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$54+ Cheap flights from Midway (MDW) to Florida

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MIA
Dec 23 — Dec 301
Mon 12/23
Mon 12/30
1 adult, Economy
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Cheap flight deals from Midway to Florida

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Florida (USFL). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 18, 2024.

Round-trip from

$106
(Cheapflightsfares)

One-way from

$54
(Cheapflightsfares)
From Chicago Midway to Florida
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One-way flight from Chicago Midway to Florida
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Find flight deals from Midway to Florida

Cheapest flights from Midway to Florida
Explore the most affordable flight options available from Midway to Florida. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2024.

This Frontier deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/312:20 pmMDW - MIA
1 stop8h 39mFrontier
Thu 1/910:30 amMIA - MDW
1 stop9h 07mFrontier
Deal found 12/17$129
This Mytrip deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/312:20 pmMDW - MCO
1 stop8h 23mFrontier
Wed 1/87:30 pmMCO - MDW
1 stop17h 18mFrontier
Deal found 12/16$129
This Frontier deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/314:08 pmMDW - TPA
Nonstop2h 43mFrontier
Wed 1/2211:45 amTPA - MDW
1 stop13h 32mFrontier
Deal found 12/17$166
This Frontier deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/317:45 amMDW - FLL
1 stop12h 18mFrontier
Mon 1/66:35 pmFLL - MDW
1 stop5h 39mFrontier
Deal found 12/18$198
This eDestinos deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/312:20 pmMDW - MIA
1 stop8h 39mMultiple Airlines
Fri 1/105:45 amMIA - MDW
3 stops55h 03mMultiple Airlines
Deal found 12/17$229
This Delta deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/315:51 pmMDW - FLL
1 stop5h 24mDelta
Wed 1/88:05 amFLL - MDW
1 stop6h 03mDelta
Deal found 12/17$236
This Frontier deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/227:34 amMDW - PBI
1 stop11h 49mFrontier
Wed 12/256:49 pmPBI - MDW
1 stop12h 50mFrontier
Deal found 12/18$261
This Frontier deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/309:59 pmMDW - RSW
1 stop9h 21mFrontier
Sat 1/410:21 pmRSW - MDW
1 stop9h 18mFrontier
Deal found 12/18$281
This Delta deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/245:51 pmMDW - TPA
1 stop4h 53mDelta
Tue 12/316:00 amTPA - MDW
1 stop4h 23mDelta
Deal found 12/17$292
This Delta deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/245:51 pmMDW - RSW
1 stop5h 31mDelta
Sat 1/115:40 amRSW - MDW
1 stop5h 32mDelta
Deal found 12/17$301
This Delta deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/319:30 amMDW - PBI
1 stop6h 20mDelta
Tue 1/76:00 amPBI - MDW
1 stop5h 12mDelta
Deal found 12/18$308
This Delta deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/313:32 pmMDW - SRQ
1 stop7h 23mDelta
Wed 1/16:00 amSRQ - MDW
1 stop4h 23mDelta
Deal found 12/18$332

Find flights from Midway to Florida within your budget

Customize your flight search to find flights from Midway to Florida that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Mon 2/3

