$88+ 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 10/3. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MIA
Oct 7 — Oct 141
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 September 7, 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 September 7, 2026.
This Frontier deal was found by Cheapflights users on 9/2. 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.
Sat 10/317:25 am -
1 stop6h 59m
Wed 11/46:39 am -
1 stop12h 08m
Deal found 9/2![Frontier logo]()
$178
This Frontier deal was found by Cheapflights users on 9/2. 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.
Fri 10/236:15 am -
1 stop8h 13m
Wed 10/286:39 am -
1 stop12h 08m
Deal found 9/2![Frontier logo]()
$180
This Frontier deal was found by Cheapflights users on 9/2. 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 10/266:15 am -
1 stop8h 13m
Thu 10/292:22 pm -
1 stop10h 25m
Deal found 9/2![Frontier logo]()
$182
This CheapOair deal was found by Cheapflights users on 9/3. 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.
Sat 10/36:25 am -
1 stop7h 16m
Thu 10/812:27 pm -
1 stop6h 18m
Deal found 9/3![Frontier logo]()
$185
This CheapOair deal was found by Cheapflights users on 9/2. 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 10/16:25 am -
1 stop7h 09m
Thu 10/812:27 pm -
1 stop6h 18m
Deal found 9/2![Frontier logo]()
$187
This CheapOair deal was found by Cheapflights users on 9/3. 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.
Sat 10/36:25 am -
1 stop7h 16m
Sat 10/104:23 pm -
1 stop8h 20m
Deal found 9/3![Frontier logo]()
$188
This CheapOair deal was found by Cheapflights users on 9/2. 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 10/16:25 am -
1 stop7h 09m
Sat 10/36:45 am -
1 stop12h 06m
Deal found 9/2![Frontier logo]()
$190
This Frontier deal was found by Cheapflights users on 9/2. 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 11/231:29 pm -
Nonstop2h 50m
Fri 11/2710:23 am -
Nonstop3h 01m
Deal found 9/2![Frontier logo]()
$190
This Trip.com deal was found by Cheapflights users on 9/2. 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.
Sat 9/266:25 am -
1 stop7h 16m
Mon 9/286:45 am -
1 stop12h 06m
Deal found 9/2![Frontier logo]()
$191
This CheapOair deal was found by Cheapflights users on 9/4. 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 10/196:15 am -
1 stop8h 13m
Thu 10/2212:27 pm -
1 stop6h 18m
Deal found 9/4![Frontier logo]()
$192
This Trip.com deal was found by Cheapflights users on 9/3. 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 10/126:15 am -
1 stop8h 13m
Fri 10/304:23 pm -
1 stop8h 24m
Deal found 9/3![Frontier logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 9/3. 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 11/238:42 pm -
Nonstop2h 43m
Tue 11/245:46 pm -
Nonstop3h 01m
Deal found 9/3![Frontier logo]()
$194
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 September 7, 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 September 7, 2026.
This Southwest deal was found by Cheapflights users on 9/5. 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 10/58:50 am -
Nonstop2h 55m
Wed 10/76:50 am -
Nonstop3h 10m
Deal found 9/5![Southwest logo]()
$219
This Delta deal was found by Cheapflights users on 9/6. 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 9/291:00 pm -
1 stop4h 36m
Tue 10/610:02 am -
1 stop7h 12m
Deal found 9/6![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 9/6. 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 10/27:40 pm -
Nonstop2h 50m
Fri 10/96:05 pm -
1 stop7h 20m
Deal found 9/6![Southwest logo]()
$231
This Southwest deal was found by Cheapflights users on 9/6. 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 9/285:25 am -
1 stop7h 15m
Mon 10/56:35 am -
Nonstop3h 10m
Deal found 9/6![Southwest logo]()
$231
This Delta deal was found by Cheapflights users on 9/3. 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 11/1411:27 am -
1 stop7h 03m
Sat 11/216:00 am -
1 stop7h 51m
Deal found 9/3![Delta logo]()
$267
This Southwest deal was found by Cheapflights users on 9/2. 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 11/131:20 pm -
2 stops7h 35m
Sat 11/148:30 am -
1 stop7h 05m
Deal found 9/2![Southwest logo]()
$244
