Cheap flights from Midway (MDW) to Florida from $37
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/29. 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.
MDW — MIA
May 21 — May 281
From?
To?
1 adult, Economy
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How far in advance should I book a flight from Chicago Midway Airport to Florida?
To save up to 27% on this flight, we recommend booking at least 31 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Chicago Midway Airport to Florida from $149 1-2 weeks out and tickets from $227 for flights departing within the next 72 hours.
What is the cheapest month to fly from Chicago Midway Airport to Florida?
May can be a great time to fly to Florida from Chicago Midway Airport with a flight ticket averaging about $230. Cheapflights users have found deals in the month of May for as cheap as $61. The most expensive prices can be found in the month of March.
When is the cheapest time to fly from Chicago Midway Airport to Florida (MDW - FL)?
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.
Cheap Frontier flights from Midway to Florida
Explore cheap flight options specifically provided by Frontier for the route between Midway and Florida. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
Peruse some of the lowest-priced Frontier flights we've found from Chicago to Florida. Deals update often to give you more flight options matching your criteria
Wed 8/2812:34 pmMDW - TPA
Nonstop2h 36mFrontier
Wed 9/45:05 pmTPA - MDW
Nonstop2h 43mFrontier
Deal found 5/15$68
Tue 8/2712:34 pmMDW - TPA
Nonstop2h 36mFrontier
Fri 9/135:05 pmTPA - MDW
Nonstop2h 43mFrontier
Deal found 5/15$70
Tue 8/2012:34 pmMDW - TPA
Nonstop2h 36mFrontier
Mon 8/265:05 pmTPA - MDW
Nonstop2h 43mFrontier
Deal found 5/15$71
Mon 6/178:27 amMDW - MIA
Nonstop3h 07mFrontier
Wed 6/265:20 amMIA - MDW
Nonstop3h 11mFrontier
Deal found 5/16$72
Tue 7/97:37 pmMDW - MIA
Nonstop3h 04mFrontier
Fri 7/126:30 amMIA - MDW
Nonstop3h 06mFrontier
Deal found 5/15$73
Wed 7/38:27 amMDW - MIA
Nonstop3h 07mFrontier
Tue 7/95:08 pmMIA - MDW
Nonstop3h 10mFrontier
Deal found 5/14$74
Fri 6/78:27 amMDW - MIA
Nonstop3h 07mFrontier
Wed 6/125:20 amMIA - MDW
Nonstop3h 11mFrontier
Deal found 5/16$75
Wed 6/58:27 amMDW - MIA
Nonstop3h 07mFrontier
Tue 8/65:08 pmMIA - MDW
Nonstop3h 10mFrontier
Deal found 5/14$76
Mon 6/108:27 amMDW - MIA
Nonstop3h 07mFrontier
Fri 6/145:20 amMIA - MDW
Nonstop3h 11mFrontier
Deal found 5/16$77
Cheap Delta flights from Midway to Florida
Explore cheap flight options specifically provided by Delta for the route between Midway and Florida. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
To aid your search, here are some of the cheapest Delta flights we've found from Chicago to Florida. Make sure to examine the flight information before completing your reservation.
Tue 8/133:45 pmMDW - MCO
1 stop6h 03mDelta
Sat 8/245:30 amMCO - MDW
1 stop4h 42mDelta
Deal found 5/15$196
Fri 5/311:21 pmMDW - TPA
1 stop7h 12mDelta
Sat 6/15:59 pmTPA - MDW
1 stop5h 02mDelta
Deal found 5/15$209
Wed 8/286:00 amMDW - TPA
1 stop6h 44mDelta
Sat 9/149:45 amTPA - MDW
1 stop4h 26mDelta
Deal found 5/15$214
Sat 8/242:05 pmMDW - MIA
1 stop5h 30mDelta
Tue 8/277:00 amMIA - MDW
1 stop7h 06mDelta
Deal found 5/16$216
Sat 5/253:45 pmMDW - PBI
1 stop4h 59mDelta
Tue 6/43:32 pmPBI - MDW
1 stop7h 29mDelta
Deal found 5/14$242
Tue 5/219:32 amMDW - RSW
1 stop4h 49mDelta
Sat 5/255:55 pmRSW - MDW
1 stop5h 06mDelta
Deal found 5/14$256
Sat 5/253:45 pmMDW - TPA
1 stop7h 12mDelta
Mon 5/278:30 amTPA - MDW
1 stop4h 22mDelta
Deal found 5/15$260
Sun 5/2611:01 amMDW - RSW
1 stop4h 07mDelta
Tue 6/115:33 pmRSW - MDW
1 stop5h 13mDelta
Deal found 5/15$276
Tue 5/216:00 amMDW - TPA
1 stop6h 48mDelta
Thu 5/236:00 amTPA - MDW
1 stop7h 40mDelta
Deal found 5/15$289
Cheap Midway to Florida flights in May & June 2024
Find cheap flight options from Midway to Florida specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,637,452 searches. Prices were last updated on May 16, 2024.
