$119+ 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 11/4. Fares are subject to change and may not be available on all flights or dates of travel.
— MDW
Oct 27 — Nov 31
Round-trip
1 adult, Economy
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1. Tell us where you want to go
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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 September 27, 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 September 27, 2026.
This Orbitz deal was found by Cheapflights users on 9/22. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/275:30 pm -
1 stop7h 17m
Sat 10/317:25 am -
1 stop12h 21m
Deal found 9/22![Frontier logo]()
$239
This Frontier deal was found by Cheapflights users on 9/22. 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.
Fri 11/139:29 am -
1 stop9h 18m
Tue 11/176:16 am -
1 stop8h 45m
Deal found 9/22![Frontier logo]()
$240
This CheapOair deal was found by Cheapflights users on 9/24. 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.
Wed 11/115:30 pm -
1 stop7h 17m
Sat 11/147:25 am -
1 stop7h 36m
Deal found 9/24![Frontier logo]()
$241
This Frontier deal was found by Cheapflights users on 9/24. 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.
Fri 10/306:30 am -
1 stop12h 17m
Mon 11/26:16 am -
1 stop8h 45m
Deal found 9/24![Frontier logo]()
$242
This Frontier deal was found by Cheapflights users on 9/25. 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 11/46:30 am -
1 stop12h 17m
Wed 11/186:16 am -
1 stop8h 45m
Deal found 9/25![Frontier logo]()
$243
This Cheapflightsfares deal was found by Cheapflights users on 9/22. 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.
Thu 10/16:15 am -
1 stop12h 31m
Mon 10/56:50 am -
1 stop8h 10m
Deal found 9/22![Frontier logo]()
$244
This Frontier deal was found by Cheapflights users on 9/24. 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.
Tue 9/296:15 am -
1 stop12h 31m
Tue 10/66:25 am -
1 stop8h 35m
Deal found 9/24![Frontier logo]()
$245
This Cheapflightsfares deal was found by Cheapflights users on 9/26. 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.
Mon 11/96:30 am -
1 stop12h 17m
Tue 11/106:16 am -
1 stop8h 45m
Deal found 9/26![Frontier logo]()
$246
This CheapOair deal was found by Cheapflights users on 9/24. 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.
Mon 11/165:30 pm -
1 stop7h 17m
Wed 11/186:16 am -
1 stop8h 45m
Deal found 9/24![Frontier logo]()
$247
This Cheapflightsfares deal was found by Cheapflights users on 9/26. 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.
Tue 11/1711:35 am -
1 stop7h 12m
Sun 11/228:42 pm -
1 stop23h 47m
Deal found 9/26![Frontier logo]()
$248
This CheapOair deal was found by Cheapflights users on 9/25. 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.
Thu 11/55:30 pm -
1 stop7h 17m
Sat 11/147:25 am -
1 stop7h 36m
Deal found 9/25![Frontier logo]()
$248
This FlightHub deal was found by Cheapflights users on 9/24. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/16:05 am -
1 stop6h 28m
Thu 12/39:43 pm -
1 stop22h 46m
Deal found 9/24![Frontier logo]()
$249
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 September 27, 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 September 27, 2026.
This Southwest deal was found by Cheapflights users on 9/25. 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.
Sat 10/176:15 am -
Nonstop2h 30m
Mon 10/195:10 am -
Nonstop2h 05m
Deal found 9/25![Southwest logo]()
$277
This Delta deal was found by Cheapflights users on 9/26. 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.
Thu 12/177:20 am -
1 stop5h 44m
Mon 12/216:15 pm -
1 stop4h 15m
Deal found 9/26![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 9/25. 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.
Fri 11/68:30 am -
Nonstop2h 35m
Mon 11/97:15 pm -
Nonstop2h 05m
Deal found 9/25![Southwest logo]()
$287
This Delta deal was found by Cheapflights users on 9/26. 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.
Tue 12/14:08 pm -
1 stop7h 46m
Wed 12/21:02 pm -
1 stop6h 22m
Deal found 9/26![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 9/23. 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 10/158:55 am -
Nonstop2h 30m
Sun 10/185:05 am -
Nonstop2h 05m
Deal found 9/23![Southwest logo]()
$287
This Delta deal was found by Cheapflights users on 9/22. 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.
