$107+ Cheap flights to Midway
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
— MDW
Sep 18 — Sep 251
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights 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.Flights to Midway in 2026
Cheapest
Best
Last-minute
One-way
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 August 19, 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 August 19, 2026.
This FlightHub deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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.
Sat 8/225:55 am -
1 stop5h 55m
Tue 9/111:50 am -
1 stop12h 13m
Deal found 8/16![Frontier logo]()
$217
This Frontier deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 10/305:55 am -
1 stop6h 03m
Mon 11/212:03 pm -
1 stop8h 25m
Deal found 8/16![Frontier logo]()
$218
This Expedia deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:15 am -
1 stop12h 31m
Wed 9/166:25 am -
1 stop8h 35m
Deal found 8/14![Frontier logo]()
$218
This Frontier deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 9/306:15 am -
1 stop12h 36m
Wed 10/76:25 am -
1 stop8h 35m
Deal found 8/16![Frontier logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 9/2911:35 am -
1 stop7h 11m
Fri 10/29:24 pm -
1 stop12h 41m
Deal found 8/16![Multiple Airlines logo]()
$220
This Frontier deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” 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 8/15![Frontier logo]()
$220
This Frontier deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 10/24:55 pm -
1 stop7h 49m
Mon 10/56:25 am -
1 stop8h 35m
Deal found 8/16![Frontier logo]()
$221
This Frontier deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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.
Sun 8/305:55 am -
1 stop6h 00m
Tue 9/111:50 am -
1 stop12h 13m
Deal found 8/16![Frontier logo]()
$222
This CheapOair deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 10/285:55 am -
1 stop6h 03m
Fri 10/3012:03 pm -
1 stop8h 25m
Deal found 8/17![Frontier logo]()
$223
This Trip.com deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” 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 8/295:55 am -
1 stop5h 55m
Wed 9/211:50 am -
1 stop12h 13m
Deal found 8/15![Frontier logo]()
$224
This Kiwi.com deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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.
Wed 9/2311:35 am -
1 stop7h 16m
Sat 9/266:25 am -
1 stop13h 59m
Deal found 8/17![Frontier logo]()
$226
This Frontier deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 8/295:55 am -
1 stop5h 55m
Tue 9/811:50 am -
1 stop8h 38m
Deal found 8/16![Frontier logo]()
$228
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 August 19, 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 August 19, 2026.
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:00 am -
Nonstop2h 15m
Wed 9/305:10 am -
Nonstop2h 00m
Deal found 8/14![Southwest logo]()
$247
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/161:00 pm -
1 stop6h 33m
Tue 9/225:11 pm -
1 stop5h 46m
Deal found 8/18![Delta logo]()
$267
This Kiwi.com deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 12/311:06 am -
1 stop8h 56m
Sun 12/66:10 pm -
1 stop13h 42m
Deal found 8/19![Multiple Airlines logo]()
$390
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 11/1210:20 am -
Nonstop2h 50m
Sun 11/158:15 am -
Nonstop2h 10m
Deal found 8/18![Southwest logo]()
$247
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:00 am -
1 stop4h 42m
Tue 11/176:44 pm -
1 stop3h 31m
Deal found 8/18![Delta logo]()
$267
This Southwest deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:00 am -
Nonstop2h 15m
Sun 10/45:05 am -
Nonstop2h 05m
Deal found 8/15![Southwest logo]()
$247
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/176:00 am -
1 stop4h 07m
Tue 9/296:05 am -
1 stop5h 14m
Deal found 8/14![Delta logo]()
$267
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 10/36:15 am -
Nonstop2h 30m
Sat 10/34:25 pm -
Nonstop2h 05m
Deal found 8/14![Southwest logo]()
$247
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/306:00 am -
1 stop6h 54m
Sat 10/36:40 pm -
1 stop3h 35m
Deal found 8/17![Delta logo]()
$267
This Southwest deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” 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 10/239:00 pm -
Nonstop2h 20m
Sun 10/255:05 am -
Nonstop2h 05m
Deal found 8/15![Southwest logo]()
$247
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:00 am -
1 stop4h 07m
Wed 9/161:19 pm -
1 stop5h 11m
Deal found 8/14![Delta logo]()
$267
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/198:20 am -
1 stop6h 45m
Mon 9/2112:50 pm -
Nonstop2h 05m
Deal found 8/14![Southwest logo]()
$257
This Southwest deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/279:05 pm -
Nonstop2h 20m
Thu 10/295:50 pm -
1 stop4h 20m
Deal found 8/16![Southwest logo]()
$257
This Delta deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/81:00 pm -
1 stop4h 57m
Wed 9/94:30 pm -
1 stop6h 27m
Deal found 8/15![Delta logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/28:48 pm -
2 stops22h 03m
Thu 10/159:18 am -
1 stop24h 11m
Deal found 8/17![Multiple Airlines logo]()
$422
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/126:00 am -
1 stop4h 07m
Sat 9/125:37 pm -
1 stop4h 38m
Deal found 8/14![Delta logo]()
$292
