$47+ Cheap flights from Midway (MDW) to Florida
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 11/2. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MIA
Nov 24 — Dec 11
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Florida with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Midway to FloridaExplore 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 October 25, 2026.
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 October 25, 2026.
This CheapOair deal was found by Cheapflights users on 10/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/161:08 pm -
Nonstop2h 11m
Thu 11/196:30 am -
Nonstop2h 24m
Deal found 10/23![Allegiant Air logo]()
$78
This CheapOair deal was found by Cheapflights users on 10/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/26:44 pm -
Nonstop2h 11m
Fri 11/67:30 am -
Nonstop2h 18m
Deal found 10/20![Allegiant Air logo]()
$93
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:42 pm -
1 stop13h 43m
Wed 11/115:34 pm -
1 stop7h 13m
Deal found 10/24![Frontier logo]()
$129
This Southwest deal was found by Cheapflights users on 10/22. 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.
Tue 12/1511:45 am -
2 stops8h 00m
Fri 12/256:50 am -
Nonstop3h 05m
Deal found 10/22![Southwest logo]()
$130
This Southwest deal was found by Cheapflights users on 10/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/118:15 am -
1 stop6h 15m
Thu 11/126:40 am -
Nonstop3h 05m
Deal found 10/20![Southwest logo]()
$131
This CheapOair deal was found by Cheapflights users on 10/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/199:44 am -
Nonstop2h 05m
Sun 11/226:30 am -
Nonstop2h 24m
Deal found 10/21![Allegiant Air logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/510:40 am -
1 stop6h 54m
Tue 12/86:26 am -
1 stop6h 07m
Deal found 10/24![Frontier logo]()
$132
This Cheapflightsfares deal was found by Cheapflights users on 10/21. 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 12/210:21 am -
1 stop11h 57m
Sat 12/126:26 am -
1 stop6h 07m
Deal found 10/21![Frontier logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/510:40 am -
1 stop6h 54m
Wed 12/96:26 am -
1 stop6h 07m
Deal found 10/24![Frontier logo]()
$134
This Southwest deal was found by Cheapflights users on 10/21. 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.
Tue 11/176:20 pm -
Nonstop3h 00m
Sat 11/216:40 am -
Nonstop3h 05m
Deal found 10/21![Southwest logo]()
$135
This Southwest deal was found by Cheapflights users on 10/21. 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.
Wed 11/183:50 pm -
1 stop5h 10m
Sun 11/225:40 am -
1 stop5h 45m
Deal found 10/21![Southwest logo]()
$136
This Southwest deal was found by Cheapflights users on 10/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/118:15 am -
1 stop6h 15m
Fri 11/136:40 am -
Nonstop3h 05m
Deal found 10/20![Southwest logo]()
$137
Best flights from Midway to FloridaDiscover carefully curated flight deals from Midway to Florida that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 25, 2026.
Discover carefully curated flight deals from Midway to Florida that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 25, 2026.
This Southwest deal was found by Cheapflights users on 10/24. 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 1/233:30 pm -
Nonstop2h 55m
Mon 1/255:45 am -
1 stop6h 05m
Deal found 10/24![Southwest logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 10/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/161:08 pm -
Nonstop2h 11m
Thu 11/1912:39 pm -
1 stop25h 01m
Deal found 10/25![Allegiant Air logo]()
$196
This Delta deal was found by Cheapflights users on 10/24. 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.
Thu 1/79:38 am -
1 stop6h 53m
Thu 1/148:00 am -
1 stop6h 17m
Deal found 10/24![Delta logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/147:15 am -
1 stop10h 16m
Sun 11/157:03 pm -
1 stop5h 44m
Deal found 10/24![Frontier logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 10/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/228:42 pm -
3 stops24h 31m
Tue 11/246:50 am -
Nonstop2h 52m
Deal found 10/21![Multiple Airlines logo]()
$333
This Southwest deal was found by Cheapflights users on 10/21. 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 11/712:30 pm -
1 stop4h 50m
Thu 11/126:40 am -
Nonstop3h 05m
Deal found 10/21![Southwest logo]()
$189
This CheapOair deal was found by Cheapflights users on 10/22. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/36:10 pm -
Nonstop2h 52m
Sun 12/63:27 pm -
Nonstop2h 53m
Deal found 10/22![Allegiant Air logo]()
$215
This Southwest deal was found by Cheapflights users on 10/22. 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.