6:15 am-12:02 pm

1 stop4h 47m

Tampa

Wed 2/12

9:08 pm-11:00 pm

Nonstop2h 52m

$106

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Mon 1/13

6:15 am-12:48 pm

1 stop5h 33m

Miami

Thu 1/16

1:36 pm-6:26 pm

1 stop5h 50m

$126

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Thu 1/23

4:08 pm-12:41 am

1 stop7h 33m

Orlando

Sat 2/15

5:05 am-3:33 pm

1 stop11h 28m

$128

ChicagoFort Lauderdale

MDW - FLL

MDWFLL

Chicago Midway

Fri 2/7

6:40 am-5:50 pm

1 stop10h 10m

Fort Lauderdale

Thu 2/13

12:33 pm-9:29 pm

1 stop9h 56m

$132

ChicagoFort Myers

MDW - RSW

MDWRSW

Chicago Midway

Thu 1/2

7:34 am-9:39 pm

1 stop13h 05m

Fort Myers SW Florida Intl

Sat 1/4

10:21 pm-6:39 am

1 stop9h 18m

$152

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Thu 1/16

4:08 pm-12:52 pm

1 stop19h 44m

Miami

Thu 1/23

5:45 am-6:26 pm

2 stops13h 41m

$154

ChicagoFort Lauderdale

MDW - FLL

MDWFLL

Chicago Midway

Tue 1/28

6:05 pm-10:00 pm

Nonstop2h 55m

Fort Lauderdale

Sat 2/1

7:15 am-9:30 am

Nonstop3h 15m

$158

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Wed 1/22

6:10 pm-10:10 pm

Nonstop3h 00m

Miami

Tue 1/28

4:40 pm-6:55 pm

Nonstop3h 15m

$158

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Tue 1/21

10:05 am-1:45 pm

Nonstop2h 40m

Tampa

Wed 1/29

7:15 am-9:05 am

Nonstop2h 50m

$164

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Sun 1/19

6:10 pm-9:50 pm

Nonstop2h 40m

Orlando

Wed 1/22

7:10 am-9:05 am

Nonstop2h 55m

$164

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 60 results
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6

Best time to book a flight from Midway to Florida

Have a flexible travel schedule? Discover the best time to fly to Florida from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Midway to Florida

Get recent, data-driven insights about flights from Midway to Florida including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Chicago Midway Airport to Florida?

Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to Florida (average of $218). Flying from Chicago Midway Airport to Florida in March is currently the most expensive (average of $286). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MDW to FL?

Find hourly flight availability from Midway to Florida. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Florida as you normally would.

Rainfall in Florida by month

Plan your trip to Florida by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Florida ranges from 2.4 - 8.7 inches per month. June is typically the wettest month, when rainfall can reach 8.7 in. November is typically the driest time to visit Florida when rainfall is around 2.4 in.

Temperature in Florida by month

Plan your trip to Florida by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Florida, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 60.8 F).

Reviews of airlines servicing Florida

Get insights into the airlines that provide service to Florida. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Florida. Reviews last updated December 18, 2024.
See what other customers who have flown with Frontier, Southwest and Delta from Chicago to Florida have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,848 reviews

Entertainment

7.7

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Southwest
8.1
Very good
4,848 reviews
Southwest
8.1
Very good
4,848 reviews

Entertainment

7.7

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Delta
8.0
Very good
8,604 reviews
Southwest
8.1
Very good
4,848 reviews

Entertainment

7.7

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Avelo Airlines
7.5
Good
74 reviews
Southwest
8.1
Very good
4,848 reviews

Entertainment

7.7

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Allegiant Air
7.4
Good
829 reviews
Southwest
8.1
Very good
4,848 reviews

Entertainment

7.7

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Frontier
6.1
Okay
3,479 reviews
Southwest
8.1
Very good
4,848 reviews

Entertainment

7.7

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Related info for your journey

Find useful and relevant information for your journey from Midway to Florida. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Florida one-way?

    One-way options have recently been found by users for as low as $54 on Frontier. Other airlines that offer cheap prices include Southwest from $79 and Delta from $98 one-way.

  • What are the most popular routes from Chicago Midway Airport to Florida?

    When deciding which route to take from Chicago Midway Airport to Florida consider Chicago Midway - Miami, Chicago Midway - Orlando or Chicago Midway - Tampa as they are the most popular.

  • What are the cheapest flights from Chicago Midway Airport to Florida?

    On average you can expect to pay $187 for a flight from Chicago Midway Airport to Florida. The cheapest flight overall is $49 while the most popular route, (Chicago Midway - Miami) is currently priced at $78.

  • Can I find deals for flights from Midway to Florida that include hotel bookings?

    Yes. In addition to deals on Midway to Florida flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Florida?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Florida.

  • Can I find deals for business class flights from Midway to Florida?

    Yes. Cheapflights offers flight deals from Midway to Florida by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Florida?

    Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to Florida (average of $218). Flying from Chicago Midway Airport to Florida in March is currently the most expensive (average of $286). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Midway to Florida

See prices for flight routes from nearby airports that may be better suited for you.
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Midway to Tampa flights
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Midway to Denver flights
O'Hare Intl to Love Field flights

Top 6 airlines flying from Midway to Florida

Discover the top 6 airlines that operate flights from Midway to Florida. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$55Average$202FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$65Average$202FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$95Average$358FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$158Average$415FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$178Average$373FlexibilityNo cancel feeOn-time71%
DeltaCheapest$195Average$409FlexibilityNo cancel feeOn-timeN/A
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