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$53+ 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 2/12. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MIA
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
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 November 20, 2024.

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 November 20, 2024.

This Cheapflightsfares deal was found by Cheapflights users on 11/18. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/186:50 amMDW - TPA
Nonstop2h 46mFrontier
Wed 12/2511:31 amTPA - MDW
Nonstop2h 49mFrontier
Deal found 11/18$110
This Frontier deal was found by Cheapflights users on 11/18. 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 12/108:15 amMDW - MIA
1 stop14h 08mFrontier
Thu 12/1212:42 pmMIA - MDW
Nonstop3h 30mFrontier
Deal found 11/18$123
This Frontier deal was found by Cheapflights users on 11/19. 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 12/912:36 pmMDW - MCO
1 stop10h 22mFrontier
Thu 12/121:29 pmMCO - MDW
1 stop8h 33mFrontier
Deal found 11/19$128
This FlightHub deal was found by Cheapflights users on 11/19. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/77:15 amMDW - FLL
1 stop11h 44mFrontier
Thu 12/1211:53 amFLL - MDW
1 stop7h 19mFrontier
Deal found 11/19$138
This Delta deal was found by Cheapflights users on 11/20. 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.
Sat 12/144:58 pmMDW - TPA
1 stop6h 20mDelta
Tue 12/175:25 amTPA - MDW
1 stop5h 25mDelta
Deal found 11/20$196
This Southwest deal was found by Cheapflights users on 11/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/142:40 pmMDW - TPA
Nonstop2h 35mSouthwest
Tue 12/177:25 amTPA - MDW
Nonstop2h 45mSouthwest
Deal found 11/19$209
This Delta deal was found by Cheapflights users on 11/19. 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 12/106:00 amMDW - FLL
1 stop4h 39mDelta
Tue 12/1711:53 amFLL - MDW
1 stop6h 08mDelta
Deal found 11/19$216
This Delta deal was found by Cheapflights users on 11/19. 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.
Wed 12/119:30 amMDW - RSW
1 stop6h 41mDelta
Tue 12/175:25 amRSW - MDW
1 stop5h 25mDelta
Deal found 11/19$216
This Southwest deal was found by Cheapflights users on 11/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/87:35 pmMDW - FLL
Nonstop2h 55mSouthwest
Wed 12/187:25 pmFLL - MDW
Nonstop3h 15mSouthwest
Deal found 11/18$218
This Trip.com deal was found by Cheapflights users on 11/19. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/297:00 amMDW - RSW
1 stop10h 21mFrontier
Thu 12/59:51 amRSW - MDW
1 stop9h 21mFrontier
Deal found 11/19$226
This Delta deal was found by Cheapflights users on 11/20. 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 12/316:00 amMDW - PBI
1 stop6h 19mDelta
Tue 1/144:57 pmPBI - MDW
1 stop6h 23mDelta
Deal found 11/20$226
This Orbitz deal was found by Cheapflights users on 11/19. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/247:45 amMDW - SRQ
1 stop11h 07mFrontier
Sat 12/286:51 pmSRQ - MDW
1 stop12h 48mFrontier
Deal found 11/19$233

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 2,629,791 searches. Data last updated November 20, 2024.