Wed 11/186:20 pm -
Nonstop3h 00m
Thu 11/196:50 am -
Nonstop3h 05m
Deal found 10/22![Southwest logo]()
$200
This Delta deal was found by Cheapflights users on 10/24. 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 1/91:59 pm -
1 stop6h 48m
Sat 1/168:00 am -
1 stop6h 17m
Deal found 10/24![Delta logo]()
$242
This Southwest deal was found by Cheapflights users on 10/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/98:05 am -
1 stop6h 10m
Sun 1/175:45 am -
1 stop7h 55m
Deal found 10/20![Southwest logo]()
$206
This Cheapflightsfares deal was found by Cheapflights users on 10/23. 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.
Thu 11/195:57 pm -
Nonstop2h 47m
Sun 11/223:15 pm -
Nonstop2h 52m
Deal found 10/23![Allegiant Air logo]()
$236
This Delta deal was found by Cheapflights users on 10/22. 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 12/129:37 am -
1 stop6h 45m
Tue 12/155:20 am -
1 stop7h 44m
Deal found 10/22![Delta logo]()
$251
This Southwest deal was found by Cheapflights users on 10/23. 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.
Fri 1/228:15 am -
1 stop4h 30m
Tue 1/2610:25 am -
1 stop5h 35m
Deal found 10/23![Southwest logo]()
$224
This Cheapflightsfares deal was found by Cheapflights users on 10/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/510:12 am -
Nonstop2h 48m
Tue 11/246:50 am -
Nonstop2h 52m
Deal found 10/20![Allegiant Air logo]()
$268
This Southwest deal was found by Cheapflights users on 10/24. 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.
Thu 1/75:45 pm -
Nonstop2h 55m
Mon 1/1111:05 am -
1 stop4h 45m
Deal found 10/24![Southwest logo]()
$227
This Delta deal was found by Cheapflights users on 10/22. 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 1/95:25 pm -
1 stop6h 27m
Thu 1/2112:01 pm -
1 stop7h 36m
Deal found 10/22![Delta logo]()
$275
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/225:57 pm -
Nonstop2h 47m
Wed 12/29:10 am -
3 stops30h 31m
Deal found 10/23![Multiple Airlines logo]()
$342
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/133:16 pm -
1 stop4h 37m
Sun 11/158:00 am -
Nonstop2h 52m
Deal found 10/22![Allegiant Air logo]()
$272
This Delta deal was found by Cheapflights users on 10/21. 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.
Thu 11/196:00 am -
1 stop6h 22m
Wed 12/25:45 pm -
1 stop6h 09m
Deal found 10/21![Delta logo]()
$277
This Southwest deal was found by Cheapflights users on 10/24. 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 11/141:05 pm -
2 stops6h 55m
Sat 11/214:30 pm -
1 stop5h 25m
Deal found 10/24![Southwest logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/225:57 pm -
Nonstop2h 47m
Mon 11/309:37 am -
3 stops50h 56m
Deal found 10/23![Multiple Airlines logo]()
$377
This Expedia deal was found by Cheapflights users on 10/23. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1210:12 am -
Nonstop2h 48m
Sun 11/158:00 am -
Nonstop2h 52m
Deal found 10/23![Allegiant Air logo]()
$287
This Delta deal was found by Cheapflights users on 10/23. 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.