Tue 2/29:40 am -
1 stop3h 53m
Tue 2/25:59 pm -
1 stop4h 04m
Deal found 9/22![Delta logo]()
$307
This Southwest deal was found by Cheapflights users on 9/23. 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 10/249:25 am -
Nonstop2h 30m
Wed 10/282:40 pm -
Nonstop2h 10m
Deal found 9/23![Southwest logo]()
$287
This Delta deal was found by Cheapflights users on 9/22. 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 10/79:40 am -
1 stop4h 07m
Wed 10/146:44 pm -
1 stop3h 32m
Deal found 9/22![Delta logo]()
$312
This Southwest deal was found by Cheapflights users on 9/26. 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 11/126:45 am -
Nonstop2h 25m
Mon 11/169:40 am -
1 stop7h 15m
Deal found 9/26![Southwest logo]()
$287
This Southwest deal was found by Cheapflights users on 9/22. 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 11/73:30 pm -
Nonstop2h 40m
Sat 11/1411:50 am -
Nonstop2h 00m
Deal found 9/22![Southwest logo]()
$287
This Delta deal was found by Cheapflights users on 9/22. 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 11/1212:59 pm -
1 stop6h 05m
Sun 11/156:00 am -
1 stop5h 17m
Deal found 9/22![Delta logo]()
$320
This Southwest deal was found by Cheapflights users on 9/25. 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.
Fri 10/169:00 pm -
Nonstop2h 25m
Tue 10/202:50 pm -
1 stop6h 35m
Deal found 9/25![Southwest logo]()
$292
This Delta deal was found by Cheapflights users on 9/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:00 am -
1 stop4h 32m
Mon 10/196:44 pm -
1 stop3h 32m
Deal found 9/25![Delta logo]()
$327
This Delta deal was found by Cheapflights users on 9/24. 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.
Sun 11/86:00 am -
1 stop4h 32m
Fri 11/135:13 pm -
1 stop4h 47m
Deal found 9/24![Delta logo]()
$327
This Southwest deal was found by Cheapflights users on 9/23. 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 10/213:25 pm -
Nonstop2h 20m
Wed 10/281:05 pm -
2 stops6h 50m
Deal found 9/23![Southwest logo]()
$302
This Delta deal was found by Cheapflights users on 9/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/156:00 am -
1 stop4h 46m
Wed 11/186:00 am -
1 stop7h 16m
Deal found 9/25![Delta logo]()
$327
This Southwest deal was found by Cheapflights users on 9/25. 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.
Sat 10/246:15 am -
Nonstop2h 30m
Sat 10/2410:25 am -
2 stops9h 45m
Deal found 9/25![Southwest logo]()
$303
This Delta deal was found by Cheapflights users on 9/26. 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 2/129:40 am -
1 stop3h 53m
Mon 2/155:59 pm -
1 stop4h 04m
Deal found 9/26![Delta logo]()
$327
This Southwest deal was found by Cheapflights users on 9/26. 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 10/248:00 am -
1 stop10h 30m
Sun 10/255:05 am -
Nonstop2h 05m
Deal found 9/26![Southwest logo]()
$308
This Delta deal was found by Cheapflights users on 9/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/156:00 am -
1 stop4h 46m
Tue 11/171:31 pm -
1 stop4h 52m
Deal found 9/25![Delta logo]()
$327
This Southwest deal was found by Cheapflights users on 9/25. 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 12/33:15 pm -
Nonstop2h 45m
Sat 12/59:15 am -
Nonstop2h 00m
Deal found 9/25![Southwest logo]()
$311
This Delta deal was found by Cheapflights users on 9/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1712:57 pm -
1 stop6h 03m
Mon 10/196:04 am -
1 stop4h 56m
Deal found 9/25![Delta logo]()
$327
This Delta deal was found by Cheapflights users on 9/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1712:57 pm -
1 stop6h 03m
Wed 10/216:04 am -
1 stop4h 56m
Deal found 9/25![Delta logo]()
$327
This Delta deal was found by Cheapflights users on 9/24. 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.
