$52+ Cheap flights from Florida to Midway (MDW)
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 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — MDW
Nov 26 — Dec 31
Round-trip
1 adult, Economy
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Find cheap flights from Florida to Midway 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Florida to Midway
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Cheapest flights from Florida to MidwayExplore the most affordable flight options available from Florida to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 27, 2026.
Explore the most affordable flight options available from Florida to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 27, 2026.
This Southwest deal was found by Cheapflights users on 10/26. 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 12/212:55 pm -
1 stop7h 55m
Sun 12/67:30 pm -
Nonstop3h 00m
Deal found 10/26![Southwest logo]()
$149
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.
Sun 12/63:27 pm -
Nonstop2h 53m
Thu 12/106:10 pm -
Nonstop2h 52m
Deal found 10/22![Allegiant Air logo]()
$150
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/186:31 am -
1 stop12h 16m
Wed 12/910:40 am -
1 stop11h 39m
Deal found 10/25![Frontier logo]()
$150
This Frontier deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/16:30 am -
1 stop6h 03m
Sat 12/512:28 pm -
1 stop10h 48m
Deal found 10/26![Frontier logo]()
$152
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.
Fri 12/42:35 pm -
1 stop6h 15m
Sun 12/611:00 am -
1 stop6h 10m
Deal found 10/22![Southwest logo]()
$153
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/67:30 am -
Nonstop2h 18m
Mon 11/91:08 pm -
Nonstop2h 11m
Deal found 10/25![Allegiant Air logo]()
$154
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 11/138:25 pm -
Nonstop3h 20m
Mon 11/166:20 pm -
Nonstop3h 00m
Deal found 10/23![Southwest logo]()
$154
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/113:34 pm -
1 stop9h 13m
Sun 11/156:08 am -
1 stop5h 44m
Deal found 10/22![Frontier logo]()
$155
This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:31 am -
1 stop12h 16m
Wed 11/116:08 am -
1 stop7h 31m
Deal found 10/22![Frontier logo]()
$156
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/243:37 pm -
Nonstop2h 24m
Mon 11/306:51 pm -
Nonstop2h 05m
Deal found 10/24![Allegiant Air logo]()
$158
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 11/257:40 pm -
1 stop5h 40m
Mon 11/305:20 am -
Nonstop2h 55m
Deal found 10/22![Southwest logo]()
$158
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/105:30 pm -
1 stop7h 17m
Sat 11/147:15 am -
1 stop7h 09m
Deal found 10/24![Frontier logo]()
$159
Best flights from Florida to MidwayDiscover carefully curated flight deals from Florida to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 27, 2026.
Discover carefully curated flight deals from Florida to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 27, 2026.
This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/243:37 pm -
Nonstop2h 24m
Mon 11/306:51 pm -
Nonstop2h 05m
Deal found 10/24![Allegiant Air logo]()
$159
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.
Thu 12/36:50 am -
Nonstop3h 05m
Sat 12/51:25 pm -
1 stop6h 00m
Deal found 10/23![Southwest logo]()
$164
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 11/125:35 pm -
1 stop6h 19m
Mon 11/169:30 am -
1 stop5h 15m
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.
Thu 11/127:30 am -
Nonstop2h 52m
Sat 11/146:42 pm -
2 stops38h 36m
Deal found 10/24![Multiple Airlines logo]()
$255
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 1/75:35 pm -
1 stop5h 42m
Sun 1/109:38 am -
1 stop6h 53m
Deal found 10/24![Delta logo]()
$217
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/202:11 pm -
Nonstop2h 52m
Thu 12/244:53 pm -
Nonstop2h 47m
Deal found 10/25![Allegiant Air logo]()
$220
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.
Tue 11/245:30 am -
Nonstop3h 05m
Wed 12/28:15 am -
1 stop6h 15m
Deal found 10/24![Southwest logo]()
$224
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 12/116:35 am -
1 stop6h 29m
Sun 12/139:37 am -
1 stop7h 14m
Deal found 10/23![Delta logo]()
$217
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.
