$133+ Cheap flights to Midway
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.
— MDW
Nov 25 — Dec 21
Round-trip
1 adult, Economy
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Cheapest flights to Midway AirportExplore the most affordable flight options available to Midway Airport. Find the lowest fares based on data from user searches, with prices last updated on October 26, 2026.
Explore the most affordable flight options available to Midway Airport. Find the lowest fares based on data from user searches, with prices last updated on October 26, 2026.
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/49:16 am -
1 stop7h 51m
Sun 12/68:37 pm -
1 stop23h 21m
Deal found 10/26![Frontier logo]()
$257
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/146:30 am -
1 stop12h 17m
Mon 11/166:08 am -
1 stop12h 27m
Deal found 10/26![Frontier logo]()
$258
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 12/108:30 am -
Nonstop2h 35m
Thu 12/175:00 am -
Nonstop2h 05m
Deal found 10/26![Southwest logo]()
$259
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.
Thu 11/126:30 am -
1 stop12h 17m
Mon 11/166:08 am -
1 stop12h 27m
Deal found 10/24![Frontier logo]()
$263
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.
Thu 11/195:30 pm -
1 stop7h 17m
Mon 11/231:16 pm -
1 stop5h 44m
Deal found 10/22![Frontier logo]()
$265
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.
Mon 12/76:40 am -
Nonstop2h 25m
Tue 12/1512:30 pm -
Nonstop2h 05m
Deal found 10/23![Southwest logo]()
$266
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 11/2110:00 pm -
Nonstop2h 30m
Mon 11/235:00 am -
Nonstop2h 05m
Deal found 10/22![Southwest logo]()
$267
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 11/219:55 am -
1 stop9h 05m
Tue 12/17:05 pm -
Nonstop2h 05m
Deal found 10/21![Southwest logo]()
$268
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 11/198:45 am -
1 stop7h 45m
Mon 11/235:00 am -
Nonstop2h 05m
Deal found 10/26![Southwest logo]()
$269
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 11/96:30 am -
1 stop12h 17m
Tue 11/106:08 am -
1 stop12h 27m
Deal found 10/21![Frontier logo]()
$270
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 12/76:30 am -
1 stop11h 46m
Sat 12/1210:40 am -
1 stop8h 05m
Deal found 10/22![Frontier logo]()
$271
This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1911:35 am -
1 stop7h 12m
Thu 11/261:16 pm -
1 stop10h 13m
Deal found 10/26![Frontier logo]()
$281
Best flights to Midway AirportDiscover carefully curated flight deals to Midway Airport that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 26, 2026.
Discover carefully curated flight deals to Midway Airport that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 26, 2026.
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.
Tue 11/1010:00 am -
Nonstop2h 40m
Fri 11/135:15 pm -
Nonstop2h 05m
Deal found 10/23![Southwest logo]()
$266
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.
Mon 11/164:05 pm -
1 stop7h 49m
Tue 11/176:00 am -
1 stop6h 44m
Deal found 10/22![Delta logo]()
$295
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/108:45 am -
1 stop7h 45m
Thu 12/175:00 am -
Nonstop2h 05m
Deal found 10/25![Southwest logo]()
$269
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.
Tue 12/18:45 am -
1 stop7h 45m
Mon 12/75:00 am -
Nonstop2h 05m
Deal found 10/26![Southwest logo]()
$269
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.
Wed 11/1112:59 pm -
1 stop6h 05m
Fri 11/135:29 pm -
1 stop5h 29m
Deal found 10/23![Delta logo]()
$296
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 11/115:05 pm -
1 stop5h 30m
Mon 11/168:10 am -
2 stops7h 45m
Deal found 10/23![Southwest logo]()
$282
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.
Sat 12/128:20 am -
2 stops10h 05m
Mon 12/145:00 am -
Nonstop2h 05m
Deal found 10/23![Southwest logo]()
$282
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.
Mon 11/1612:59 pm -
1 stop6h 05m
Sat 11/215:29 pm -
1 stop5h 29m
Deal found 10/23![Delta logo]()
$356
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.
Fri 11/206:45 am -
Nonstop2h 25m
Mon 11/235:00 am -
Nonstop2h 05m
Deal found 10/21![Southwest logo]()
$285
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.
