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Cheap flights from Key West (EYW) to Midway (MDW) from $198

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 6/28. 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.
EYW — MDW
May 4 — May 111
From?
To?
Sat 5/4
Sat 5/11
1 adult, Economy
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What is the cheapest month to fly from Key West to Chicago Midway Airport?

October is one of the best times of the year to fly to Chicago Midway Airport from Key West. Prices for October average $376 per person but you can even find prices for as low as $227. The most expensive prices can be found in the month of March. Opting for a October flight can save you 55% on your journey compared to booking in March

When is the cheapest time to fly from Key West to Chicago Midway Airport (EYW - MDW)?

When flying from Key West to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap Delta flights from Key West to Midway

Explore cheap flight options specifically provided by Delta for the route between Key West and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,948,547 searches. Data last updated April 29, 2024.
Sat 5/116:10 pmEYW - MDW
1 stop4h 51mDelta
Tue 5/146:00 amMDW - EYW
1 stop6h 00mDelta
Deal found 4/28$383
Sat 5/116:10 pmEYW - MDW
1 stop4h 51mDelta
Tue 5/148:45 amMDW - EYW
1 stop7h 27mDelta
Deal found 4/27$483
Sat 5/117:05 amEYW - MDW
2 stops30h 35mDelta
Tue 5/148:45 amMDW - EYW
1 stop7h 27mDelta
Deal found 4/27$556
Sat 5/116:10 pmEYW - MDW
1 stop4h 51mDelta
Tue 5/145:47 pmMDW - EYW
2 stops24h 53mDelta
Deal found 4/28$615

Cheap Key West to Midway flights in April & May 2024

Find cheap flight options from Key West to Midway specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,948,547 searches. Prices were last updated on April 29, 2024.
Sat 5/116:10 pmEYW - MDW
1 stop4h 51mDelta
Tue 5/146:00 amMDW - EYW
1 stop6h 00mDelta
Deal found 4/28$383
Sat 5/116:10 pmEYW - MDW
1 stop4h 51mDelta
Tue 5/148:45 amMDW - EYW
1 stop7h 27mDelta
Deal found 4/27$483
Sat 5/117:05 amEYW - MDW
2 stops30h 35mDelta
Tue 5/148:45 amMDW - EYW
1 stop7h 27mDelta
Deal found 4/27$556
Sat 5/116:10 pmEYW - MDW
1 stop4h 51mDelta
Tue 5/145:47 pmMDW - EYW
2 stops24h 53mDelta
Deal found 4/28$615

Key West to Midway 2024 flight deals

Discover exclusive flight deals for travel between Key West and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,948,547 searches. Data last updated April 29, 2024.
Sat 5/116:10 pmEYW - MDW
1 stop4h 51mDelta
Tue 5/146:00 amMDW - EYW
1 stop6h 00mDelta
Deal found 4/28$383
Sat 5/116:10 pmEYW - MDW
1 stop4h 51mDelta
Tue 5/148:45 amMDW - EYW
1 stop7h 27mDelta
Deal found 4/27$483
Sat 5/117:05 amEYW - MDW
2 stops30h 35mDelta
Tue 5/148:45 amMDW - EYW
1 stop7h 27mDelta
Deal found 4/27$556
Sat 5/116:10 pmEYW - MDW
1 stop4h 51mDelta
Tue 5/145:47 pmMDW - EYW
2 stops24h 53mDelta
Deal found 4/28$615

One-way flights to Midway from Key West

Search for one-way flight options from Key West to Midway. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,948,547 searches. Data last updated April 29, 2024.
Fri 6/281:05 pmEYW - MDW
1 stop11h 32mMultiple Airlines
Deal found 4/28$198
Mon 7/17:25 amEYW - MDW
2 stops12h 06mDelta
Deal found 4/28$745
Fri 6/287:25 amEYW - MDW
2 stops12h 11mDelta
Deal found 4/28$865

Find flights from Key West to Midway within your budget

Customize your flight search to find flights from Key West to Midway 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 2,948,547 searches. Data last updated April 29, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$383 - $615

Route

Depart

Return

Price

Key WestChicago Midway

EYW - MDW

EYWMDW

Key West

Sat 5/11

1 stop4h 51m

Chicago Midway

Tue 5/14

1 stop6h 00m

$383

Key WestChicago Midway

EYW - MDW

EYWMDW

Key West

Sat 5/11

1 stop4h 51m

Chicago Midway

Tue 5/14

1 stop7h 27m

$483

Key WestChicago Midway

EYW - MDW

EYWMDW

Key West

Sat 5/11

2 stops30h 35m

Chicago Midway

Tue 5/14

1 stop7h 27m

$556

Key WestChicago Midway

EYW - MDW

EYWMDW

Key West

Sat 5/11

1 stop4h 51m

Chicago Midway

Tue 5/14

2 stops24h 53m

$615

Flights are sorted by cheapest first

Deals found on 4/28

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated April 29, 2024.
Delta
8.1
Very good
10,913 reviews
Check prices

Comfort

7.9

Overall

8.1

Crew

8.6

Food

7.4

Boarding

8.2

Entertainment

8.0

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

Delta
8.1
Very good
10,913 reviews
Delta
8.1
Very good
10,913 reviews
Check prices

Comfort

7.9

Overall

8.1

Crew

8.6

Food

7.4

Boarding

8.2

Entertainment

8.0

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

Related info for your journey

Find useful and relevant information for your journey from Key West to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Key West to Chicago Midway?

    If you book a flight to Chicago Midway from Key West, you will be flying from Key West, which is the city’s only airport. Key West (EYW) is located 2.6 mi from the center of Key West. There are 0 flights from Key West to Chicago Midway per day from 0 different airlines.

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

    Yes, there are multiple flights from Key West to Chicago Midway Airport for under $400. The cheapest flight booked recently is on Delta for just $383, but on average you can expect to pay $509.

  • What does EYW to MDW mean?

    These are just IATA (International Air Transport Association) codes. They are used in aviation to identify and differentiate airports. That’s why a Key West Airport to Chicago Midway Airport flight would often be abbreviated as a EYW to MDW flight.

  • Can I find deals for flights from Key West to Midway that include extra baggage allowance?

    The amount of baggage you can bring on your Key West to Midway flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Key West to Midway with specific airlines?

    Yes, Cheapflights allows you to browse and filter Key West to Midway flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Key West to Midway that include hotel bookings?

    Yes. In addition to deals on Key West to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Key West to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Key West to Midway.

  • Can I find deals for business class flights from Key West to Midway?

    Yes. Cheapflights offers flight deals from Key West to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Key West to Midway that allow pets onboard?

    Many airlines flying from Key West to Midway offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Key West to Midway?

    Yes, you can often find last-minute deals on Key West to Midway flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Key West to Chicago Midway Airport flight deals updated?

    The Key West to Chicago Midway Airport flight deals you see on this page were last updated on 4/28.

See more FAQs

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Search flights from Key West to Midway by cabin class

Find flights from Key West to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Key West to Midway?

Cheapflights makes it easy to find Key West to Midway flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from Key West to Midway?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Midway from Key West.

Can Cheapflights find flights from Key West to Midway with no change fees?

Yes! Cheapflights helps users easily find flights from Key West to Midway with no change fees.

Can Cheapflights notify me if prices for flights from Key West to Midway become cheaper?

Yes! Start tracking prices for Key West to Midway flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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