This Southwest deal was found by Cheapflights users on 9/3. 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 9/267:45 am -
1 stop7h 00m
Sun 9/276:20 am -
Nonstop3h 00m
Deal found 9/3![Southwest logo]()
$261
This Delta deal was found by Cheapflights users on 9/2. 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 10/216:04 am -
1 stop5h 03m
Tue 10/276:30 pm -
1 stop5h 03m
Deal found 9/2![Delta logo]()
$317
This Southwest deal was found by Cheapflights users on 9/6. 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 10/276:05 pm -
Nonstop2h 40m
Sat 10/3111:25 am -
Nonstop2h 40m
Deal found 9/6![Southwest logo]()
$261
This Delta deal was found by Cheapflights users on 9/3. 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 2/2710:35 am -
1 stop5h 23m
Sat 3/64:30 pm -
1 stop6h 40m
Deal found 9/3![Delta logo]()
$331
This Southwest deal was found by Cheapflights users on 9/2. 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 10/104:15 pm -
Nonstop3h 05m
Tue 10/135:05 pm -
1 stop6h 10m
Deal found 9/2![Southwest logo]()
$272
This Delta deal was found by Cheapflights users on 9/3. 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 2/255:25 pm -
1 stop6h 10m
Sat 3/64:30 pm -
1 stop6h 40m
Deal found 9/3![Delta logo]()
$362
This Southwest deal was found by Cheapflights users on 9/5. 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 10/198:35 am -
Nonstop2h 35m
Wed 10/219:25 am -
Nonstop2h 40m
Deal found 9/5![Southwest logo]()
$276
This Delta deal was found by Cheapflights users on 9/4. 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 11/149:30 am -
1 stop6h 48m
Sat 11/216:23 pm -
1 stop5h 31m
Deal found 9/4![Delta logo]()
$365
This Southwest deal was found by Cheapflights users on 9/3. 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 11/146:10 am -
Nonstop3h 05m
Sat 11/216:40 am -
Nonstop3h 05m
Deal found 9/3![Southwest logo]()
$278
This Southwest deal was found by Cheapflights users on 9/6. 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 9/241:30 pm -
Nonstop2h 55m
Wed 9/304:55 pm -
Nonstop3h 10m
Deal found 9/6![Southwest logo]()
$279
This Delta deal was found by Cheapflights users on 9/2. 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 12/31:02 pm -
1 stop4h 50m
Sun 12/66:00 am -
1 stop8h 01m
Deal found 9/2![Delta logo]()
$372
This Southwest deal was found by Cheapflights users on 9/4. 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 11/147:55 am -
1 stop3h 55m
Sun 11/227:25 am -
Nonstop2h 50m
Deal found 9/4![Southwest logo]()
$282
This KAYAK deal was found by Cheapflights users on 9/2. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/239:29 am -
1 stop6h 53m
Fri 9/256:59 pm -
1 stop4h 45m
Deal found 9/2![Delta logo]()
$390
This Southwest deal was found by Cheapflights users on 9/4. 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 10/237:40 pm -
Nonstop2h 55m
Tue 10/273:35 pm -
1 stop4h 45m
Deal found 9/4![Southwest logo]()
$284
This Delta deal was found by Cheapflights users on 9/5. 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 11/44:19 pm -
1 stop5h 59m
Tue 11/106:00 am -
1 stop5h 24m
Deal found 9/5![Delta logo]()
$411
This Southwest deal was found by Cheapflights users on 9/3. 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 10/32:40 pm -
1 stop6h 00m
Mon 10/57:50 pm -
Nonstop2h 45m
Deal found 9/3![Southwest logo]()
$286
This Delta deal was found by Cheapflights users on 9/3. 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 12/45:14 pm -
1 stop6h 43m
Mon 12/78:00 am -
1 stop6h 01m
Deal found 9/3![Delta logo]()
$422
This Southwest deal was found by Cheapflights users on 9/2. 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 9/287:55 pm -
Nonstop2h 35m
Wed 9/307:35 am -
Nonstop2h 40m
Deal found 9/2![Southwest logo]()
$291
This Delta deal was found by Cheapflights users on 9/3. 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 11/1011:27 am -
1 stop4h 43m
Sat 11/146:05 pm -
1 stop5h 49m
Deal found 9/3![Delta logo]()
$425
This Southwest deal was found by Cheapflights users on 9/6. 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 11/166:15 am -
Nonstop2h 40m
Fri 11/206:50 pm -
Nonstop2h 45m
Deal found 9/6![Southwest logo]()
$291
This Delta deal was found by Cheapflights users on 9/5. 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.