Tue 2/27:15 am -
1 stop6h 18m
Tue 2/25:35 pm -
1 stop5h 12m
Deal found 9/24![Delta logo]()
$327
This Delta deal was found by Cheapflights users on 9/26. 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 10/3011:30 am -
1 stop5h 44m
Mon 11/25:31 pm -
1 stop5h 28m
Deal found 9/26![Delta logo]()
$357
This Delta deal was found by Cheapflights users on 9/22. 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 10/101:00 pm -
1 stop6h 00m
Sat 10/245:31 pm -
1 stop5h 17m
Deal found 9/22![Delta logo]()
$362
This Delta deal was found by Cheapflights users on 9/24. 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.
Fri 1/17:25 am -
1 stop8h 16m
Mon 1/45:59 pm -
1 stop4h 04m
Deal found 9/24![Delta logo]()
$372
This KAYAK deal was found by Cheapflights users on 9/25. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/811:29 am -
1 stop5h 47m
Thu 12/101:02 pm -
1 stop7h 51m
Deal found 9/25![Delta logo]()
$383
This Delta deal was found by Cheapflights users on 9/26. 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 10/317:10 am -
1 stop6h 37m
Sun 11/16:04 am -
1 stop4h 56m
Deal found 9/26![Delta logo]()
$397
This Delta deal was found by Cheapflights users on 9/23. 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 10/129:40 am -
1 stop4h 07m
Sat 10/176:44 pm -
1 stop3h 32m
Deal found 9/23![Delta logo]()
$402
Last-minute flights to Midway AirportDiscover last-minute flight deals to Midway Airport. Data last updated September 27, 2026 and is based on user searches.
Discover last-minute flight deals to Midway Airport. Data last updated September 27, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 9/24. 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.
Tue 9/296:15 am -
1 stop12h 31m
Tue 10/66:25 am -
1 stop8h 35m
Deal found 9/24![Frontier logo]()
$245
This Cheapflightsfares deal was found by Cheapflights users on 9/22. 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.
Thu 10/16:15 am -
1 stop12h 31m
Mon 10/56:50 am -
1 stop8h 10m
Deal found 9/22![Frontier logo]()
$244
This CheapOair deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/24:55 pm -
1 stop7h 49m
Mon 10/56:50 am -
1 stop8h 10m
Deal found 9/23![Frontier logo]()
$252
This Orbitz deal was found by Cheapflights users on 9/22. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/275:30 pm -
1 stop7h 17m
Sat 10/317:25 am -
1 stop12h 21m
Deal found 9/22![Frontier logo]()
$239
This Frontier deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” 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 10/279:29 am -
1 stop8h 58m
Tue 11/36:16 am -
1 stop8h 45m
Deal found 9/27![Frontier logo]()
$241
This CheapOair deal was found by Cheapflights users on 9/25. 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 10/275:30 pm -
1 stop7h 17m
Wed 10/286:16 am -
1 stop8h 45m
Deal found 9/25![Frontier logo]()
$253
This Mytrip deal was found by Cheapflights users on 9/22. 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 10/2711:35 am -
1 stop6h 52m
Sat 10/317:25 am -
1 stop12h 54m
Deal found 9/22![Frontier logo]()
$258
This CheapOair deal was found by Cheapflights users on 9/22. 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.
Wed 10/289:29 am -
1 stop9h 18m
Sat 10/317:25 am -
1 stop7h 36m
Deal found 9/22![Frontier logo]()
$240
This Mytrip deal was found by Cheapflights users on 9/22. 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 10/2811:35 am -
1 stop7h 12m
Sat 10/317:25 am -
1 stop12h 54m
Deal found 9/22![Frontier logo]()
$255
This CheapOair deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/295:30 pm -
1 stop7h 17m
Mon 11/26:16 am -
1 stop8h 45m
Deal found 9/23![Frontier logo]()
$251
This Frontier deal was found by Cheapflights users on 9/24. 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.
Fri 10/306:30 am -
1 stop12h 17m
Mon 11/26:16 am -
1 stop8h 45m
Deal found 9/24![Frontier logo]()
$242
This Frontier deal was found by Cheapflights users on 9/26. 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.