This Kiwi.com deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/28:48 pm -
2 stops22h 03m
Sun 10/1111:38 am -
1 stop22h 51m
Deal found 8/17![Multiple Airlines logo]()
$433
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/284:25 pm -
1 stop6h 10m
Tue 9/298:50 am -
2 stops7h 15m
Deal found 8/14![Southwest logo]()
$272
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/268:35 am -
1 stop7h 49m
Mon 9/281:00 pm -
1 stop8h 03m
Deal found 8/17![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 1/257:00 am -
2 stops10h 30m
Wed 1/278:05 pm -
Nonstop2h 05m
Deal found 8/18![Southwest logo]()
$272
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/297:15 am -
1 stop6h 24m
Thu 10/11:00 pm -
1 stop8h 03m
Deal found 8/17![Delta logo]()
$297
This Kiwi.com deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 10/1510:56 am -
2 stops13h 47m
Thu 11/1210:12 am -
1 stop23h 07m
Deal found 8/17![Multiple Airlines logo]()
$489
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/174:25 pm -
1 stop6h 10m
Fri 9/185:50 pm -
1 stop4h 30m
Deal found 8/18![Southwest logo]()
$277
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 10/246:00 am -
1 stop5h 37m
Sat 10/245:31 pm -
1 stop5h 27m
Deal found 8/14![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/248:35 am -
1 stop7h 55m
Tue 9/298:50 am -
2 stops7h 15m
Deal found 8/15![Southwest logo]()
$282
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/307:15 am -
1 stop6h 24m
Sat 10/311:35 am -
1 stop5h 24m
Deal found 8/17![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 9/184:25 pm -
1 stop6h 10m
Sat 9/199:05 am -
2 stops9h 35m
Deal found 8/16![Southwest logo]()
$282
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/108:35 am -
1 stop7h 49m
Wed 9/161:00 pm -
1 stop8h 02m
Deal found 8/14![Delta logo]()
$302
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/108:35 am -
1 stop7h 49m
Tue 9/151:00 pm -
1 stop8h 02m
Deal found 8/14![Delta logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 12/1011:06 am -
1 stop8h 56m
Sun 12/138:07 pm -
2 stops14h 29m
Deal found 8/18![Multiple Airlines logo]()
$689
Last-minute flights to Midway AirportDiscover last-minute flight deals to Midway Airport. Data last updated August 19, 2026 and is based on user searches.
Discover last-minute flight deals to Midway Airport. Data last updated August 19, 2026 and is based on user searches.
This FlightHub deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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.
Sat 8/225:55 am -
1 stop5h 55m
Tue 9/111:50 am -
1 stop12h 13m
Deal found 8/16![Frontier logo]()
$217
This Trip.com deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” 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 8/295:55 am -
1 stop5h 55m
Wed 9/211:50 am -
1 stop12h 13m
Deal found 8/15![Frontier logo]()
$224
This Frontier deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 8/295:55 am -
1 stop5h 55m
Tue 9/811:50 am -
1 stop8h 38m
Deal found 8/16![Frontier logo]()
$228
This Frontier deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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.
Sun 8/305:55 am -
1 stop6h 00m
Tue 9/111:50 am -
1 stop12h 13m
Deal found 8/14![Frontier logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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.
Wed 9/911:35 am -
1 stop7h 16m
Wed 9/166:25 am -
1 stop13h 59m
Deal found 8/16![Frontier logo]()
$218
This Frontier deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/96:15 am -
1 stop12h 36m
Wed 9/166:25 am -
1 stop8h 35m
Deal found 8/14![Frontier logo]()
$219
This Frontier deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/156:15 am -
1 stop12h 31m
Tue 10/66:25 am -
1 stop8h 35m
Deal found 8/14![Frontier logo]()
$218
This Kiwi.com deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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.
Wed 9/2311:35 am -
1 stop7h 16m
Sat 9/266:25 am -
1 stop13h 59m
Deal found 8/17![Frontier logo]()
$226
This CheapOair deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/236:15 am -
1 stop12h 36m
Mon 9/286:25 am -
1 stop8h 35m
Deal found 8/17![Frontier logo]()
$228
This Frontier deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/254:55 pm -
1 stop7h 49m
Wed 9/306:25 am -
1 stop8h 35m
Deal found 8/18![Frontier logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 9/2911:35 am -
1 stop7h 11m
Fri 10/29:24 pm -
1 stop12h 41m
Deal found 8/16![Multiple Airlines logo]()
$220
This Frontier deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” 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 8/15![Frontier logo]()
$220
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 August 19, 2026.
Search for one-way flight options to Midway Airport. Find affordable one-way fares based on user searches. Data last updated August 19, 2026.
This Trip.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 8/255:55 am -
1 stop6h 00m
Deal found 8/14![Frontier logo]()
$107
This Super.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/161:00 pm -
1 stop5h 51m
Deal found 8/18![Frontier logo]()
$108
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3010:55 pm -
1 stop14h 12m
Deal found 8/14![Frontier logo]()
$108
This Mytrip deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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.
