MDW

$85 Find Cheap Flights from Florida to Chicago Midway Airport - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Midway departing on 8/3. 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.
1 adult
1 adult, Economy, 0 bags

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Flight Deals

Cheap Flights from Florida to Midway

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Florida to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Florida to Midway

Tue, Aug 18 - Tue, Sep 1
Southwest Logo
7:20 am - 9:20 am
FLL
-
MDW
3h 00mnonstop
Southwest Logo
6:10 pm - 10:05 pm
MDW
-
FLL
2h 55mnonstop
$179Southwest
Thu, Aug 6 - Thu, Aug 13
Southwest Logo
7:10 am - 9:10 am
FLL
-
MDW
3h 00mnonstop
Southwest Logo
6:20 pm - 10:15 pm
MDW
-
FLL
2h 55mnonstop
$180Southwest
Thu, Aug 27 - Mon, Aug 31
Southwest Logo
5:40 pm - 7:50 pm
FLL
-
MDW
3h 10mnonstop
Southwest Logo
1:30 pm - 5:25 pm
MDW
-
FLL
2h 55mnonstop
$181Southwest
Tue, Aug 4 - Wed, Aug 5
Frontier Logo
5:24 pm - 10:03 pm
MCO
-
MDW
5h 39m
1 stop
Frontier Logo
4:45 pm - 11:59 pm
MDW
-
MCO
6h 14m
1 stop
$207Frontier
Tue, Nov 3 - Wed, Nov 11
Frontier Logo
6:45 am - 10:58 am
MIA
-
MDW
5h 13m
1 stop
Frontier Logo
12:03 pm - 6:12 pm
MDW
-
MIA
5h 09m
1 stop
$210Frontier
Wed, Sep 2 - Sat, Sep 12
Delta Logo
6:00 am - 9:59 am
SRQ
-
MDW
4h 59m
1 stop
Delta Logo
4:30 pm - 11:01 pm
MDW
-
SRQ
5h 31m
1 stop
$237Delta
Sat, Aug 15 - Mon, Aug 17
Delta Logo
4:28 pm - 10:36 pm
PNS
-
MDW
6h 08m
1 stop
Delta Logo
5:10 pm - 11:44 pm
MDW
-
PNS
6h 34m
1 stop
$245Delta
Thu, Aug 13 - Sun, Aug 16
Multiple Airlines Logo
6:29 pm - 9:51 am
JAX
-
MDW
16h 22m
1 stop
Multiple Airlines Logo
2:49 pm - 2:10 pm
MDW
-
JAX
22h 21m
1 stop
$245Multiple Airlines
Tue, Jul 28 - Sun, Aug 2
Multiple Airlines Logo
6:29 pm - 10:03 pm
JAX
-
MDW
28h 34m
1 stop
Multiple Airlines Logo
2:48 pm - 2:00 pm
MDW
-
JAX
22h 12m
1 stop
$248Multiple Airlines
Sun, Jul 19 - Fri, Jul 24
Allegiant Air Logo
9:01 pm - 2:38 pm
PBI
-
MDW
18h 37m
1 stop
Allegiant Air Logo
3:28 pm - 3:26 pm
MDW
-
PBI
22h 58m
1 stop
$305Allegiant Air
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Good to know

Low seasonJanuary
Cheapest flight$85
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly and prices are also 10% lower on average.
Flight from Jacksonville to Chicago Midway Airport

FAQs for booking Florida to Chicago Midway Airport flights

  • How does KAYAK find such low prices on flights from Florida to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Florida to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Florida to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Florida is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Florida to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Florida with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Florida to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Florida up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight to Midway

Information on your arrival and departure airports

Chicago Midway Airport (MDW)