Fri 11/136:00 am -
1 stop5h 24m
Sun 11/155:13 pm -
1 stop4h 47m
Deal found 10/26![Delta logo]()
$367
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 1/145:00 pm -
Nonstop2h 35m
Mon 1/185:00 pm -
Nonstop2h 10m
Deal found 10/26![Southwest logo]()
$297
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.
Fri 12/186:00 am -
1 stop4h 37m
Mon 1/185:59 pm -
1 stop4h 04m
Deal found 10/21![Delta logo]()
$367
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 11/47:00 am -
2 stops11h 05m
Tue 11/1010:05 am -
1 stop4h 55m
Deal found 10/21![Southwest logo]()
$302
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 11/73:10 pm -
1 stop8h 23m
Tue 11/1011:27 am -
1 stop7h 53m
Deal found 10/24![Delta logo]()
$367
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/158:45 am -
1 stop7h 45m
Wed 12/168:10 am -
2 stops7h 45m
Deal found 10/25![Southwest logo]()
$303
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 11/511:47 am -
1 stop6h 00m
Mon 11/96:00 am -
1 stop5h 17m
Deal found 10/21![Delta logo]()
$367
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.
Sun 11/156:45 am -
Nonstop2h 25m
Thu 11/195:00 am -
Nonstop2h 05m
Deal found 10/22![Southwest logo]()
$321
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 10/315:30 pm -
1 stop6h 03m
Mon 11/26:44 pm -
1 stop3h 32m
Deal found 10/22![Delta logo]()
$405
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.
Thu 10/297:15 am -
1 stop5h 39m
Sun 11/11:27 pm -
1 stop5h 02m
Deal found 10/22![Delta logo]()
$405
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 11/115:05 pm -
1 stop5h 30m
Sat 11/2110:15 am -
1 stop8h 45m
Deal found 10/23![Southwest logo]()
$346
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 12/24:08 pm -
1 stop7h 46m
Sun 12/65:30 pm -
1 stop5h 36m
Deal found 10/22![Delta logo]()
$416
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 12/57:25 am -
Nonstop2h 35m
Sat 12/123:45 pm -
Nonstop2h 05m
Deal found 10/21![Southwest logo]()
$352
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.
Sun 11/89:40 am -
1 stop4h 07m
Mon 11/96:44 pm -
1 stop3h 31m
Deal found 10/22![Delta logo]()
$417
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 12/37:20 am -
1 stop5h 44m
Mon 12/76:41 pm -
1 stop3h 42m
Deal found 10/24![Delta logo]()
$457
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.
Thu 11/59:40 am -
1 stop4h 07m
Sat 11/75:31 pm -
1 stop5h 17m
Deal found 10/23![Delta logo]()
$462
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.
Mon 11/212:59 pm -
1 stop6h 01m
Sat 11/75:31 pm -
1 stop5h 17m
Deal found 10/24![Delta logo]()
$472
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 11/59:40 am -
1 stop4h 07m
Fri 11/66:44 pm -
1 stop3h 32m
Deal found 10/21![Delta logo]()
$502
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.
Tue 12/16:00 am -
1 stop5h 28m
Tue 12/225:05 pm -
1 stop5h 54m
Deal found 10/23![Delta logo]()
$507
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.
Mon 11/96:00 am -
1 stop4h 46m
Sun 11/155:13 pm -
1 stop4h 47m
Deal found 10/22![Delta logo]()
$512
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.
Thu 11/57:25 am -
1 stop5h 22m
Sat 11/75:31 pm -
1 stop5h 28m
Deal found 10/23![Delta logo]()
$529
Last-minute flights to Midway AirportDiscover last-minute flight deals to Midway Airport. Data last updated October 26, 2026 and is based on user searches.
Discover last-minute flight deals to Midway Airport. Data last updated October 26, 2026 and is based on user searches.
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.
Fri 11/66:30 am -
1 stop12h 17m
Tue 11/106:08 am -
1 stop8h 53m
Deal found 10/22![Frontier logo]()
$272
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 11/96:30 am -
1 stop12h 17m
Tue 11/106:08 am -
1 stop12h 27m
Deal found 10/21![Frontier logo]()
$270
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.
Thu 11/126:30 am -
1 stop12h 17m
Mon 11/166:08 am -
1 stop12h 27m
Deal found 10/24![Frontier logo]()
$263
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/146:30 am -
1 stop12h 17m
Mon 11/166:08 am -
1 stop12h 27m
Deal found 10/26![Frontier logo]()
$258
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.