Thu 9/2411:35 am -
1 stop7h 11m
Deal found 8/18![Frontier logo]()
$109
This Super.com deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/191:00 pm -
1 stop5h 51m
Deal found 8/17![Frontier logo]()
$109
This Expedia deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/14:55 pm -
1 stop7h 49m
Deal found 8/16![Frontier logo]()
$109
This CheapOair deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/231:00 pm -
1 stop5h 51m
Deal found 8/17![Frontier logo]()
$110
This Mytrip deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 9/301:00 pm -
1 stop5h 51m
Deal found 8/16![Frontier logo]()
$111
This Super.com deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” 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.
Fri 10/24:55 pm -
1 stop7h 49m
Deal found 8/15![Frontier logo]()
$112
This Super.com deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/295:55 am -
1 stop5h 55m
Deal found 8/19![Frontier logo]()
$113
This CheapOair deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/111:00 pm -
1 stop5h 51m
Deal found 8/18![Frontier logo]()
$113
This Frontier deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/254:55 pm -
1 stop7h 49m
Deal found 8/17![Frontier logo]()
$113
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 August 19, 2026.
Popular in | July |
|---|---|
Cheapest in | January |
Average price | $296 |
Round-trip from | $211 |
One-way from | $107 |
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 August 19, 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
Quickest round-trip
New YorkChicago
LGA New York LaGuardia - MDW Chicago Midway
LGAMDW
New York LaGuardia
Thu 9/17
6:00 am-7:15 am
Nonstop2h 15m
Chicago Midway
Wed 9/30
5:10 am-8:10 am
Nonstop2h 00m
$247
New YorkChicago
LGA New York LaGuardia - MDW Chicago Midway
LGAMDW
New York LaGuardia
Thu 11/12
10:20 am-12:10 pm
Nonstop2h 50m
Chicago Midway
Sun 11/15
8:15 am-11:25 am
Nonstop2h 10m
$247
New YorkChicago
LGA New York LaGuardia - MDW Chicago Midway
LGAMDW
New York LaGuardia
Thu 9/24
6:00 am-7:15 am
Nonstop2h 15m
Chicago Midway
Sun 10/4
5:05 am-8:10 am
Nonstop2h 05m
$247
New YorkChicago
LGA New York LaGuardia - MDW Chicago Midway
LGAMDW
New York LaGuardia
Sat 10/3
6:15 am-7:45 am
Nonstop2h 30m
Chicago Midway
Sat 10/3
4:25 pm-7:30 pm
Nonstop2h 05m
$247
New YorkChicago
LGA New York LaGuardia - MDW Chicago Midway
LGAMDW
New York LaGuardia
Fri 10/23
9:00 pm-10:20 pm
Nonstop2h 20m
Chicago Midway
Sun 10/25
5:05 am-8:10 am
Nonstop2h 05m
$247
New YorkChicago
LGA New York LaGuardia - MDW Chicago Midway
LGAMDW
New York LaGuardia
Sat 9/19
8:20 am-2:05 pm
1 stop6h 45m
Chicago Midway
Mon 9/21
12:50 pm-3:55 pm
Nonstop2h 05m
$257
New YorkChicago
LGA New York LaGuardia - MDW Chicago Midway
LGAMDW
New York LaGuardia
Tue 10/27
9:05 pm-10:25 pm
Nonstop2h 20m
Chicago Midway
Thu 10/29
5:50 pm-11:10 pm
1 stop4h 20m
$257
NewarkChicago
EWR Newark - MDW Chicago Midway
EWRMDW
Newark
Wed 9/16
1:00 pm-6:33 pm
1 stop6h 33m
Chicago Midway
Tue 9/22
5:11 pm-11:57 pm
1 stop5h 46m
$267
NewarkChicago
EWR Newark - MDW Chicago Midway
EWRMDW
Newark
Tue 11/10
6:00 am-9:42 am
1 stop4h 42m
Chicago Midway
Tue 11/17
6:44 pm-11:15 pm
1 stop3h 31m
$267
NewarkChicago
EWR Newark - MDW Chicago Midway
EWRMDW
Newark
Thu 9/17
6:00 am-9:07 am
1 stop4h 07m
Chicago Midway
Tue 9/29
6:05 am-12:19 pm
1 stop5h 14m
$267
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 August.
| 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
SWF-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
SWF-MDW
JFK-MDW
How long is the flight to Midway?
On average, a flight from New York to Midway takes 4 hours 45 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, United Airlines and Southwest.
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 89 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 August 15, 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 August 19, 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.
Boarding
8.1
Food
7.0
Entertainment
7.5
Overall
8.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Food
7.0
Entertainment
7.5
Overall
8.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Food
7.0
Entertainment
7.5
Overall
8.0
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
Lansing
Merrillville
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.
Flights by cabin class
Popular flights
Popular destinations
Popular routes
Airports nearby
Flights to MDW
Flights from MDW
Illinois flights
Domestic flights to Chicago
Popular United States flight routes
Complete your trip
Airlines