Sat 10/316:30 am -
1 stop12h 17m
Wed 11/116:16 am -
1 stop8h 45m
Deal found 9/26![Frontier logo]()
$248
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 September 27, 2026.
Search for one-way flight options to Midway Airport. Find affordable one-way fares based on user searches. Data last updated September 27, 2026.
This CheapOair deal was found by Cheapflights users on 9/22. 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.
Wed 11/411:35 am -
1 stop7h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Frontier logo]()
$119
This CheapOair deal was found by Cheapflights users on 9/22. 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.
Wed 10/2811:35 am -
1 stop7h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Frontier logo]()
$120
This Cheapflightsfares deal was found by Cheapflights users on 9/22. 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 9/3011:35 am -
1 stop7h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Frontier logo]()
$121
This Super.com deal was found by Cheapflights users on 9/22. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/711:35 am -
1 stop7h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Frontier logo]()
$122
This Frontier deal was found by Cheapflights users on 9/22. 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.
Mon 12/1411:43 am -
1 stop9h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Frontier logo]()
$123
This Frontier deal was found by Cheapflights users on 9/22. 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 10/31:00 pm -
1 stop5h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Frontier logo]()
$123
This Flightnetwork deal was found by Cheapflights users on 9/25. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/299:29 am -
1 stop9h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Frontier logo]()
$123
This Trip.com deal was found by Cheapflights users on 9/22. 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.
Tue 10/611:35 am -
1 stop7h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Frontier logo]()
$124
This Frontier deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” 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 11/46:30 am -
1 stop12h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![Frontier logo]()
$124
This CheapOair deal was found by Cheapflights users on 9/22. 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.
Sat 10/319:29 am -
1 stop9h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Frontier logo]()
$125
This Super.com deal was found by Cheapflights users on 9/23. 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 10/16:15 am -
1 stop12h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Frontier logo]()
$126
This Cheapflightsfares deal was found by Cheapflights users on 9/26. 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 11/216:00 am -
1 stop8h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![Frontier logo]()
$127
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 September 27, 2026.
Popular in | July |
|---|---|
Cheapest in | January |
Average price | $322 |
Round-trip from | $239 |
One-way from | $119 |
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 September 27, 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
LGA New York LaGuardia - MDW Chicago Midway
LGAMDW
New York LaGuardia
Thu 11/19
6:35 pm-8:15 pm
Nonstop2h 40m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$139
New YorkChicago
LGA New York LaGuardia - MDW Chicago Midway
LGAMDW
New York LaGuardia
Mon 11/9
8:30 am-10:05 am
Nonstop2h 35m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$139
New YorkChicago
LGA New York LaGuardia - MDW Chicago Midway
LGAMDW
New York LaGuardia
Mon 11/23
8:30 am-10:05 am
Nonstop2h 35m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$139
New YorkChicago
LGA New York LaGuardia - MDW Chicago Midway
LGAMDW
New York LaGuardia
Sat 11/14
7:25 am-9:00 am
Nonstop2h 35m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$144
Quickest round-trip
New YorkChicago
LGA New York LaGuardia - MDW Chicago Midway
LGAMDW
New York LaGuardia
Sun 11/15
6:45 am-8:10 am
Nonstop2h 25m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$144
New YorkChicago
LGA New York LaGuardia - MDW Chicago Midway
LGAMDW
New York LaGuardia
Fri 10/23
9:00 pm-10:25 pm
Nonstop2h 25m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$144
NewarkChicago
EWR Newark - MDW Chicago Midway
EWRMDW
Newark
Mon 11/23
6:00 am-9:46 am
1 stop4h 46m
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
Tue 12/1
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
Sat 10/17
12:57 pm-6:00 pm
1 stop6h 03m
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
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
$149
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 September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 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
LGA-MDW
EWR-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
LGA-MDW
EWR-MDW
JFK-MDW
How long is the flight to Midway?
On average, a flight from New York to Midway takes 4 hours 47 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 52 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 September 26, 2026.
Users looking for the lowest fares to Midway should consider flying on Wednesday 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 September 27, 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.
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
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
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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