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

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

MDW - EYW
Price
$410 - $831
EYW
Temperature
77 - 91.4 °F
EYW
Rainfall
1.1 - 6.6 inches

Popular in

April

High demand for flights, 38% potential price rise

Cheapest in

May

Best time to find cheap flights, 21% potential price drop

Round-trip from

$410

From Chicago Midway to Key West

One-way from

$252

One-way flight from Chicago Midway to Key West

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Chicago Midway to Key West?

It’s generally more expensive to depart on a Saturday, if you have to leave on this day you can still search on Cheapflights to find great options that meet your needs.

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

To save up to 40% 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 Chicago Midway to Key West from $480 1-2 weeks out and tickets from $607 for flights departing within the next 72 hours.

What is the cheapest month to fly from Chicago Midway to Key West?

Due to multiple factors, expect to potentially pay more when booking in December. For low rates, August can be a great choice for travel to Key West. Flights to Key West from Chicago Midway in August are about $413 on average during August, but can be found for as low as $181.

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

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

Cheap flights from Chicago Midway to Key West in December, January 2021

The best prices found for MDW to EYW flights for December, January
23 Dec - 28 Dec
$424pp
MDW
Chicago Midway
Delta
 
1 STOP
EYW
Key West
EYW
Key West
Delta
 
1 STOP
MDW
Chicago Midway
12 Jan - 17 Jan
$441pp
MDW
Chicago Midway
Delta
 
1 STOP
EYW
Key West
EYW
Key West
Delta
 
1 STOP
MDW
Chicago Midway
20 Dec - 24 Dec
$445pp
MDW
Chicago Midway
Delta
 
1 STOP
EYW
Key West
EYW
Key West
Delta
 
1 STOP
MDW
Chicago Midway

Chicago Midway to Key West 2021 flight deals

Cheap flights to Key West from Chicago Midway found for this year
23 Dec - 28 Dec
$424pp
MDW
Chicago Midway
Delta
 
1 STOP
EYW
Key West
EYW
Key West
Delta
 
1 STOP
MDW
Chicago Midway
22 Dec - 29 Dec
$441pp
MDW
Chicago Midway
Delta
 
1 STOP
EYW
Key West
EYW
Key West
Delta
 
1 STOP
MDW
Chicago Midway
20 Dec - 24 Dec
$445pp
MDW
Chicago Midway
Delta
 
1 STOP
EYW
Key West
EYW
Key West
Delta
 
1 STOP
MDW
Chicago Midway

Last minute flights from Chicago Midway to Key West

Late deals on round-trip flights to Key West from Chicago Midway, departing today and this week
12 Dec - 22 Dec
$539pp
MDW
Chicago Midway
Delta
 
1 STOP
EYW
Key West
EYW
Key West
Delta
 
1 STOP
MDW
Chicago Midway
9 Dec - 21 Dec
$560pp
MDW
Chicago Midway
Delta
 
1 STOP
EYW
Key West
EYW
Key West
Delta
 
1 STOP
MDW
Chicago Midway
10 Dec - 13 Dec
$612pp
MDW
Chicago Midway
Delta
 
1 STOP
EYW
Key West
EYW
Key West
Delta
 
1 STOP
MDW
Chicago Midway

One-way flights to Key West from Chicago Midway

The cheapest one-way flights from Chicago Midway to Key West
1:05 am - 10:40 am
Delta
1 Stop
8h 35m
MDW - EYW
Delta
$252
Delta
1:05 am - 6:30 am
Delta
1 Stop
4h 25m
MDW - EYW
Delta
$253
Delta
6:30 am - 2:46 pm
Delta
1 Stop
7h 16m
MDW - EYW
Delta
$299
Delta

Related info for your journey

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

Flight FAQs

From Chicago Midway to Key West

Are flight prices decreasing from Chicago Midway to Key West 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 Chicago Midway and Key West 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.

What safety measures are being taken by airlines flying from Chicago Midway to Key West to control the spread of COVID-19?

New policies can now be found on Delta to help keep travelers safe while flying. Airline carriers are regularly disinfecting and sanitizing their aircraft. Masks are provided and are mandatory while on board. Pre-flight testing for symptoms and antibodies, alongside socially distanced seating (for a limited time) will work towards keeping travelers safer while flying from Chicago Midway to Key West. Policies will vary by airline.

Which airlines flying from Chicago Midway to Key West have flexible cancellations due to COVID-19?

Some of our airline partners flying from Chicago Midway to Key West have new flexible policies in place due to COVID-19. Delta and American Airlines are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like Delta with this kind of flexibility.

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

Yes, there are multiple flights from Chicago Midway to Key West for under $400. The cheapest flight booked recently is on Delta for just $394, but on average you can expect to pay $455.

Are there nonstop flights from Chicago Midway to Key West for under $400 on Cheapflights?

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

Are there last-minute flights available from Chicago Midway to Key West for under $600?

There are currently 7+ open flights from Chicago Midway to Key West within the next 7 days for less than $600.

Does it rain more in Chicago Midway or Key West?

Chicago Midway will have less rainfall in 2 compared to Key West over the next 9 days.

Is Chicago Midway weather warmer or cooler than Key West?

We forecast the temperature to be around the 91 °F's in August, on average. The temperature in Key West is generally hotter than in Chicago Midway. Book flights in a timely manner in correlation to your departure date.

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

There are many flights that can get you from Chicago Midway to Key West in 4h 25m. Fly via Delta to get the fastest option.

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

Delta, at $394, was found to be the cheapest airline from Chicago Midway to Key West.. Delta is currently priced 23% below the average price you’ll pay for this route.

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

$252 is the cheapest one-way deal found within the past few days, from Delta.

Alternative routes for Chicago Midway to Key West

Destination information for Key West

Things to know before you go. Useful info for your trip from Chicago Midway to Key West
Average temperature for December in Key West
77.0 °F
Avg rainfall for December in Key West
1.9 ″

Airports servicing Chicago

Airports servicing Key West

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