Listed are some of the best fares we've found on flights departing from Chicago to Florida in 2024. Check back regularly for other flight deals.
Fri 6/78:27 amMDW - MIA
Nonstop3h 07mFrontier
Wed 6/125:20 amMIA - MDW
Nonstop3h 11mFrontier
Deal found 5/16$75
Sun 5/267:49 amMDW - MCO
Nonstop2h 48mFrontier
Wed 5/295:01 amMCO - MDW
Nonstop2h 53mFrontier
Deal found 5/14$75
Wed 6/58:27 amMDW - MIA
Nonstop3h 07mFrontier
Tue 8/65:08 pmMIA - MDW
Nonstop3h 10mFrontier
Deal found 5/14$76
Mon 6/108:27 amMDW - MIA
Nonstop3h 07mFrontier
Fri 6/145:20 amMIA - MDW
Nonstop3h 11mFrontier
Deal found 5/16$77
Thu 6/65:57 pmMDW - TPA
Nonstop2h 41mFrontier
Tue 6/116:50 amTPA - MDW
Nonstop2h 50mFrontier
Deal found 5/15$77
Tue 6/117:36 pmMDW - MIA
Nonstop3h 08mFrontier
Sat 6/156:20 amMIA - MDW
Nonstop3h 14mFrontier
Deal found 5/15$78
Wed 6/128:27 amMDW - MIA
Nonstop3h 07mFrontier
Wed 6/195:20 amMIA - MDW
Nonstop3h 11mFrontier
Deal found 5/16$79
Wed 6/58:27 amMDW - MIA
Nonstop3h 07mFrontier
Tue 6/114:27 pmMIA - MDW
Nonstop3h 14mFrontier
Deal found 5/15$80
Wed 5/297:23 pmMDW - MIA
Nonstop3h 11mFrontier
Mon 6/34:12 pmMIA - MDW
Nonstop3h 15mFrontier
Deal found 5/15$81
Midway to Florida 2024 flight deals
Discover exclusive flight deals for travel between Midway and Florida in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
Listed are some of the best fares we've found on flights departing from Chicago to Florida in 2024. Check back regularly for other flight deals.
Tue 6/117:36 pmMDW - MIA
Nonstop3h 08mFrontier
Sat 6/156:20 amMIA - MDW
Nonstop3h 14mFrontier
Deal found 5/15$78
Wed 6/128:27 amMDW - MIA
Nonstop3h 07mFrontier
Wed 6/195:20 amMIA - MDW
Nonstop3h 11mFrontier
Deal found 5/16$79
Wed 6/58:27 amMDW - MIA
Nonstop3h 07mFrontier
Tue 6/114:27 pmMIA - MDW
Nonstop3h 14mFrontier
Deal found 5/15$80
Thu 8/292:45 pmMDW - TPA
Nonstop2h 36mFrontier
Tue 9/175:05 pmTPA - MDW
Nonstop2h 43mFrontier
Deal found 5/15$80
Thu 8/152:54 pmMDW - MCO
Nonstop2h 41mFrontier
Thu 8/2212:11 pmMCO - MDW
Nonstop2h 48mFrontier
Deal found 5/15$80
Wed 5/297:23 pmMDW - MIA
Nonstop3h 11mFrontier
Mon 6/34:12 pmMIA - MDW
Nonstop3h 15mFrontier
Deal found 5/15$81
Wed 6/58:27 amMDW - MIA
Nonstop3h 07mFrontier
Sat 6/86:20 amMIA - MDW
Nonstop3h 14mFrontier
Deal found 5/15$82
Wed 6/56:20 amMDW - TPA
Nonstop2h 40mFrontier
Tue 6/116:50 amTPA - MDW
Nonstop2h 50mFrontier
Deal found 5/14$82
Wed 5/227:23 pmMDW - MIA
Nonstop3h 11mFrontier
Wed 5/294:12 pmMIA - MDW
Nonstop3h 15mFrontier
Deal found 5/15$83
Non-stop flights to Florida from Midway
Discover non-stop flight options from Midway to Florida. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
Consider booking one of these non-stop flights heading from Chicago to Florida. Users can also choose from other Chicago to Florida flights by using the search form above.