Fri 11/136:00 am -
1 stop8h 03m
Thu 11/197:10 am -
1 stop4h 14m
Deal found 10/23![Delta logo]()
$294
This Southwest deal was found by Cheapflights users on 10/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/304:50 pm -
Nonstop2h 35m
Sat 12/57:25 am -
Nonstop2h 55m
Deal found 10/20![Southwest logo]()
$245
This CheapOair deal was found by Cheapflights users on 10/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/510:12 am -
Nonstop2h 48m
Sun 11/88:00 am -
Nonstop2h 52m
Deal found 10/20![Allegiant Air logo]()
$294
This Delta deal was found by Cheapflights users on 10/22. 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 12/21:41 pm -
1 stop6h 50m
Sat 12/128:15 am -
1 stop7h 49m
Deal found 10/22![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 10/22. 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.
Thu 1/77:45 am -
1 stop7h 15m
Thu 1/145:55 am -
1 stop7h 45m
Deal found 10/22![Southwest logo]()
$251
This Southwest deal was found by Cheapflights users on 10/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/178:15 am -
1 stop3h 55m
Tue 11/245:15 am -
Nonstop2h 45m
Deal found 10/20![Southwest logo]()
$252
This Delta deal was found by Cheapflights users on 10/21. 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 1/66:00 am -
1 stop5h 48m
Fri 1/86:45 pm -
1 stop4h 25m
Deal found 10/21![Delta logo]()
$316
This Cheapflightsfares deal was found by Cheapflights users on 10/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/229:42 am -
Nonstop2h 47m
Sun 12/272:11 pm -
Nonstop2h 52m
Deal found 10/20![Allegiant Air logo]()
$317
Last-minute flights from Midway to FloridaDiscover last-minute flight deals from Midway to Florida. Data last updated October 25, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Florida. Data last updated October 25, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 10/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/26:44 pm -
Nonstop2h 11m
Fri 11/67:30 am -
Nonstop2h 18m
Deal found 10/20![Allegiant Air logo]()
$93
This Cheapflightsfares deal was found by Cheapflights users on 10/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/36:16 am -
1 stop6h 59m
Tue 11/176:31 am -
1 stop12h 16m
Deal found 10/20![Frontier logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:42 pm -
1 stop13h 43m
Wed 11/115:34 pm -
1 stop7h 13m
Deal found 10/24![Frontier logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:42 pm -
1 stop13h 43m
Tue 11/105:30 pm -
1 stop7h 17m
Deal found 10/23![Frontier logo]()
$139
This Southwest deal was found by Cheapflights users on 10/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/118:15 am -
1 stop6h 15m
Thu 11/126:40 am -
Nonstop3h 05m
Deal found 10/20![Southwest logo]()
$131
This Southwest deal was found by Cheapflights users on 10/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/118:15 am -
1 stop6h 15m
Fri 11/136:40 am -
Nonstop3h 05m
Deal found 10/20![Southwest logo]()
$137
This Cheapflightsfares deal was found by Cheapflights users on 10/21. 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.
Fri 11/136:08 am -
1 stop8h 16m
Tue 11/173:10 pm -
1 stop9h 37m
Deal found 10/21![Frontier logo]()
$144
This CheapOair deal was found by Cheapflights users on 10/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/161:08 pm -
Nonstop2h 11m
Thu 11/196:30 am -
Nonstop2h 24m
Deal found 10/23![Allegiant Air logo]()
$78
This Southwest deal was found by Cheapflights users on 10/21. 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.
Tue 11/176:20 pm -
Nonstop3h 00m
Sat 11/216:40 am -
Nonstop3h 05m
Deal found 10/21![Southwest logo]()
$135
This Southwest deal was found by Cheapflights users on 10/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/171:20 pm -
2 stops6h 25m
Fri 11/206:40 am -
Nonstop3h 05m
Deal found 10/20![Southwest logo]()
$142
This Southwest deal was found by Cheapflights users on 10/21. 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.
