Cheap flights from Key West (EYW) to Midway (MDW) from $155

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 4/29. 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
Feb 27 — Mar 51

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 3,442,422 searches. Data last updated February 22, 2024.
Thu 2/297:40 amEYW - MDW
1 stop5h 17mDelta
Mon 3/49:58 amMDW - EYW
1 stop6h 11mDelta
Deal found 2/21$428
Thu 2/297:40 amEYW - MDW
1 stop5h 17mDelta
Mon 3/412:47 pmMDW - EYW
1 stop5h 53mDelta
Deal found 2/20$528
Thu 2/291:10 pmEYW - MDW
2 stops24h 19mDelta
Mon 3/49:58 amMDW - EYW
1 stop6h 11mDelta
Deal found 2/21$766

Cheap Key West to Midway flights in February & March 2024

Find cheap flight options from Key West to Midway specifically for the months of February and March 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,442,422 searches. Prices were last updated on February 22, 2024.
Thu 2/297:40 amEYW - MDW
1 stop5h 17mDelta
Mon 3/49:58 amMDW - EYW
1 stop6h 11mDelta
Deal found 2/21$428
Thu 2/297:40 amEYW - MDW
1 stop5h 17mDelta
Mon 3/412:47 pmMDW - EYW
1 stop5h 53mDelta
Deal found 2/20$528
Thu 2/291:10 pmEYW - MDW
2 stops24h 19mDelta
Mon 3/49:58 amMDW - EYW
1 stop6h 11mDelta
Deal found 2/21$766

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 3,442,422 searches. Data last updated February 22, 2024.
Thu 2/297:40 amEYW - MDW
1 stop5h 17mDelta
Mon 3/49:58 amMDW - EYW
1 stop6h 11mDelta
Deal found 2/21$428
Thu 2/297:40 amEYW - MDW
1 stop5h 17mDelta
Mon 3/412:47 pmMDW - EYW
1 stop5h 53mDelta
Deal found 2/20$528
Thu 2/291:10 pmEYW - MDW
2 stops24h 19mDelta
Mon 3/49:58 amMDW - EYW
1 stop6h 11mDelta
Deal found 2/21$766

Key West to Midway flights leaving soon

Find last-minute flight options from Key West to Midway for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,442,422 searches. Data last updated February 22, 2024.
Thu 2/297:40 amEYW - MDW
1 stop5h 17mDelta
Mon 3/49:58 amMDW - EYW
1 stop6h 11mDelta
Deal found 2/21$428
Thu 2/297:40 amEYW - MDW
1 stop5h 17mDelta
Mon 3/412:47 pmMDW - EYW
1 stop5h 53mDelta
Deal found 2/20$528
Thu 2/291:10 pmEYW - MDW
2 stops24h 19mDelta
Mon 3/49:58 amMDW - EYW
1 stop6h 11mDelta
Deal found 2/21$766

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 3,442,422 searches. Data last updated February 22, 2024.
Mon 4/295:28 pmEYW - MDW
2 stops21h 25mMultiple Airlines
Deal found 2/21$155
Sun 3/39:19 amEYW - MDW
2 stops35h 39mMultiple Airlines
Deal found 2/21$158
Mon 4/15:36 pmEYW - MDW
2 stops28h 55mMultiple Airlines
Deal found 2/22$164
Mon 4/298:10 pmEYW - MDW
1 stop27h 54mMultiple Airlines
Deal found 2/21$166
Mon 4/15:36 pmEYW - MDW
3 stops28h 55mMultiple Airlines
Deal found 2/22$173
Mon 4/810:35 amEYW - MDW
1 stop28h 46mMultiple Airlines
Deal found 2/21$188
Sun 4/283:29 pmEYW - MDW
1 stop19h 18mMultiple Airlines
Deal found 2/21$212
Mon 4/810:35 amEYW - MDW
3 stops28h 40mMultiple Airlines
Deal found 2/21$214
Mon 4/810:35 amEYW - MDW
2 stops28h 40mMultiple Airlines
Deal found 2/21$220

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 February 22, 2024.
7.5
Good
1,101 reviews

Entertainment

6.0

Overall

7.5

Comfort

6.9

Food

6.3

Boarding

7.8

Crew

8.3

Reviews

1 / 10

Delayed because of crew missing stuck on tarmac at arrival for a full hour this delayed my trip 8 hours this caused me to miss my rental car they were closed for the day when I got there worst flight experience of my life

7.5
Good
1,101 reviews
7.5
Good
1,101 reviews

Entertainment

6.0

Overall

7.5

Comfort

6.9

Food

6.3

Boarding

7.8

Crew

8.3

Reviews

1 / 10

Delayed because of crew missing stuck on tarmac at arrival for a full hour this delayed my trip 8 hours this caused me to miss my rental car they were closed for the day when I got there worst flight experience of my life

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.

Are there last-minute flights available from Key West to Chicago Midway Airport for under $500?

There are currently 3+ open flights from Key West to Chicago Midway Airport within the next 7 days for less than $500.

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.

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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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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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