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Cheap flights from Chicago Midway Airport to Florida from $40

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 departing on 12/17. 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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Find the cheapest flights from Chicago Midway Airport to Florida

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago Midway Airport to Florida that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago Midway Airport to Florida.

Cheap last minute flights

Planning a quick getaway from Chicago Midway Airport to Florida? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Florida, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago Midway Airport to Florida

Find recent round-trip train or bus tickets from Chicago Midway Airport to Florida.

All round-trip flight deals to Florida

The cheapest plane tickets to Florida found on KAYAK recently.
4:08 pm - 7:51 pmMDW-TPA
2h 43mnonstop
8:46 pm - 10:33 pmTPA-MDW
2h 47mnonstop
$95Frontier
Find Deal
Tue, Dec 17 - Tue, Dec 24
7:35 am - 11:48 amMDW-MIA
3h 13mnonstop
11:08 am - 1:36 pmMIA-MDW
3h 28mnonstop
$96Frontier
Find Deal
Tue, Dec 17 - Sun, Dec 22
7:15 am - 6:56 pmMDW-TPA
10h 41m1 stop
1:26 pm - 3:16 pmTPA-MDW
2h 50mnonstop
$98Frontier
Find Deal
Sat, Jan 11 - Sun, Jan 12
7:30 am - 4:01 pmMDW-MCO
7h 31m1 stop
8:00 am - 10:02 amMCO-MDW
3h 02mnonstop
$98Frontier
Find Deal
Sat, Feb 8 - Sun, Feb 9
8:20 am - 11:07 pmMDW-MIA
13h 47m1 stop
10:20 pm - 6:37 pmMIA-MDW
21h 17m2 stops
Mon, Jan 6 - Wed, Jan 8
8:20 am - 11:07 pmMDW-MIA
13h 47m1 stop
6:19 am - 6:37 pmMIA-MDW
37h 18m2 stops
Mon, Jan 6 - Wed, Jan 8
6:10 pm - 10:10 pmMDW-MIA
3h 00mnonstop
4:40 pm - 6:55 pmMIA-MDW
3h 15mnonstop
$158Southwest
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Wed, Jan 8 - Wed, Jan 22
7:00 pm - 10:50 pmMDW-RSW
2h 50mnonstop
11:15 am - 1:20 pmRSW-MDW
3h 05mnonstop
$164Southwest
Find Deal
Sun, Jan 12 - Sat, Jan 18
4:58 pm - 12:18 amMDW-TPA
6h 20m1 stop
4:11 pm - 10:06 pmTPA-MDW
6h 55m1 stop
$196Delta
Find Deal
Sat, Dec 14 - Mon, Dec 16
5:50 pm - 12:05 amMDW-MCO
5h 15m1 stop
6:15 am - 9:50 amMCO-MDW
4h 35m1 stop
$196Delta
Find Deal
Sat, Dec 14 - Tue, Dec 17
4:08 pm - 7:51 pmMDW-TPA
2h 43mnonstop
$40Frontier
Find Deal
Tue, Dec 17
9:57 pm - 2:05 amMDW-MIA
3h 08mnonstop
$48Frontier
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Mon, Dec 16
6:05 pm - 10:00 pmMDW-FLL
2h 55mnonstop
$79Southwest
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Tue, Jan 7
5:10 pm - 9:00 pmMDW-RSW
2h 50mnonstop
$79Southwest
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Sat, Jan 25
8:45 am - 8:15 pmMDW-FLL
10h 30m1 stop
Sun, Jan 19
10:38 am - 4:13 pmMDW-TPA
4h 35m1 stop
$98Delta
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Sat, Dec 14
10:57 am - 4:09 pmMDW-MCO
4h 12m1 stop