Wed 11/183:50 pm -
1 stop5h 10m
Sun 11/225:40 am -
1 stop5h 45m
Deal found 10/21![Southwest logo]()
$136
This CheapOair deal was found by Cheapflights users on 10/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/199:44 am -
Nonstop2h 05m
Sun 11/226:30 am -
Nonstop2h 24m
Deal found 10/21![Allegiant Air logo]()
$131
One-way flights from Midway to FloridaSearch for one-way flight options from Midway to Florida. Find affordable one-way fares based on user searches. Data last updated October 25, 2026.
Search for one-way flight options from Midway to Florida. Find affordable one-way fares based on user searches. Data last updated October 25, 2026.
This CheapOair deal was found by Cheapflights users on 10/22. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/26:44 pm -
Nonstop2h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Allegiant Air logo]()
$47
This Jetabroad deal was found by Cheapflights users on 10/20. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/136:10 pm -
Nonstop2h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Allegiant Air logo]()
$52
This Cheapflightsfares deal was found by Cheapflights users on 10/21. 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.
Mon 11/306:51 pm -
Nonstop2h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Allegiant Air logo]()
$53
This Super.com deal was found by Cheapflights users on 10/24. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/91:08 pm -
Nonstop2h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Allegiant Air logo]()
$59
This Super.com deal was found by Cheapflights users on 10/24. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/166:01 am -
1 stop10h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Frontier logo]()
$68
This Trip.com deal was found by Cheapflights users on 10/24. 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.
Mon 11/96:42 pm -
1 stop13h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Frontier logo]()
$69
This Southwest deal was found by Cheapflights users on 10/23. 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 12/67:30 pm -
Nonstop3h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Southwest logo]()
$70
This Southwest deal was found by Cheapflights users on 10/21. 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.
Mon 11/237:45 am -
1 stop4h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Southwest logo]()
$71
This Southwest deal was found by Cheapflights users on 10/23. 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.
Fri 11/134:50 pm -
1 stop5h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Southwest logo]()
$74
This Super.com deal was found by Cheapflights users on 10/24. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/147:15 am -
1 stop7h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Frontier logo]()
$75
This Southwest deal was found by Cheapflights users on 10/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/16:20 pm -
Nonstop3h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Southwest logo]()
$76
This Super.com deal was found by Cheapflights users on 10/20. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1212:28 pm -
1 stop10h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Frontier logo]()
$79
Find flight deals from Midway to Florida
Keep the following information in mind while searching for Midway to Florida flight deals. Data was last updated October 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $78 (CheapOair) |
One-way from | $47 (CheapOair) |
Popular in | June |
Cheapest in | February |
Average price | $315 |
Good round-trip deal | $155 or less |
Good one-way deal | $53 or less |
Cheapflights Fare Finder
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 7,457,451 searches. Data last updated October 25, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Florida that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoValparaiso
MDW Chicago Midway - VPS Valparaiso Destin-Ft Walton Beach
MDWVPS
Chicago Midway
Mon 11/2
6:44 pm-8:55 pm
Nonstop2h 11m
Valparaiso Destin-Ft Walton Beach
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$47
ChicagoPunta Gorda
MDW Chicago Midway - PGD Punta Gorda
MDWPGD
Chicago Midway
Sun 12/13
6:10 pm-10:02 pm
Nonstop2h 52m
Punta Gorda
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$52
Quickest round-trip
ChicagoValparaiso
MDW Chicago Midway - VPS Valparaiso Destin-Ft Walton Beach
MDWVPS
Chicago Midway
Mon 11/30
6:51 pm-8:56 pm
Nonstop2h 05m
Valparaiso Destin-Ft Walton Beach
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$53
ChicagoFort Lauderdale
MDW Chicago Midway - FLL Fort Lauderdale
MDWFLL
Chicago Midway
Wed 1/20
5:45 pm-9:40 pm
Nonstop2h 55m
Fort Lauderdale
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$76
ChicagoFort Lauderdale
MDW Chicago Midway - FLL Fort Lauderdale
MDWFLL
Chicago Midway
Sat 11/14
7:55 am-11:55 am