Wed 5/297:23 pmMDW - MIA
Nonstop3h 11mFrontier
Wed 6/55:20 amMIA - MDW
Nonstop3h 11mFrontier
Deal found 5/15$37
Tue 6/117:36 pmMDW - MIA
Nonstop3h 08mFrontier
Wed 6/125:20 amMIA - MDW
Nonstop3h 11mFrontier
Deal found 5/15$40
Mon 6/37:23 pmMDW - MIA
Nonstop3h 11mFrontier
Wed 6/55:20 amMIA - MDW
Nonstop3h 11mFrontier
Deal found 5/15$47
Tue 6/117:36 pmMDW - MIA
Nonstop3h 08mFrontier
Wed 6/195:20 amMIA - MDW
Nonstop3h 11mFrontier
Deal found 5/14$52
Wed 5/297:23 pmMDW - MIA
Nonstop3h 11mFrontier
Thu 6/67:40 pmMIA - MDW
Nonstop3h 16mFrontier
Deal found 5/15$53
Mon 6/37:23 pmMDW - MIA
Nonstop3h 11mFrontier
Fri 6/75:20 amMIA - MDW
Nonstop3h 11mFrontier
Deal found 5/15$57
Tue 7/307:37 pmMDW - MIA
Nonstop3h 04mFrontier
Tue 8/64:27 pmMIA - MDW
Nonstop3h 06mFrontier
Deal found 5/15$58
Tue 8/2712:34 pmMDW - TPA
Nonstop2h 36mFrontier
Sat 9/1412:19 pmTPA - MDW
Nonstop2h 43mFrontier
Deal found 5/15$58
Mon 6/248:27 amMDW - MIA
Nonstop3h 07mFrontier
Wed 6/265:20 amMIA - MDW
Nonstop3h 11mFrontier
Deal found 5/15$59
Midway to Florida flights leaving soon
Find last-minute flight options from Midway to Florida for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
Book one of these great deals on flights from Chicago to Florida. Users should be sure to double check the price, date, and time of their last-minute flight.
Sun 5/267:49 amMDW - MCO
Nonstop2h 48mFrontier
Wed 5/295:01 amMCO - MDW
Nonstop2h 53mFrontier
Deal found 5/14$75
Wed 5/227:23 pmMDW - MIA
Nonstop3h 11mFrontier
Wed 5/294:12 pmMIA - MDW
Nonstop3h 15mFrontier
Deal found 5/15$83
Sun 5/267:49 amMDW - MCO
Nonstop2h 48mFrontier
Wed 5/295:01 amMCO - MDW
Nonstop2h 53mFrontier
Deal found 5/15$84
Tue 5/286:07 pmMDW - TPA
Nonstop2h 42mFrontier
Sat 6/110:22 pmTPA - MDW
Nonstop2h 47mFrontier
Deal found 5/15$94
Sun 5/266:21 pmMDW - TPA
Nonstop2h 42mFrontier
Tue 6/410:44 pmTPA - MDW
Nonstop2h 47mFrontier
Deal found 5/15$97
Sun 5/266:21 pmMDW - TPA
Nonstop2h 42mFrontier
Sat 6/110:22 pmTPA - MDW
Nonstop2h 47mFrontier
Deal found 5/15$98
Sun 5/267:49 amMDW - MCO
Nonstop2h 48mFrontier
Fri 5/3110:25 amMCO - MDW
Nonstop2h 55mFrontier
Deal found 5/15$98
Thu 5/306:22 pmMDW - TPA
Nonstop2h 42mFrontier
Wed 6/510:57 amTPA - MDW
Nonstop2h 48mFrontier
Deal found 5/16$100
Sun 5/266:21 pmMDW - TPA
Nonstop2h 42mFrontier
Sun 6/210:58 pmTPA - MDW
Nonstop2h 47mFrontier
Deal found 5/15$101
One-way flights to Florida from Midway
Search for one-way flight options from Midway to Florida. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
Users traveling one-way from Chicago to Florida can select one of these great deals. Users in need of a round-trip flight from Chicago to Florida instead should update the search form at the top of page.
Sun 6/162:26 pmMDW - MIA
Nonstop3h 08mFrontier
Deal found 5/15$43
Sun 7/142:30 pmMDW - MIA
Nonstop3h 04mFrontier
Deal found 5/15$44
Thu 8/152:45 pmMDW - TPA
Nonstop2h 36mFrontier
Deal found 5/16$44
Sat 6/229:31 amMDW - MIA
Nonstop3h 06mFrontier
Deal found 5/15$45
Sat 6/89:31 amMDW - MIA
Nonstop3h 06mFrontier
Deal found 5/15$46
Tue 6/46:07 pmMDW - TPA
Nonstop2h 42mFrontier
Deal found 5/16$46
Wed 6/198:27 amMDW - MIA
Nonstop3h 07mFrontier
Deal found 5/15$47
Wed 6/56:20 amMDW - TPA
Nonstop2h 40mFrontier
Deal found 5/15$47
Sun 5/267:49 amMDW - MCO
Nonstop2h 48mFrontier
Deal found 5/15$47
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 2,637,452 searches. Data last updated May 16, 2024.