Mon 11/168:30 am -
Nonstop2h 35m
Wed 11/181:55 pm -
Nonstop2h 05m
Deal found 10/23![Southwest logo]()
$266
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.
Mon 11/168:00 am -
1 stop9h 10m
Tue 11/175:00 am -
Nonstop2h 05m
Deal found 10/22![Southwest logo]()
$273
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.
Mon 11/1612:55 pm -
1 stop6h 09m
Sat 11/215:29 pm -
1 stop5h 09m
Deal found 10/23![Delta logo]()
$282
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 11/1910:00 am -
Nonstop2h 40m
Mon 11/235:00 am -
Nonstop2h 05m
Deal found 10/26![Southwest logo]()
$259
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.
Thu 11/195:30 pm -
1 stop7h 17m
Mon 11/231:16 pm -
1 stop5h 44m
Deal found 10/22![Frontier logo]()
$265
This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1911:35 am -
1 stop7h 12m
Thu 11/261:16 pm -
1 stop10h 13m
Deal found 10/26![Frontier logo]()
$281
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 11/2110:00 pm -
Nonstop2h 30m
Mon 11/235:00 am -
Nonstop2h 05m
Deal found 10/22![Southwest logo]()
$267
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 11/219:55 am -
1 stop9h 05m
Tue 12/17:05 pm -
Nonstop2h 05m
Deal found 10/21![Southwest logo]()
$268
One-way flights to Midway AirportSearch for one-way flight options to Midway Airport. Find affordable one-way fares based on user searches. Data last updated October 26, 2026.
Search for one-way flight options to Midway Airport. Find affordable one-way fares based on user searches. Data last updated October 26, 2026.
This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1911:35 am -
1 stop7h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![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.
Thu 12/310:24 pm -
1 stop18h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Frontier logo]()
$134
This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/66:30 am -
1 stop14h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Frontier logo]()
$136
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.
Mon 11/166:30 am -
2 stops29h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Frontier logo]()
$137
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.
Tue 11/311:35 am -
1 stop7h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Frontier logo]()
$138
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.
Fri 11/206:30 am -
1 stop6h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Frontier logo]()
$138
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.
Sun 12/610:26 pm -
1 stop18h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Frontier logo]()
$139
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1311:35 am -
1 stop13h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Frontier logo]()
$140
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/45:30 pm -
1 stop7h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Frontier logo]()
$140
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2911:35 am -
1 stop7h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Frontier logo]()
$141
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/236:30 am -
1 stop6h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Frontier logo]()
$141
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.
Tue 11/175:30 pm -
2 stops18h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Frontier logo]()
$142
Find flight deals to Midway Airport
Find the latest flights to Midway in 2026, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 7,457,451 searches and data was last updated on October 26, 2026.
Popular in | October |
|---|---|
Cheapest in | January |
Average price | $345 |
Round-trip from | $248 |
One-way from | $133 |
Good round-trip deal | $202 or less |
Good one-way deal | $150 or less |
Cheapflights Fare Finder
Locate flights to Midway that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 7,457,451 searches and data was last updated on October 26, 2026.
Use the filters below to find and compare flights to Chicago Midway Airport that are best for you.