$98Delta
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Tue, Jan 21
12:29 pm - 8:30 pmMDW-FLL
7h 01m1 stop
Mon, Feb 24
3:41 pm - 9:40 amMDW-TPA
16h 59m1 stop
$102Avelo Airlines
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Thu, Nov 28
6:31 pm - 11:18 amMDW-SRQ
15h 47m1 stop
$107Avelo Airlines
Find Deal
Sun, Jan 5
6:30 pm - 10:49 pmMDW-MIA
3h 19mnonstop
11:08 am - 1:36 pmMIA-MDW
3h 28mnonstop
$166Frontier
Find Deal
Tue, Nov 26 - Sun, Dec 29
8:50 am - 12:39 pmMDW-MCO
2h 49mnonstop
11:56 am - 1:54 pmMCO-MDW
2h 58mnonstop
$181Frontier
Find Deal
Tue, Nov 26 - Fri, Dec 6
8:50 am - 12:39 pmMDW-MCO
2h 49mnonstop
8:00 am - 9:55 amMCO-MDW
2h 55mnonstop
$182Frontier
Find Deal
Tue, Nov 26 - Wed, Dec 25
12:43 pm - 6:33 pmMDW-FLL
4h 50m1 stop
6:00 am - 12:49 pmFLL-MDW
7h 49m1 stop
$274Delta
Find Deal
Tue, Nov 26 - Wed, Dec 4
12:43 pm - 6:33 pmMDW-FLL
4h 50m1 stop
6:00 am - 12:50 pmFLL-MDW
7h 50m1 stop
$294Delta
Find Deal
Tue, Nov 26 - Sun, Dec 8
5:10 am - 11:13 pmMDW-MCO
41h 03m2 stops
6:00 am - 7:55 amMCO-MDW
2h 55mnonstop
Sat, Nov 23 - Fri, Nov 29
5:10 am - 11:13 pmMDW-MCO
41h 03m2 stops
6:10 am - 8:05 amMCO-MDW
2h 55mnonstop
Sat, Nov 23 - Sat, Nov 30
3:45 pm - 11:20 pmMDW-FLL
6h 35m1 stop
4:05 pm - 10:20 pmFLL-MDW
7h 15m2 stops
$359Southwest
Find Deal
Tue, Nov 26 - Tue, Dec 3
1:20 pm - 8:05 pmMDW-FLL
5h 45m1 stop
8:00 am - 10:10 amFLL-MDW
3h 10mnonstop
$365Southwest
Find Deal
Tue, Nov 26 - Tue, Dec 3
9:09 pm - 9:30 amMDW-FLL
11h 21m1 stop
9:44 am - 5:26 pmFLL-MDW
8h 42m1 stop
$480Allegiant Air
Find Deal
Fri, Nov 22 - Wed, Nov 27
4:08 pm - 7:51 pmMDW-TPA
2h 43mnonstop
10:31 pm - 12:18 amTPA-MDW
2h 47mnonstop
$95Frontier
Find Deal
Tue, Dec 17 - Sun, Dec 22
7:35 am - 11:48 amMDW-MIA
3h 13mnonstop
6:00 am - 8:21 amMIA-MDW
3h 21mnonstop
$96Frontier
Find Deal
Tue, Dec 17 - Mon, Dec 23
9:57 pm - 2:05 amMDW-MIA
3h 08mnonstop
11:08 am - 1:36 pmMIA-MDW
3h 28mnonstop
$97Frontier
Find Deal
Mon, Dec 16 - Thu, Dec 19
5:15 am - 8:58 amMDW-TPA
2h 43mnonstop
8:46 pm - 10:33 pmTPA-MDW
2h 47mnonstop
$98Frontier
Find Deal
Sun, Dec 15 - Tue, Dec 17
9:57 pm - 2:05 amMDW-MIA
3h 08mnonstop
11:08 am - 1:36 pmMIA-MDW
3h 28mnonstop
$99Frontier
Find Deal
Mon, Dec 16 - Thu, Dec 19
7:35 am - 11:48 amMDW-MIA
3h 13mnonstop
12:43 pm - 3:13 pmMIA-MDW
3h 30mnonstop
$100Frontier
Find Deal
Tue, Dec 17 - Tue, Dec 24
7:25 am - 11:38 amMDW-MIA
3h 13mnonstop
6:00 am - 8:21 amMIA-MDW
3h 21mnonstop
$106Frontier
Find Deal
Mon, Dec 16 - Wed, Dec 18
4:20 pm - 8:03 pmMDW-TPA
2h 43mnonstop
9:08 pm - 11:00 pmTPA-MDW
2h 52mnonstop
$106Frontier
Find Deal
Wed, Feb 12 - Wed, Feb 19
6:10 pm - 10:10 pmMDW-MIA
3h 00mnonstop
8:10 am - 10:20 amMIA-MDW
3h 10mnonstop
$158Southwest
Find Deal
Wed, Jan 8 - Sat, Jan 11
6:10 pm - 9:50 pmMDW-MCO
2h 40mnonstop
7:10 am - 9:05 amMCO-MDW
2h 55mnonstop
$158Southwest
Find Deal
Tue, Jan 14 - Wed, Jan 15