Fly from
Any airport
Fly to
Any airport
Budget
$68 - $196
Route
Depart
Return
Price
Chicago MidwayTampa
MDW - TPA
MDWTPA
Chicago Midway
Wed 8/28
Nonstop2h 36m
Tampa
Wed 9/4
Nonstop2h 43m
$68
Chicago MidwayTampa
MDW - TPA
MDWTPA
Chicago Midway
Tue 8/27
Nonstop2h 36m
Tampa
Fri 9/13
Nonstop2h 43m
$70
Chicago MidwayTampa
MDW - TPA
MDWTPA
Chicago Midway
Tue 8/20
Nonstop2h 36m
Tampa
Mon 8/26
Nonstop2h 43m
$71
Chicago MidwayMiami
MDW - MIA
MDWMIA
Chicago Midway
Mon 6/17
Nonstop3h 07m
Miami
Wed 6/26
Nonstop3h 11m
$72
Chicago MidwayMiami
MDW - MIA
MDWMIA
Chicago Midway
Tue 7/9
Nonstop3h 04m
Miami
Fri 7/12
Nonstop3h 06m
$73
Chicago MidwayMiami
MDW - MIA
MDWMIA
Chicago Midway
Wed 7/3
Nonstop3h 07m
Miami
Tue 7/9
Nonstop3h 10m
$74
Chicago MidwayMiami
MDW - MIA
MDWMIA
Chicago Midway
Fri 6/7
Nonstop3h 07m
Miami
Wed 6/12
Nonstop3h 11m
$75
Chicago MidwayTampa
MDW - TPA
MDWTPA
Chicago Midway
Mon 5/27
Nonstop2h 35m
Tampa
Thu 5/30
Nonstop2h 40m
$157
Chicago MidwayOrlando
MDW - MCO
MDWMCO
Chicago Midway
Tue 8/13
1 stop6h 03m
Orlando
Sat 8/24
1 stop4h 42m
$196
No data available for this route at this time. Please check back soon.
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 May 16, 2024.
See what other customers who have flown with Frontier, Delta and Southwest 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
6,040 reviews
Overall
8.2
Comfort
8.1
Entertainment
7.8
Boarding
8.3
Food
7.3
Crew
8.7
Reviews
1 / 10
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
Southwest
6,040 reviews
Southwest
6,040 reviews
Overall
8.2
Comfort
8.1
Entertainment
7.8
Boarding
8.3
Food
7.3
Crew
8.7
Reviews
1 / 10
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
10,673 reviews
Southwest
6,040 reviews
Overall
8.2
Comfort
8.1
Entertainment
7.8
Boarding
8.3
Food
7.3
Crew
8.7
Reviews
1 / 10
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
Avelo Airlines
67 reviews
Southwest
6,040 reviews
Overall
8.2
Comfort
8.1
Entertainment
7.8
Boarding
8.3
Food
7.3
Crew
8.7
Reviews
1 / 10
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
2,919 reviews
Southwest
6,040 reviews
Overall
8.2
Comfort
8.1
Entertainment
7.8
Boarding
8.3
Food
7.3
Crew
8.7
Reviews
1 / 10
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
415 reviews
Southwest
6,040 reviews
Overall
8.2
Comfort
8.1
Entertainment
7.8
Boarding
8.3
Food
7.3
Crew
8.7
Reviews
1 / 10
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
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.
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Alternative routes for Midway to FloridaSee prices for flight routes from nearby airports that may be better suited for you.
See prices for flight routes from nearby airports that may be better suited for you.
Top 5 airlines flying from Midway to Florida
Discover the top 5 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 2,637,452 searches. Data last updated May 16, 2024.
Search flights from Midway to Florida by cabin class
Find flights from Midway to Florida, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Hourly flight availability from Midway to Florida
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 May 16, 2024.
| 12%of flight departures | Early morningMidnight to 6 am |
|---|---|
| 37%of flight departures | Morning6 am to noon |
| 40%of flight departures | AfternoonNoon to 6 pm |
| 11%of flight departures | Evening6 pm to midnight |
Midnight
6 AM
Noon
6 PM
Book a flight to one of these trending destinations
User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Fly with Cheapflights
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How does Cheapflights help users find flights from Midway to Florida?
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Why should you use Cheapflights to find cheap flight tickets from Midway to Florida?
By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Florida from Midway.
Can Cheapflights find flights from Midway to Florida with no change fees?
Users can book flights with no change fees policies with our dedicated filters. Book flights from Midway to Florida flexibly with Cheapflights today.
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Not ready to book yet? You can track prices for flights from Midway to Florida on Cheapflights with our Price Alert feature and get notified when better prices are available.