on July 6, 2026.
Midway and Key West flights
Browse other Midway and Key West flight options. Last updated on July 6, 2026.
Other flights from Midway
Browse through other flights departing from Midway. Flights are based on user searches made on Cheapflights and were last updated on July 6, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Midway to Key West
Discover the top airline that operate flights from Midway to Key West. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$294 | Average$499 | FlexibilityNo cancel fee | On-timeN/A |