Frontier flights from Chicago Midway Airport to Florida

Our best Frontier deals on Chicago Midway Airport to Florida flight tickets
Frontier
Dec 17
MDW4:08 pmChicago Midway
2h 43m
TPA7:51 pmTampa
Dec 24
TPA8:46 pmTampa
2h 47m
MDW10:33 pmChicago Midway
Frontier
Dec 17
MDW7:35 amChicago Midway
3h 13m
MIA11:48 amMiami
Dec 22
MIA11:08 amMiami
3h 28m
MDW1:36 pmChicago Midway
Frontier
Feb 8
MDW7:30 amChicago Midway
7h 31m
1 stop
MCO4:01 pmOrlando
Feb 9
MCO8:00 amOrlando
3h 02m
MDW10:02 amChicago Midway

Southwest flights from Chicago Midway Airport to Florida

Our best Southwest deals on Chicago Midway Airport to Florida flight tickets
Southwest
Jan 8
MDW6:10 pmChicago Midway
3h 00m
MIA10:10 pmMiami
Jan 22
MIA4:40 pmMiami
3h 15m
MDW6:55 pmChicago Midway
Southwest
Jan 21
MDW7:40 amChicago Midway
2h 40m
TPA11:20 amTampa
Jan 23
TPA10:15 amTampa
2h 45m
MDW12:00 pmChicago Midway
Southwest
Feb 4
MDW6:05 pmChicago Midway
2h 55m
FLL10:00 pmFort Lauderdale
Feb 7
FLL7:40 pmFort Lauderdale
3h 20m
MDW10:00 pmChicago Midway

See travel insights to Florida from

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

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 day to depart on your flight to Florida?

On average, the least expensive day to fly to Florida from Chicago Midway Airport is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $89. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Florida on Sunday is $253.

What is the cheapest Chicago Midway to Florida flight route?

Fly from Chicago Midway to Miami for the best Chicago Midway - Florida flight prices

What cabin class options are available on Chicago Midway to Florida flights?

There are 1 cabin classes available to choose from on Chicago Midway to Florida flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago Midway Airport to Florida flights?

You could potentially save up to 39% on your flight if you consider stops on a Chicago Midway Airport to Florida flight.

Cheap Chicago Midway Airport to Florida flight deals and tips

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

Best Price Found

$40

Fastest flight time

2h 05m

Direct flights

Every day

Airports in Florida

8 airports
The best one-way flight to Florida from Chicago Midway Airport in the past 72 hours is $40. The best round-trip flight deal from Chicago Midway Airport to Florida found on momondo in the last 72 hours is $95.
The fastest flight from Chicago Midway Airport to Florida takes 2h 05m
Direct flights go from Chicago Midway Airport to Florida every day.
There are 8 airports near Florida: Jacksonville (JAX), Tampa (TPA), Miami (MIA), Pensacola (PNS), Palm Beach Intl (PBI), Fort Myers SW Florida Intl (RSW), Fort Lauderdale (FLL), Orlando (MCO)

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

    Prices for flights from Chicago Midway Airport to Florida refresh daily.

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Florida.

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

    The travel and health documents required for your trip to Florida can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Florida. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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


Best airlines flying from Chicago Midway Airport to Florida

Compare and see reviews for airlines that fly from Chicago Midway Airport to Florida with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $23Free CancellationRating
6.3
8,169 reviews
Search Spirit Airlines flights
FrontierPriceFrom $54Free CancellationRating
6.1
3,536 reviews
Search Frontier flights
United AirlinesPriceFrom $95Free CancellationRating
7.4
9,172 reviews
Search United Airlines flights
American AirlinesPriceFrom $178Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $188Free CancellationRating
8.1
5,005 reviews
Search Southwest flights
DeltaPriceFrom $195Free CancellationRating
8.0
8,755 reviews
Search Delta flights

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Florida. momondo saves you time and could save you money on your trip.

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

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

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Florida.

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

Price alerts on flights to Florida from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.


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