Sat 12/57:45 pm -
Nonstop2h 55m
Mon 12/73:00 pm -
Nonstop2h 40m
Deal found 10/22![Southwest logo]()
$231
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/88:00 am -
Nonstop2h 52m
Thu 11/1210:12 am -
Nonstop2h 48m
Deal found 10/24![Allegiant Air logo]()
$232
This Southwest deal was found by Cheapflights users on 10/26. 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 11/71:25 pm -
Nonstop3h 10m
Tue 11/108:15 am -
Nonstop3h 00m
Deal found 10/26![Southwest logo]()
$237
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.
Thu 11/193:15 pm -
Nonstop2h 52m
Thu 11/261:16 pm -
2 stops21h 04m
Deal found 10/22![Multiple Airlines logo]()
$291
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 11/58:25 pm -
Nonstop3h 20m
Mon 11/97:30 pm -
Nonstop3h 00m
Deal found 10/22![Southwest logo]()
$237
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.
Thu 12/172:11 pm -
Nonstop2h 52m
Thu 12/314:53 pm -
Nonstop2h 47m
Deal found 10/22![Allegiant Air logo]()
$262
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.
Sun 11/88:00 am -
Nonstop2h 52m
Thu 11/126:08 am -
3 stops25h 43m
Deal found 10/24![Multiple Airlines logo]()
$316
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.
Fri 12/117:25 am -
Nonstop2h 50m
Sun 12/137:45 am -
Nonstop2h 40m
Deal found 10/22![Southwest logo]()
$243
This Delta deal was found by Cheapflights users on 10/26. 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 12/26:00 am -
1 stop7h 04m
Sat 12/54:08 pm -
1 stop7h 50m
Deal found 10/26![Delta logo]()
$295
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/227:00 am -
Nonstop2h 52m
Tue 12/299:42 am -
Nonstop2h 47m
Deal found 10/24![Allegiant Air logo]()
$299
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 1/1411:00 am -
1 stop6h 50m
Mon 1/186:30 am -
1 stop6h 10m
Deal found 10/22![Southwest logo]()
$251
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 11/187:00 am -
1 stop5h 59m
Fri 1/16:00 am -
1 stop6h 40m
Deal found 10/22![Delta logo]()
$305
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.
Sun 11/223:15 pm -
Nonstop2h 52m
Wed 11/258:42 pm -
2 stops16h 47m
Deal found 10/22![Multiple Airlines logo]()
$338
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.
Wed 11/187:30 am -
2 stops9h 40m
Sat 11/2110:10 am -
2 stops11h 25m
Deal found 10/23![Southwest logo]()
$252
This Delta deal was found by Cheapflights users on 10/26. 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 12/56:00 am -
1 stop5h 28m
Mon 12/75:12 pm -
1 stop4h 43m
Deal found 10/26![Delta logo]()
$307
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.
Tue 11/246:50 am -
Nonstop2h 52m
Tue 11/248:42 pm -
2 stops23h 02m
Deal found 10/22![Multiple Airlines logo]()
$339
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 11/228:40 pm -
1 stop5h 30m
Fri 11/275:00 am -
Nonstop2h 35m
Deal found 10/23![Southwest logo]()
$253
This Delta deal was found by Cheapflights users on 10/26. 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 11/217:15 pm -
1 stop4h 39m
Sat 12/54:08 pm -
1 stop6h 48m
Deal found 10/26![Delta logo]()
$307
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 11/126:50 am -
Nonstop3h 10m
Mon 11/161:25 pm -
Nonstop3h 00m
Deal found 10/22![Southwest logo]()
$255
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.
Fri 11/136:05 am -
1 stop7h 46m
Sat 11/1411:27 am -
1 stop6h 13m
Deal found 10/22![Delta logo]()
$317
This Southwest deal was found by Cheapflights users on 10/26. 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 12/237:50 pm -
1 stop6h 10m
Tue 12/293:10 pm -
1 stop7h 30m
Deal found 10/26![Southwest logo]()
$258
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 12/412:00 pm -
1 stop7h 01m
Mon 12/75:12 pm -
1 stop4h 43m
Deal found 10/23![Delta logo]()
$320
Last-minute flights from Florida to MidwayDiscover last-minute flight deals from Florida to Midway. Data last updated October 27, 2026 and is based on user searches.
