$269 Cheap Delta flights from Chicago to Key West (MDW to EYW)

Find The Best Day To Fly from Chicago to Key West

Amazing Delta MDW to EYW Flight Deals

The cheapest flights to Key West Intl. found within the past 7 days were $269 round trip and $269 one way. Prices and availability subject to change. Additional terms may apply.

EYW From MDW Economy Coach Packages on Similar Airlines

Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina
Orchid Key Inn - Adults Only
The Grand Guesthouse
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Frequently asked questions

Can I catch a flight from Midway Airport to Key West Intl. Airport (EYW) right now?
It's always wise to learn about any quarantine requirements and travel advice reports in place in your destination city. Make sure you check out our Covid-19 Travel Advisor for up-to-date information on catching a flight to Key West Intl. Airport from Midway Intl. Airport (MDW).
What terminal is Delta Air Lines at Chicago Airport?
Once you're issued with the boarding pass for your Delta Air Lines flight from Chicago Airport to EYW, you should be able to see which terminals you'll be flying in and out of. Your airline will have the answers if you can't find those details on your ticket.
Are there Delta Air Lines non-stop flights from MDW to EYW?
As you can't travel nonstop from MDW to EYW with Delta Air Lines, make the most of your stopover. Sit down to some refreshments at an airport bar, or go for a wander around the terminal and enjoy a little retail therapy.
How long is a Delta Air Lines flight from MDW to EYW?
If conditions are right and there are no delays, your Delta Air Lines flight from MDW to Key West Intl. Airport (EYW) will take around 3 hours and 45 minutes. Use the time to check the details of your travel schedule before you come in to land.
How many direct and indirect flights does Delta Air Lines fly from MDW to EYW?
Delta Air Lines operates no fewer than 3 flights daily from Midway Airport to EYW.
If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to EYW, please visit our Customer Service Portal.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It's possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Discover our best Delta flight from Chicago MDW to Key West EYW 

To find the best deals on flights to Chicago from Key West with Delta, just enter your travel dates, filter by Delta, and hit search. You’ll find flights to choose from and can sort by price, flight duration, and arrival or departure time.  

 

Return flights from Chicago MDW to Key West EYW with Delta 

If you’re planning a round trip, booking return flights with Delta is usually the most cost-effective option. With airfares ranging from $269 to $309, it’s easy to find a flight that suits your budget. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way Delta flights from Chicago MDW to Key West EYW 

A one-way ticket gives you much greater flexibility—allowing you to choose your return date, destination, and time whenever you’re ready. By booking in advance you can find great deals on one-way tickets too. Right now, a one-way Delta flight from Chicago to Key West costs from $269. Prices and availability subject to change. Additional terms may apply. 

 

The easy way to find cheap flights to Key West EYW from  Chicago MDW with Delta 

To find a cheap Delta flight from Chicago MDW to Key West EYW, sort your search results by price or filter by budget. Thanks to Travelocity’s Price Match Promise, if you find a better airfare deal anywhere else within 24 hours, we’ll credit or refund the difference. 

 

How to find our best airfare deals on Delta flights from Chicago MDW to Key West EYW 

If you’re looking for cheap flights, it helps to be flexible when it comes to your travel dates. You’ll usually find lower cost tickets when you travel during quieter months such as September, or if you book a flight with a stopover. 

 

Find nonstop flights from Chicago MDW to Key West EYW with Delta 

If you’re keen to be on Key West soil fast, don’t waste time with a stopover—filter your search results to show direct Delta flights only. The journey takes around hour(s) min(s) – so you’ll be there before you know it. 

 

Flexible airline tickets for Delta flights from Chicago MDW to Key West EYW 

Make sure you’re not out of pocket if plans change by choosing a flexible ticket with penalty-free amendment and cancellation options. Use our ‘no change fee’ filter to see which flights have this option.  

 

There are a lot of reasons to book your flights to Key West EYW from  Chicago MDW with Delta on Travelocity 

At Travelocity our vast and up-to-the-minute inventory puts all of our best flight deals in one place. So, whether you’re traveling on business or jetting off with friends and family, you can trust Travelocity to get you there.

Delta Airports
Hop on a(n) Delta flight today by flying to many destinations out of these domestic and international airports:
Airport code
Country
Airport name
Number of flights
ATLUSAHartsfield-Jackson Atlanta Intl.252
DTWUSADetroit Metropolitan Wayne County156
MSPUSAMinneapolis - St. Paul Intl.131
SLCUSASalt Lake City Intl.116
SEAUSASeattle - Tacoma Intl.57
LAXUSALos Angeles Intl.41
AMSNLDSchiphol31
YYCCANCalgary Intl.26
YYZCANPearson Intl.24
JFKUSAJohn F. Kennedy Intl.23

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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