$115+ Cheap flights from Midway (MDW) to New York, NY (NYC)
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 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — NYC
Sep 29 — Oct 61
Round-trip
1 adult, Economy
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Find cheap flights from Midway to New York with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Midway to New YorkExplore the most affordable flight options available from Midway to New York. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 30, 2026.
Explore the most affordable flight options available from Midway to New York. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 30, 2026.
This Expedia deal was found by Cheapflights users on 8/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:25 am -
1 stop8h 35m
Tue 9/226:15 am -
1 stop12h 31m
Deal found 8/27![Frontier logo]()
$222
This Frontier deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/236:25 am -
1 stop8h 35m
Wed 9/306:15 am -
1 stop12h 36m
Deal found 8/26![Frontier logo]()
$223
This Frontier deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/111:50 am -
1 stop8h 38m
Tue 9/2911:35 am -
1 stop7h 11m
Deal found 8/26![Frontier logo]()
$227
This Frontier deal was found by Cheapflights users on 8/27. 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 10/279:53 am -
1 stop10h 26m
Sat 10/3111:35 am -
1 stop7h 12m
Deal found 8/27![Frontier logo]()
$228
This Frontier deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 10/279:53 am -
1 stop10h 26m
Thu 10/2911:35 am -
1 stop7h 12m
Deal found 8/28![Frontier logo]()
$229
This Frontier deal was found by Cheapflights users on 8/27. 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 9/306:25 am -
1 stop8h 35m
Fri 10/24:55 pm -
1 stop7h 49m
Deal found 8/27![Frontier logo]()
$233
This Frontier deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/811:50 am -
1 stop12h 13m
Wed 9/911:35 am -
1 stop7h 16m
Deal found 8/26![Frontier logo]()
$234
This Frontier deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 10/279:53 am -
1 stop10h 26m
Wed 11/411:35 am -
1 stop7h 12m
Deal found 8/28![Frontier logo]()
$236
This FlightHub deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 9/196:25 am -
1 stop8h 35m
Wed 9/236:15 am -
1 stop12h 36m
Deal found 8/30![Frontier logo]()
$237
This Frontier deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 10/279:53 am -
1 stop10h 26m
Sun 11/111:35 am -
1 stop7h 12m
Deal found 8/29![Frontier logo]()
$238
This Frontier deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 9/211:50 am -
1 stop12h 13m
Wed 9/911:35 am -
1 stop7h 16m
Deal found 8/28![Frontier logo]()
$239
This CheapOair deal was found by Cheapflights users on 8/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:25 am -
1 stop8h 35m
Tue 9/296:15 am -
1 stop12h 31m
Deal found 8/26![Frontier logo]()
$240
Best flights from Midway to New YorkDiscover carefully curated flight deals from Midway to New York that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 30, 2026.
Discover carefully curated flight deals from Midway to New York that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 30, 2026.
This Southwest deal was found by Cheapflights users on 8/25. 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.
Mon 10/268:20 am -
Nonstop2h 05m
Fri 10/307:25 am -
1 stop7h 45m
Deal found 8/25![Southwest logo]()
$257
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 10/96:44 pm -
1 stop3h 32m
Wed 10/146:00 am -
1 stop5h 03m
Deal found 8/28![Delta logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/810:42 am -
1 stop23h 47m
Sun 11/155:37 pm -
2 stops25h 10m
Deal found 8/26![Multiple Airlines logo]()
$356
This Southwest deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/165:00 am -
Nonstop2h 05m
Wed 12/166:35 pm -
Nonstop2h 40m
Deal found 8/26![Southwest logo]()
$267
This Delta deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 11/66:44 pm -
1 stop3h 32m
Mon 11/911:44 am -
1 stop5h 34m
Deal found 8/29![Delta logo]()
$287
This Southwest deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 10/155:10 am -
Nonstop2h 05m
Sun 10/186:00 am -
Nonstop2h 30m
Deal found 8/29![Southwest logo]()
$277
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 9/301:19 pm -
1 stop5h 11m
Thu 10/16:00 am -
1 stop4h 07m
Deal found 8/28![Delta logo]()
$287
This Southwest deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 9/215:00 am -
Nonstop2h 00m
Sat 9/267:00 am -
2 stops7h 20m
Deal found 8/28![Southwest logo]()
$282
This Delta deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 11/136:44 pm -
1 stop3h 31m
Sun 11/156:00 am -
1 stop4h 42m
Deal found 8/29![Delta logo]()
$287
This Southwest deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 10/295:10 am -
Nonstop2h 05m