Discover last-minute flight deals from Florida to Midway. Data last updated October 27, 2026 and is based on user searches.
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/67:30 am -
Nonstop2h 18m
Mon 11/91:08 pm -
Nonstop2h 11m
Deal found 10/25![Allegiant Air logo]()
$154
This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/76:31 am -
1 stop12h 16m
Tue 11/106:08 am -
1 stop7h 07m
Deal found 10/22![Frontier logo]()
$153
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 11/86:40 am -
Nonstop3h 05m
Wed 11/118:15 am -
1 stop6h 15m
Deal found 10/23![Southwest logo]()
$160
This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:31 am -
1 stop12h 16m
Wed 11/116:08 am -
1 stop7h 31m
Deal found 10/22![Frontier logo]()
$156
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 11/910:55 pm -
2 stops13h 27m
Wed 11/116:42 pm -
1 stop14h 47m
Deal found 10/23![Frontier logo]()
$185
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/105:30 pm -
1 stop7h 17m
Sat 11/147:15 am -
1 stop7h 09m
Deal found 10/24![Frontier logo]()
$159
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/113:34 pm -
1 stop9h 13m
Sun 11/156:08 am -
1 stop5h 44m
Deal found 10/22![Frontier logo]()
$155
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/116:31 am -
1 stop12h 16m
Mon 11/166:42 pm -
2 stops20h 53m
Deal found 10/22![Frontier logo]()
$161
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 11/138:25 pm -
Nonstop3h 20m
Mon 11/166:20 pm -
Nonstop3h 00m
Deal found 10/23![Southwest logo]()
$154
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/186:31 am -
1 stop12h 16m
Wed 12/910:40 am -
1 stop11h 39m
Deal found 10/25![Frontier logo]()
$150
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/243:37 pm -
Nonstop2h 24m
Mon 11/306:51 pm -
Nonstop2h 05m
Deal found 10/24![Allegiant Air logo]()
$158
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 11/257:40 pm -
1 stop5h 40m
Mon 11/305:20 am -
Nonstop2h 55m
Deal found 10/22![Southwest logo]()
$158
One-way flights from Florida to MidwaySearch for one-way flight options from Florida to Midway. Find affordable one-way fares based on user searches. Data last updated October 27, 2026.
Search for one-way flight options from Florida to Midway. Find affordable one-way fares based on user searches. Data last updated October 27, 2026.
This Jetabroad deal was found by Cheapflights users on 10/26. 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.
Thu 11/196:30 am -
Nonstop2h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Allegiant Air logo]()
$52
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/246:50 am -
Nonstop2h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Allegiant Air logo]()
$71
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.
Thu 11/57:30 am -
Nonstop2h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Allegiant Air logo]()
$83
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 11/99:45 pm -
1 stop27h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Frontier logo]()
$83
This Southwest deal was found by Cheapflights users on 10/26. 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 12/175:00 am -
2 stops8h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Southwest logo]()
$85
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 11/18:00 am -
Nonstop2h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Allegiant Air logo]()
$86
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.
Wed 11/257:40 pm -
1 stop5h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Southwest logo]()
$86
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/193:15 pm -
Nonstop2h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Allegiant Air logo]()
$87
This Super.com deal was found by Cheapflights users on 10/26. 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 11/105:30 pm -
1 stop7h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Frontier logo]()
$87
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/76:31 am -
1 stop12h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Frontier logo]()
$88
This Frontier deal was found by Cheapflights users on 10/26. 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.
Wed 11/115:34 pm -
1 stop7h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Frontier logo]()
$89
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/16:30 am -
1 stop6h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Frontier logo]()
$90
Find flight deals from Florida to Midway
Keep the following information in mind while searching for Florida to Midway flight deals. Data was last updated October 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $149 (Southwest) |
One-way from | $52 (Jetabroad) |
Popular in | June |
Cheapest in | February |
Average price | $294 |
Good round-trip deal | $161 or less |
Good one-way deal | $97 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Florida to Midway 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 27, 2026.
