MDW

$42 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 10/24. 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

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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

Wed, Aug 6 - Fri, Aug 8
Allegiant Air Logo
1:15 pm - 3:37 pmVPS-MDW
2h 22mnonstop
Allegiant Air Logo
9:12 am - 11:23 amMDW-VPS
2h 11mnonstop
$92Allegiant Air
Find Deal
Sat, Aug 23 - Mon, Aug 25
Southwest Logo
7:20 am - 9:00 amTPA-MDW
2h 40mnonstop
Southwest Logo
8:05 pm - 11:40 pmMDW-TPA
2h 35mnonstop
$93Southwest
Find Deal
Fri, Sep 5 - Mon, Sep 8
Frontier Logo
10:55 am - 12:44 pmTPA-MDW
2h 49mnonstop
Frontier Logo
6:21 am - 9:57 amMDW-TPA
2h 36mnonstop
$96Frontier
Find Deal
Fri, Jul 25 - Wed, Jul 30
Allegiant Air Logo
6:00 am - 8:22 amVPS-MDW
2h 22mnonstop
Allegiant Air Logo
4:27 pm - 6:38 pmMDW-VPS
2h 11mnonstop
$96Allegiant Air
Find Deal
Sat, Aug 23 - Mon, Aug 25
Southwest Logo
7:30 am - 12:35 pmTPA-MDW
6h 05m1 stop
Southwest Logo
8:05 pm - 11:40 pmMDW-TPA
2h 35mnonstop
$103Southwest
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Fri, Sep 19 - Mon, Sep 22
Frontier Logo
10:55 am - 12:44 pmTPA-MDW
2h 49mnonstop
Frontier Logo
6:21 am - 9:57 amMDW-TPA
2h 36mnonstop
$105Frontier
Find Deal
Sat, Aug 23 - Sun, Aug 24
Southwest Logo
7:20 am - 9:00 amTPA-MDW
2h 40mnonstop
Southwest Logo
6:05 am - 9:35 amMDW-TPA
2h 30mnonstop
$106Southwest
Find Deal
Tue, Aug 19 - Fri, Aug 22
Southwest Logo
7:00 am - 9:10 amFLL-MDW
3h 10mnonstop
Southwest Logo
6:40 pm - 10:35 pmMDW-FLL
2h 55mnonstop
$106Southwest
Find Deal
Sat, Aug 9 - Sat, Aug 16
Delta Logo
6:10 am - 9:36 amJAX-MDW
4h 26m1 stop
Delta Logo
10:31 am - 3:56 pmMDW-JAX
4h 25m1 stop
$197Delta
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Tue, Aug 5 - Sat, Aug 9
Delta Logo
7:01 am - 11:48 amSRQ-MDW
5h 47m1 stop
Delta Logo
4:22 pm - 11:29 pmMDW-SRQ
6h 07m1 stop
$197Delta
Find Deal
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Good to know

Low seasonJanuary
High seasonJuly
Cheapest flight$42
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from Tampa 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

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