Sun 11/156:00 am -
1 stop6h 42m
Sat 11/215:16 pm -
1 stop5h 38m
Deal found 9/5![Delta logo]()
$444
This Southwest deal was found by Cheapflights users on 9/5. 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 10/225:05 am -
Nonstop2h 40m
Wed 10/2812:25 pm -
Nonstop2h 50m
Deal found 9/5![Southwest logo]()
$325
This Delta deal was found by Cheapflights users on 9/5. 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 11/215:13 pm -
1 stop6h 11m
Fri 11/275:16 pm -
1 stop5h 38m
Deal found 9/5![Delta logo]()
$471
This Southwest deal was found by Cheapflights users on 9/6. 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 10/19:00 pm -
Nonstop2h 30m
Thu 10/87:50 pm -
Nonstop2h 45m
Deal found 9/6![Southwest logo]()
$327
Last-minute flights from Midway to FloridaDiscover last-minute flight deals from Midway to Florida. Data last updated September 7, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Florida. Data last updated September 7, 2026 and is based on user searches.
This Trip.com deal was found by Cheapflights users on 9/2. 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.
Sat 9/266:25 am -
1 stop7h 16m
Mon 9/286:45 am -
1 stop12h 06m
Deal found 9/2![Frontier logo]()
$191
This CheapOair deal was found by Cheapflights users on 9/2. 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 10/16:25 am -
1 stop7h 09m
Thu 10/812:27 pm -
1 stop6h 18m
Deal found 9/2![Frontier logo]()
$187
This CheapOair deal was found by Cheapflights users on 9/2. 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 10/16:25 am -
1 stop7h 09m
Sat 10/36:45 am -
1 stop12h 06m
Deal found 9/2![Frontier logo]()
$190
This Trip.com deal was found by Cheapflights users on 9/6. 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.
Thu 10/16:25 am -
1 stop7h 09m
Wed 10/76:45 am -
1 stop12h 06m
Deal found 9/6![Frontier logo]()
$195
This CheapOair deal was found by Cheapflights users on 9/3. 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.
Sat 10/36:25 am -
1 stop7h 16m
Thu 10/812:27 pm -
1 stop6h 18m
Deal found 9/3![Frontier logo]()
$185
This CheapOair deal was found by Cheapflights users on 9/3. 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.
Sat 10/36:25 am -
1 stop7h 16m
Sat 10/104:23 pm -
1 stop8h 20m
Deal found 9/3![Frontier logo]()
$188
This Trip.com deal was found by Cheapflights users on 9/3. 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 10/126:15 am -
1 stop8h 13m
Fri 10/304:23 pm -
1 stop8h 24m
Deal found 9/3![Frontier logo]()
$194
This CheapOair deal was found by Cheapflights users on 9/4. 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 10/196:15 am -
1 stop8h 13m
Thu 10/2212:27 pm -
1 stop6h 18m
Deal found 9/4![Frontier logo]()
$192
This Expedia deal was found by Cheapflights users on 9/2. 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.
Tue 10/206:21 am -
1 stop10h 00m
Wed 10/214:53 pm -
1 stop7h 50m
Deal found 9/2![Frontier logo]()
$195
This Frontier deal was found by Cheapflights users on 9/2. 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.
Fri 10/236:15 am -
1 stop8h 13m
Wed 10/286:39 am -
1 stop12h 08m
Deal found 9/2![Frontier logo]()
$180
This Frontier deal was found by Cheapflights users on 9/2. 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 10/266:15 am -
1 stop8h 13m
Thu 10/292:22 pm -
1 stop10h 25m
Deal found 9/2![Frontier logo]()
$182
This Frontier deal was found by Cheapflights users on 9/2. 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.
Sat 10/317:25 am -
1 stop6h 59m
Wed 11/46:39 am -
1 stop12h 08m
Deal found 9/2![Frontier logo]()
$178
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 September 7, 2026.
Search for one-way flight options from Midway to Florida. Find affordable one-way fares based on user searches. Data last updated September 7, 2026.
This Super.com deal was found by Cheapflights users on 9/3. 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 10/36:25 am -
1 stop7h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Frontier logo]()
$88
This Frontier deal was found by Cheapflights users on 9/2. 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 10/206:21 am -
1 stop7h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Frontier logo]()
$89
This CheapOair deal was found by Cheapflights users on 9/5. 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.
Sat 9/266:25 am -
1 stop7h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Frontier logo]()
$90
This Frontier deal was found by Cheapflights users on 9/3. 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.
Thu 10/16:25 am -
1 stop7h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Frontier logo]()
$91
This CheapOair deal was found by Cheapflights users on 9/3. 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.
Fri 11/136:16 am -
1 stop8h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Frontier logo]()
$92
This Super.com deal was found by Cheapflights users on 9/2. 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.
