MDW

$48 Find Cheap Flights from Florida to Chicago Midway Airport

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 1/20. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

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Everything you should know

Cheapest round-trip
$73
Overall average: $178
Frontier
Fri 1/16Sun 1/18
MCO - MDW • Non-stop
Cheapest one-way
$48
Typical prices: $154-$296
Southwest
Tue 1/20
MCO - MDW • 1 stop
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We hope you love your trip to Midway!
Flight Deals
Useful Info
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

Fri, Jan 16 - Sun, Jan 18
Frontier Logo
7:05 am - 9:09 amMCO-MDW
3h 04mnonstop
Frontier Logo
6:01 pm - 9:49 pmMDW-MCO
2h 48mnonstop
$73Frontier
Find Deal
Fri, Feb 13 - Sun, Feb 15
Frontier Logo
5:53 pm - 7:50 pmMCO-MDW
2h 57mnonstop
Frontier Logo
8:56 pm - 12:47 amMDW-MCO
2h 51mnonstop
$75Frontier
Find Deal
Fri, Jan 23 - Mon, Jan 26
Frontier Logo
7:48 pm - 8:43 amMCO-MDW
13h 55m1 stop
Frontier Logo
1:00 pm - 4:49 pmMDW-MCO
2h 49mnonstop
$81Frontier
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Thu, Dec 11 - Tue, Dec 16
Frontier Logo
7:58 pm - 9:58 pmMCO-MDW
3h 00mnonstop
Frontier Logo
2:49 pm - 2:27 pmMDW-MCO
22h 38m1 stop
$84Frontier
Find Deal
Fri, Jan 23 - Mon, Jan 26
Multiple Airlines Logo
9:46 pm - 8:43 amMCO-MDW
11h 57m1 stop
Multiple Airlines Logo
1:00 pm - 4:49 pmMDW-MCO
2h 49mnonstop
$88Multiple Airlines
Find Deal
Fri, Jan 30 - Wed, Feb 4
Multiple Airlines Logo
5:44 pm - 8:43 amFLL-MDW
15h 59m1 stop
Multiple Airlines Logo
1:20 pm - 7:38 pmMDW-FLL
5h 18m1 stop
$116Multiple Airlines
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Tue, Feb 3 - Sat, Feb 7
Southwest Logo
7:15 am - 9:05 amTPA-MDW
2h 50mnonstop
Southwest Logo
5:35 pm - 9:10 pmMDW-TPA
2h 35mnonstop
$145Southwest
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Fri, Jan 30 - Tue, Feb 3
Southwest Logo
10:55 am - 12:40 pmTPA-MDW
2h 45mnonstop
Southwest Logo
7:50 am - 11:30 amMDW-TPA
2h 40mnonstop
$155Southwest
Find Deal
Mon, Jan 26 - Thu, Jan 29
Delta Logo
1:40 pm - 5:29 pmPNS-MDW
3h 49m1 stop
Delta Logo
6:00 am - 10:26 amMDW-PNS
4h 26m1 stop
$229Delta
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Sat, Dec 20 - Sun, Jan 4
Delta Logo
4:04 pm - 10:22 pmECP-MDW
6h 18m1 stop
Delta Logo
6:00 am - 10:17 amMDW-ECP
4h 17m1 stop
$229Delta
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Useful Info

Good to know

Low seasonFebruary
Cheapest flight$48
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 4% increase in price.
Flight from Orlando 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.

Traveling to a place near Midway?

Book flights to Midway if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Chesterton
Schererville
Munster
Porter
Monticello
Saint John
Griffith

Everything you need to know for your flight to Midway

Information on your arrival and departure airports

Chicago Midway Airport (MDW)