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Cheap flights from Chicago Midway Airport to Florida Keys from $38

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Florida Keys departing on 4/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Chicago Midway Airport to Florida Keys

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago Midway Airport to Florida Keys that have been recently found on momondo from popular airlines, departing in the coming months.
6:00 am - 10:08 amMDW-MIA
3h 08mnonstop
1:03 pm - 3:29 pmMIA-MDW
3h 26mnonstop
$79Frontier
Find Deal
Tue, Apr 8 - Thu, Apr 10
6:00 am - 10:08 amMDW-MIA
3h 08mnonstop
11:03 am - 1:31 pmMIA-MDW
3h 28mnonstop
$81Frontier
Find Deal
Tue, Apr 1 - Tue, Apr 15
8:27 pm - 12:37 amMDW-MIA
3h 10mnonstop
11:03 am - 1:31 pmMIA-MDW
3h 28mnonstop
$82Frontier
Find Deal
Mon, Mar 31 - Tue, Apr 8
7:00 pm - 10:55 pmMDW-MIA
2h 55mnonstop
7:00 am - 9:10 amMIA-MDW
3h 10mnonstop
$188Southwest
Find Deal
Sat, Apr 19 - Fri, Apr 25
9:10 am - 1:10 pmMDW-MIA
3h 00mnonstop
7:00 am - 9:10 amMIA-MDW
3h 10mnonstop
$197Southwest
Find Deal
Mon, Apr 28 - Fri, May 2
10:11 am - 12:59 amMDW-MIA
13h 48m2 stops
11:03 am - 1:31 pmMIA-MDW
3h 28mnonstop
Tue, Apr 1 - Tue, Apr 8
3:02 pm - 9:18 pmMDW-MIA
5h 16m1 stop
8:10 am - 12:03 pmMIA-MDW
4h 53m1 stop
$217Delta
Find Deal
Sat, Apr 26 - Wed, Apr 30
6:00 am - 1:45 pmMDW-MIA
6h 45m1 stop
8:05 am - 12:35 pmMIA-MDW
5h 30m1 stop
$219Delta
Find Deal
Tue, Apr 1 - Tue, Apr 8
2:53 pm - 3:08 pmMDW-EYW
23h 15m2 stops
4:20 pm - 9:41 amEYW-MDW
18h 21m1 stop
$327Allegiant Air
Find Deal
Fri, Jun 27 - Thu, Jul 3
5:01 am - 2:00 pmMDW-EYW
7h 59m1 stop
1:00 pm - 7:46 pmEYW-MDW
7h 46m1 stop
Sun, Mar 30 - Mon, Apr 7

Frontier flights from Chicago Midway Airport to Florida Keys

Our best Frontier deals on Chicago Midway Airport to Florida Keys flight tickets
Frontier
Apr 8
MDW6:00 amChicago Midway
3h 08m
MIA10:08 amMiami
Apr 10
MIA1:03 pmMiami
3h 26m
MDW3:29 pmChicago Midway
Frontier
Apr 1
MDW6:00 amChicago Midway
3h 08m
MIA10:08 amMiami
Apr 15
MIA11:03 amMiami
3h 28m
MDW1:31 pmChicago Midway
Frontier
Mar 31
MDW8:27 pmChicago Midway
3h 10m
MIA12:37 amMiami
Apr 8
MIA11:03 amMiami
3h 28m
MDW1:31 pmChicago Midway

Delta flights from Chicago Midway Airport to Florida Keys

Our best Delta deals on Chicago Midway Airport to Florida Keys flight tickets
Delta
Apr 26
MDW3:02 pmChicago Midway
5h 16m
1 stop
MIA9:18 pmMiami
Apr 30
MIA8:10 amMiami
4h 53m
1 stop
MDW12:03 pmChicago Midway
Delta
Apr 1
MDW6:00 amChicago Midway
6h 45m
1 stop
MIA1:45 pmMiami
Apr 8
MIA8:05 amMiami
5h 30m
1 stop
MDW12:35 pmChicago Midway
Delta
May 5
MDW3:02 pmChicago Midway
5h 16m
1 stop
MIA9:18 pmMiami
May 14
MIA8:35 amMiami
4h 53m
1 stop
MDW12:28 pmChicago Midway

See travel insights to Florida Keys from

How to get the cheapest flight ticket from Chicago Midway Airport to Florida Keys

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Florida Keys?

The month of June is another great option to travel to Florida Keys, with average flight prices from Chicago Midway Airport averaging around $161.

What is the cheapest day to depart on your flight to Florida Keys?

The cheapest day to depart from Chicago Midway Airport to Florida Keys is on a Wednesday when prices can be found for as low as $108. The most expensive day to fly to Florida Keys is Saturday, with ticket prices averaging around $223.

What is the cheapest time of day to depart on your flight to Florida Keys?

According to our data, the cheapest time of day to fly to Florida Keys is in the evening. momondo users have found flights departing from Chicago Midway Airport to Florida Keys in the evening for as low as $156. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights in the afternoon are often more expensive with an average ticket price of $227.

How far in advance should I book a flight to Florida Keys?

You are more likely to see cheaper flights to Florida Keys from Chicago Midway Airport when booking 5 weeks ahead of your departure date. In general, you can expect to find flights to Florida Keys for around $218 when searching 5 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Florida Keys from Chicago Midway Airport for as low as $121 on momondo.

Cheap Chicago Midway Airport to Florida Keys flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Florida Keys

Best Price Found

$38

Fastest flight time

2h 55m

Direct flights

Every day

Airports in Florida Keys

1 airport
The best one-way flight to Florida Keys from Chicago Midway Airport in the past 72 hours is $38. The best round-trip flight deal from Chicago Midway Airport to Florida Keys found on momondo in the last 72 hours is $79.
The fastest flight from Chicago Midway Airport to Florida Keys takes 2h 55m
Direct flights go from Chicago Midway Airport to Florida Keys every day.
There is 1 airport near Florida Keys: Miami (MIA)

  • When did momondo last update prices for flights from Chicago Midway Airport to Florida Keys?

    Prices for flights from Chicago Midway Airport to Florida Keys were last updated today.

  • How many operators does momondo search for flights from Chicago Midway Airport to Florida Keys?

  • How old do you have to be to fly from Chicago Midway Airport to Florida Keys?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago Midway Airport to Florida Keys.

  • What documentation or ID do you need to fly to Florida Keys?

    The necessary travel and health documents for your Florida Keys trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago Midway Airport to Florida Keys?


Best airlines flying from Chicago Midway Airport to Florida Keys

Compare and see reviews for airlines that fly from Chicago Midway Airport to Florida Keys with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $247Free CancellationRating
8.0
7,944 reviews
Search Delta flights
United AirlinesPriceFrom $324Free CancellationRating
7.4
8,623 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Florida Keys?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Florida Keys for you.

Can I find flights from Chicago to Florida Keys with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to Florida Keys flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to Florida Keys?

momondo provides multiple filters to help you find the best flight to Florida Keys from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Chicago to Florida Keys right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Florida Keys, momondo offers a useful price alert feature which will track prices for flights to Florida Keys from Chicago and alert you when they change.


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Popular cities in Florida Keys

Popular flights according to clicks in the last 7 days on momondo