Use the filters below to find and compare flights from Florida to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
Punta GordaChicago
PGD Punta Gorda - MDW Chicago Midway
PGDMDW
Punta Gorda
Thu 11/5
7:30 am-9:22 am
Nonstop2h 52m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$83
Fort LauderdaleChicago
FLL Fort Lauderdale - MDW Chicago Midway
FLLMDW
Fort Lauderdale
Thu 12/17
5:00 am-12:00 pm
2 stops8h 00m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$85
Fort LauderdaleChicago
FLL Fort Lauderdale - MDW Chicago Midway
FLLMDW
Fort Lauderdale
Wed 1/6
7:05 am-2:45 pm
2 stops8h 40m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$91
Fort LauderdaleChicago
FLL Fort Lauderdale - MDW Chicago Midway
FLLMDW
Fort Lauderdale
Thu 12/10
6:50 am-8:55 am
Nonstop3h 05m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$99
Punta GordaChicago
PGD Punta Gorda - MDW Chicago Midway
PGDMDW
Punta Gorda
Thu 12/3
3:27 pm-5:20 pm
Nonstop2h 53m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$102
Fort LauderdaleChicago
FLL Fort Lauderdale - MDW Chicago Midway
FLLMDW
Fort Lauderdale
Sun 1/24
8:00 am-1:01 pm
1 stop6h 01m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$109
Fort LauderdaleChicago
FLL Fort Lauderdale - MDW Chicago Midway
FLLMDW
Fort Lauderdale
Thu 12/10
4:35 pm-10:54 pm
1 stop7h 19m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$109
OrlandoChicago
MCO Orlando - MDW Chicago Midway
MCOMDW
Orlando
Thu 11/19
12:50 pm-2:50 pm
Nonstop3h 00m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$116
OrlandoChicago
MCO Orlando - MDW Chicago Midway
MCOMDW
Orlando
Sat 1/30
7:25 pm-9:20 pm
Nonstop2h 55m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$116
OrlandoChicago
MCO Orlando - MDW Chicago Midway
MCOMDW
Orlando
Wed 11/18
9:25 am-11:20 am
Nonstop2h 55m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$116
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Florida to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Florida with our price prediction graph.
FLL-MDW
VPS-MDW
MIA-MDW
PGD-MDW
JAX-MDW
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 Florida to Chicago Midway Airport
USFL-MDW
FLL-MDW
VPS-MDW
MIA-MDW
PGD-MDW
What is the cheapest month to book a flight from Florida to Chicago Midway Airport?
Currently, January is the cheapest month in which you can book a flight from Florida to Chicago Midway Airport (average of $227). Flying from Florida to Chicago Midway Airport in October is currently the most expensive (average of $378). 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 FL to MDW?
Find hourly flight availability from Florida to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 27, 2026.
When flying from Florida to Chicago Midway Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 13% versus a flight in the morning.
How far ahead should I book a flight from Florida to Chicago Midway Airport?
The price you pay for your flight from Florida to Chicago Midway Airport may vary depending on when you book. For the best chance of a lower fare, look to book 85 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest day to fly from Florida to Chicago Midway Airport?
Use this chart to determine the cheapest time to fly round-trip from Florida to Midway. Price data was last updated on October 24, 2026.
Travelers seeking maximum savings on their Florida to Chicago Midway Airport flight should consider departing on Sunday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Related info for your journey
Find useful and relevant information for your journey from Florida to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsBenton Harbor
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
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Midway flight routes
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Alternative routes for Florida to Midway
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Midway by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Florida to Midway by cabin class
Find flights from Florida to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Midway
Explore flights to Midway departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 27, 2026.
Florida and Midway flights
Browse other Florida and Midway flight options. Last updated on October 27, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Florida to Midway flights
Consider these flights traveling from Florida to Midway.
Top 4 airlines flying from Florida to Midway
Discover the top 4 airlines that operate flights from Florida to Midway. 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 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$58 | Average$223 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$98 | Average$268 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$170 | Average$286 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$177 | Average$378 | FlexibilityNo cancel fee | On-time63% |