Nonstop3h 00m
Fort Lauderdale
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$76
ChicagoFort Lauderdale
MDW Chicago Midway - FLL Fort Lauderdale
MDWFLL
Chicago Midway
Sun 11/15
7:30 pm-11:30 pm
Nonstop3h 00m
Fort Lauderdale
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$92
ChicagoFort Lauderdale
MDW Chicago Midway - FLL Fort Lauderdale
MDWFLL
Chicago Midway
Sun 11/15
9:30 am-5:51 pm
1 stop7h 21m
Fort Lauderdale
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$109
ChicagoValparaiso
MDW Chicago Midway - VPS Valparaiso Destin-Ft Walton Beach
MDWVPS
Chicago Midway
Fri 11/6
10:38 am-12:49 pm
Nonstop2h 11m
Valparaiso Destin-Ft Walton Beach
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$110
ChicagoOrlando
MDW Chicago Midway - MCO Orlando
MDWMCO
Chicago Midway
Mon 11/16
8:25 am-1:50 pm
1 stop4h 25m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$121
ChicagoTampa
MDW Chicago Midway - TPA Tampa
MDWTPA
Chicago Midway
Fri 12/11
6:50 pm-10:30 pm
Nonstop2h 40m
Tampa
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$122
Showing 1-10 of 60 resultsSorted by cheapest first
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.
MDW-VPS
MDW-FLL
MDW-JAX
MDW-PGD
MDW-RSW
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.
Cheapflights Insights
Everything you need to know about your flight from Chicago Midway Airport to Florida
MDW-USFL
MDW-VPS
MDW-FLL
MDW-JAX
MDW-PGD
What is the cheapest month to book a flight from Chicago Midway Airport to Florida?
Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Florida (average of $258). Flying from Chicago Midway Airport to Florida in June is currently the most expensive (average of $412). 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 October 25, 2026.
Unlike in the evening, when flights are generally more expensive, you can save up to 16% on flights from Chicago Midway Airport to Florida by exploring options for tickets at noon.
How much does it cost to fly round-trip from Chicago Midway Airport to Florida?
Airfare is below average for this route at the moment.
Chicago Midway Airport to Florida flights typically cost between $234 and $434 in November.The cheapest round-trip price found within the last 5 days was $230 on Frontier (Nov 18-Nov 23).
How far ahead should I book a flight from Chicago Midway Airport to Florida?
The best time to book flights from Chicago Midway Airport to Florida is 86 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest day to fly from Chicago Midway Airport to Florida?
Use this chart to determine the cheapest time to fly round-trip from Midway to Florida. Price data was last updated on October 24, 2026.
Travelers seeking maximum savings on their Chicago Midway Airport to Florida flight should consider departing on Sunday at noon when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
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 October 25, 2026.
Read reviews from past customers who have flown Southwest,Delta, andAllegiant Air from Chicago Midway Airport to Florida. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.4
Overall
7.9
Food
7.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Comfort
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.4
Overall
7.9
Food
7.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Comfort
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.4
Overall
7.9
Food
7.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Comfort
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.4
Overall
7.9
Food
7.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Comfort
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.4
Overall
7.9
Food
7.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Comfort
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.4
Overall
7.9
Food
7.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
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 Florida
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Complete your trip
Complete your trip to Florida by adding a car rental and/or hotel reservation to your travel itinerary.
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.
Midway and Florida flights
Browse other Midway and Florida flight options. Last updated on October 25, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Midway to Florida flights
Consider these flights traveling from Midway to Florida.
Top 4 airlines flying from Midway to Florida
Discover the top 4 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 7,457,451 searches. Data last updated October 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$59 | Average$235 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$134 | Average$353 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$197 | Average$399 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$203 | Average$395 | FlexibilityNo cancel fee | On-time71% |