Tue 10/279:53 am -
1 stop11h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Frontier logo]()
$93
This Jetabroad deal was found by Cheapflights users on 9/5. 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.
Mon 11/96:16 am -
1 stop8h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Frontier logo]()
$94
This Super.com deal was found by Cheapflights users on 9/6. 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 10/126:15 am -
1 stop8h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Frontier logo]()
$96
This Frontier deal was found by Cheapflights users on 9/3. 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 10/196:15 am -
1 stop8h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Frontier logo]()
$97
This Southwest deal was found by Cheapflights users on 9/4. 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 9/286:20 pm -
Nonstop3h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Southwest logo]()
$99
This Super.com deal was found by Cheapflights users on 9/3. 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 10/106:21 am -
1 stop11h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Frontier logo]()
$102
This Super.com deal was found by Cheapflights users on 9/3. 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.
Wed 10/216:21 am -
1 stop10h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Frontier logo]()
$102
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 September 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $178 (Frontier) |
One-way from | $88 (Super.com) |
Popular in | June |
Cheapest in | January |
Average price | $249 |
Good round-trip deal | $115 or less |
Good one-way deal | $83 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 September 7, 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
ChicagoFort Lauderdale
MDW Chicago Midway - FLL Fort Lauderdale
MDWFLL
Chicago Midway
Tue 12/1
6:20 pm-10:15 pm
Nonstop2h 55m
Fort Lauderdale
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$109
ChicagoFort Lauderdale
MDW Chicago Midway - FLL Fort Lauderdale
MDWFLL
Chicago Midway
Wed 10/14
5:55 pm-9:55 pm
Nonstop3h 00m
Fort Lauderdale
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$109
ChicagoFort Lauderdale
MDW Chicago Midway - FLL Fort Lauderdale
MDWFLL
Chicago Midway
Sat 10/10
4:15 pm-8:20 pm
Nonstop3h 05m
Fort Lauderdale
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$111
ChicagoFort Lauderdale
MDW Chicago Midway - FLL Fort Lauderdale
MDWFLL
Chicago Midway
Sat 11/14
6:10 am-10:15 am
Nonstop3h 05m
Fort Lauderdale
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$111
ChicagoFort Lauderdale
MDW Chicago Midway - FLL Fort Lauderdale
MDWFLL
Chicago Midway
Mon 11/16
8:15 am-12:15 pm
Nonstop3h 00m
Fort Lauderdale
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$111
ChicagoFort Lauderdale
MDW Chicago Midway - FLL Fort Lauderdale
MDWFLL
Chicago Midway
Fri 11/13
1:20 pm-9:55 pm
2 stops7h 35m
Fort Lauderdale
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$114
ChicagoFort Lauderdale
MDW Chicago Midway - FLL Fort Lauderdale
MDWFLL
Chicago Midway
Fri 10/2
7:40 pm-11:30 pm
Nonstop2h 50m
Fort Lauderdale
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$126
ChicagoFort Lauderdale
MDW Chicago Midway - FLL Fort Lauderdale
MDWFLL
Chicago Midway
Thu 10/29
2:50 pm-11:20 pm
2 stops7h 30m
Fort Lauderdale
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$126
ChicagoJacksonville
MDW Chicago Midway - JAX Jacksonville
MDWJAX
Chicago Midway
Mon 10/5
6:50 am-7:01 pm
1 stop11h 11m
Jacksonville
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$130
Quickest round-trip
ChicagoTampa
MDW Chicago Midway - TPA Tampa
MDWTPA
Chicago Midway
Wed 10/28
7:50 am-11:25 am
Nonstop2h 35m
Tampa
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$131
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-FLL
MDW-RSW
MDW-TPA
MDW-JAX
MDW-SRQ
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-FLL
MDW-RSW
MDW-TPA
MDW-JAX
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 $256). Flying from Chicago Midway Airport to Florida in June is currently the most expensive (average of $409). 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 September 7, 2026.
Unlike in the evening, when flights are generally more expensive, you can save up to 17% 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 typical for this route at the moment.
Chicago Midway Airport to Florida flights typically cost between $185 and $573 in October.The cheapest round-trip price found within the last 5 days was $200 on Frontier (Oct 31-Nov 3).
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 17 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 September 5, 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 September 7, 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.
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
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 September 7, 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 September 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$59 | Average$221 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$134 | Average$351 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$197 | Average$394 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$203 | Average$395 | FlexibilityNo cancel fee | On-time71% |