Fly from

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Fly to

Any airport

Route

Depart

Return

Price

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Wed 2/12

8:12 am-1:54 pm

1 stop4h 42m

Tampa

Wed 2/19

9:08 pm-11:00 pm

Nonstop2h 52m

$106

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Tue 12/10

8:15 am-11:23 pm

1 stop14h 08m

Miami

Thu 12/12

12:42 pm-3:12 pm

Nonstop3h 30m

$123

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Fri 2/7

7:15 am-1:27 am

1 stop17h 12m

Orlando

Mon 2/10

6:20 am-12:17 am

1 stop18h 57m

$128

ChicagoFort Lauderdale

MDW - FLL

MDWFLL

Chicago Midway

Sat 12/7

7:15 am-7:59 pm

1 stop11h 44m

Fort Lauderdale

Thu 12/12

11:53 am-6:12 pm

1 stop7h 19m

$138

ChicagoFort Myers

MDW - RSW

MDWRSW

Chicago Midway

Sat 2/22

6:40 am-3:46 pm

1 stop8h 06m

Fort Myers SW Florida Intl

Sat 3/1

4:46 pm-12:17 am

1 stop8h 31m

$140

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Mon 1/6

8:20 am-11:07 pm

1 stop13h 47m

Miami

Wed 1/8

10:20 pm-6:37 pm

2 stops21h 17m

$154

ChicagoFort Myers

MDW - RSW

MDWRSW

Chicago Midway

Tue 2/4

6:25 pm-10:15 pm

Nonstop2h 50m

Fort Myers SW Florida Intl

Sat 2/15

6:10 pm-8:10 pm

Nonstop3h 00m

$158

ChicagoFort Lauderdale

MDW - FLL

MDWFLL

Chicago Midway

Sat 2/8

7:30 am-7:53 pm

1 stop11h 23m

Fort Lauderdale

Wed 2/12

5:00 pm-11:00 pm

1 stop7h 00m

$175

ChicagoFort Lauderdale

MDW - FLL

MDWFLL

Chicago Midway

Tue 2/4

6:05 pm-10:00 pm

Nonstop2h 55m

Fort Lauderdale

Fri 2/7

7:40 pm-10:00 pm

Nonstop3h 20m

$178

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Sat 12/14

4:58 pm-12:18 am

1 stop6h 20m

Tampa

Mon 12/16

4:11 pm-10:06 pm

1 stop6h 55m

$196

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Showing 1-10 of 60 results
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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 November 20, 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 November 20, 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
5,014 reviews

Overall

8.1

Entertainment

7.7

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.2

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
5,014 reviews
Southwest
8.1
Very good
5,014 reviews

Overall

8.1

Entertainment

7.7

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.2

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
8,756 reviews
Southwest
8.1
Very good
5,014 reviews

Overall

8.1

Entertainment

7.7

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.2

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.

Porter Airlines
7.8
Good
288 reviews
Southwest
8.1
Very good
5,014 reviews

Overall

8.1

Entertainment

7.7

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.2

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
5,014 reviews

Overall

8.1

Entertainment

7.7

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.2

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.

WestJet
7.3
Good
2,811 reviews
Southwest
8.1
Very good
5,014 reviews

Overall

8.1

Entertainment

7.7

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.2

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 $53 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 $155 for a flight from Chicago Midway Airport to Florida. The cheapest flight overall is $44 while the most popular route, (Chicago Midway - Miami) is currently priced at $106.

  • 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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O'Hare Intl to John F Kennedy Intl flights
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Midway to Dallas/Fort Worth flights
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Midway to John F Kennedy Intl flights
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Midway to Las Vegas flights
Midway to Orlando flights
O'Hare Intl to George Bush Intcntl flights
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Midway to Sky Harbor Intl flights
Midway to LaGuardia flights
Midway to Atlanta flights
O'Hare Intl to Baltimore flights
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O'Hare Intl to Reagan-National flights
Midway to Hobby flights
O'Hare Intl to Salt Lake City flights
O'Hare Intl to West Palm Beach flights
O'Hare Intl to Ontario flights
O'Hare Intl to Nashville flights
O'Hare Intl to Burbank flights
O'Hare Intl to Philadelphia flights
O'Hare Intl to Palm Springs flights
O'Hare Intl to Key West flights
O'Hare Intl to Portland flights
O'Hare Intl to Charlotte flights
Midway to Tampa flights
Midway to Denver 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 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$23Average$180FlexibilityNo cancel feeOn-time65%
FrontierCheapest$54Average$199FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$95Average$361FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$178Average$360FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$188Average$404FlexibilityNo cancel feeOn-time63%
DeltaCheapest$195Average$408FlexibilityNo cancel feeOn-timeN/A
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