Fly from
Route
Depart
Return
Cheapest round-trip
New YorkChicago
JFK New York John F Kennedy Intl - MDW Chicago Midway
JFKMDW
New York John F Kennedy Intl
Wed 11/11
6:00 am-10:24 am
1 stop5h 24m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$148
New YorkChicago
JFK New York John F Kennedy Intl - MDW Chicago Midway
JFKMDW
New York John F Kennedy Intl
Mon 11/16
4:05 pm-10:54 pm
1 stop7h 49m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$148
New YorkChicago
JFK New York John F Kennedy Intl - MDW Chicago Midway
JFKMDW
New York John F Kennedy Intl
Tue 12/1
6:00 am-12:04 pm
1 stop7h 04m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$148
New YorkChicago
JFK New York John F Kennedy Intl - MDW Chicago Midway
JFKMDW
New York John F Kennedy Intl
Tue 11/17
12:59 pm-6:04 pm
1 stop6h 05m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$148
New YorkChicago
JFK New York John F Kennedy Intl - MDW Chicago Midway
JFKMDW
New York John F Kennedy Intl
Fri 12/4
12:56 pm-6:01 pm
1 stop6h 05m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$149
New YorkChicago
JFK New York John F Kennedy Intl - MDW Chicago Midway
JFKMDW
New York John F Kennedy Intl
Fri 11/13
7:10 am-12:51 pm
1 stop6h 41m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$149
New YorkChicago
LGA New York LaGuardia - MDW Chicago Midway
LGAMDW
New York LaGuardia
Fri 12/4
8:30 am-10:05 am
Nonstop2h 35m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$159
New YorkChicago
JFK New York John F Kennedy Intl - MDW Chicago Midway
JFKMDW
New York John F Kennedy Intl
Tue 1/5
5:15 pm-10:17 pm
1 stop6h 02m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$159
New YorkChicago
JFK New York John F Kennedy Intl - MDW Chicago Midway
JFKMDW
New York John F Kennedy Intl
Mon 12/14
6:00 am-10:28 am
1 stop5h 28m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$159
New YorkChicago
JFK New York John F Kennedy Intl - MDW Chicago Midway
JFKMDW
New York John F Kennedy Intl
Wed 12/16
7:00 am-11:59 am
1 stop5h 59m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$159
Showing 1-10 of 60 resultsSorted by cheapest first
Compare providers for flights to Midway
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals to Midway in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: Out of all of the providers offering Chicago Midway Airport flight deals, Cheapflights users have found FlightHub to have the most accurate pricing on Cheapflights vs. their site about >95% of the time, users can find the same price on Chicago Midway Airport flight deals on Cheapflights and FlightHub. This is based on searches made for Chicago Midway Airport flights over the past month.
- Most trusted provider: FlightHub is the most trusted provider by Cheapflights users offering Chicago Midway Airport flight deals. With a user feedback rating of 3 out of 3 stars (3 being the best), FlightHub has received the most positive sentiment from Cheapflights users searching for flights to Chicago Midway Airport. This is based on data collected from Cheapflights searches made over the past month.
Best time to book a flight to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway with our price prediction graph.
NYC-MDW
EWR-MDW
LGA-MDW
JFK-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 to Chicago Midway Airport
NYC-MDW
EWR-MDW
LGA-MDW
JFK-MDW
How long is the flight to Midway?
On average, a flight from New York to Midway takes 3 hours 49 minutes. Flights to Midway from other popular cities in USA will vary in length. Below are a few examples of popular routes and their flight times.
What are the most popular airlines that fly to Midway?
The most popular airlines flying from New York to Midway are Southwest, Frontier and Delta.
What are the cheapest airlines that fly to Midway?
The cheapest airlines flying from New York to Midway are Frontier, Delta and United Airlines.
Rainfall in Midway by month
Plan your trip to Midway by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Midway ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Midway when rainfall is around 1.7 in.
Temperature in Midway by month
Plan your trip to Midway by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Midway, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
When is the best time to book a flight to Midway?
Booking 58 days in advance of your planned departure date is, on average, the best time to get cheap flights to Midway. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
When is the cheapest time to fly to Midway?
Use this chart to determine the cheapest time to fly round-trip from New York to Midway. Price data was last updated on October 24, 2026.
Users looking for the lowest fares to Midway should consider flying on Friday evenings, when prices are typically cheapest. Budget-minded travelers will want to avoid Sunday afternoons, when prices are usually at their highest.
The best insider tips for flights to Chicago Midway Airport
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago Midway Airport trip
Our travel experts
Reviews of airlines servicing Midway
Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated October 26, 2026.
Read through reviews of airlines servicing the United States, such as Southwest and Frontier. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Boarding
8.1
Overall
7.9
Entertainment
7.4
Crew
8.6
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Boarding
8.1
Overall
7.9
Entertainment
7.4
Crew
8.6
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Boarding
8.1
Overall
7.9
Entertainment
7.4
Crew
8.6
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
FAQs about flying to Midway
Chicago Midway International Airport (MDW) is developing into an important hub for domestic air travel in the United States. In 2010, more than 17 million passengers passed through its gates, gaining connections to hundreds of American and international destinations.
Flights to Chicago Midway International Airport are mainly provided by Dallas-based low-cost carrier Southwest Airlines, offering cheap flights to a host of American and Canadian destinations. Most other airlines fly into Chicago’s other major airport, O’Hare.
There’s quite a lot to see and do in Chicago Midway, including a lovely central area known as Midway Boulevard. Full of shops, restaurants and cafes, Midway Boulevard is the perfect place to pull up a chair and people-watch.
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
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