Sat 10/316:10 am -
2 stops11h 40m
Deal found 8/29![Southwest logo]()
$282
This Delta deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 10/245:31 pm -
1 stop5h 17m
Thu 10/296:00 am -
1 stop4h 32m
Deal found 8/29![Delta logo]()
$287
This Southwest deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 9/215:50 pm -
1 stop4h 30m
Sun 9/276:00 am -
Nonstop2h 15m
Deal found 8/28![Southwest logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/110:38 am -
1 stop22h 51m
Sun 10/47:09 pm -
2 stops23h 42m
Deal found 8/25![Multiple Airlines logo]()
$424
This Delta deal was found by Cheapflights users on 8/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/66:04 am -
1 stop4h 56m
Sat 10/1012:57 pm -
1 stop6h 03m
Deal found 8/27![Delta logo]()
$307
This Southwest deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 9/308:50 am -
2 stops7h 15m
Thu 10/12:35 pm -
1 stop7h 40m
Deal found 8/29![Southwest logo]()
$292
This Delta deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/285:31 pm -
1 stop5h 28m
Thu 10/2912:57 pm -
1 stop6h 03m
Deal found 8/26![Delta logo]()
$317
This Southwest deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 10/77:25 pm -
Nonstop2h 10m
Sat 10/106:15 am -
Nonstop2h 30m
Deal found 8/29![Southwest logo]()
$292
This Kiwi.com deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/136:10 pm -
1 stop13h 42m
Thu 12/1711:06 am -
1 stop8h 56m
Deal found 8/29![Multiple Airlines logo]()
$509
This Delta deal was found by Cheapflights users on 8/25. 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 11/16:04 am -
1 stop5h 11m
Tue 11/36:00 am -
1 stop5h 43m
Deal found 8/25![Delta logo]()
$322
This Southwest deal was found by Cheapflights users on 8/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/215:50 pm -
1 stop4h 30m
Wed 9/239:45 am -
1 stop7h 50m
Deal found 8/27![Southwest logo]()
$297
This Delta deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:14 pm -
1 stop6h 45m
Mon 12/76:00 am -
1 stop7h 05m
Deal found 8/29![Delta logo]()
$332
This Southwest deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 10/132:50 pm -
1 stop6h 35m
Sat 10/178:15 am -
2 stops8h 10m
Deal found 8/28![Southwest logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 8/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/48:07 pm -
2 stops14h 32m
Sun 12/611:06 am -
1 stop8h 56m
Deal found 8/27![Multiple Airlines logo]()
$582
This Southwest deal was found by Cheapflights users on 8/25. 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 10/85:10 pm -
Nonstop2h 05m
Thu 10/154:20 pm -
1 stop6h 40m
Deal found 8/25![Southwest logo]()
$305
This Delta deal was found by Cheapflights users on 8/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/146:05 am -
1 stop5h 14m
Thu 9/171:00 pm -
1 stop6h 33m
Deal found 8/27![Delta logo]()
$341
This Delta deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 9/301:19 pm -
1 stop5h 11m
Sun 10/46:00 am -
1 stop4h 07m
Deal found 8/29![Delta logo]()
$342
This Southwest deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 10/78:15 am -
Nonstop2h 05m
Mon 10/125:45 pm -
Nonstop2h 30m
Deal found 8/28![Southwest logo]()
$311
This Kiwi.com deal was found by Cheapflights users on 8/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/38:07 pm -
2 stops14h 29m
Sun 12/611:06 am -
1 stop8h 56m
Deal found 8/27![Multiple Airlines logo]()
$611
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 9/231:19 pm -
1 stop5h 11m
Sun 9/276:00 am -
1 stop4h 07m
Deal found 8/28![Delta logo]()
$342
This Delta deal was found by Cheapflights users on 8/25. 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.
Wed 10/211:27 pm -
1 stop5h 09m
Thu 10/226:00 am -
1 stop4h 17m
Deal found 8/25![Delta logo]()
$352
Last-minute flights from Midway to New YorkDiscover last-minute flight deals from Midway to New York. Data last updated August 30, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to New York. Data last updated August 30, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/111:50 am -
1 stop8h 38m
Tue 9/2911:35 am -
1 stop7h 11m
Deal found 8/26![Frontier logo]()
$227
This Expedia deal was found by Cheapflights users on 8/26. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/111:50 am -
1 stop12h 13m
Wed 9/25:55 am -
1 stop6h 00m
Deal found 8/26![Frontier logo]()
$238
This Frontier deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 9/211:50 am -
1 stop12h 13m
Wed 9/911:35 am -
1 stop7h 16m
Deal found 8/28![Frontier logo]()
$239
This Frontier deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/811:50 am -
1 stop12h 13m
Wed 9/911:35 am -
1 stop7h 16m
Deal found 8/26![Frontier logo]()
$234
This Expedia deal was found by Cheapflights users on 8/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/126:25 am -
1 stop8h 35m
Tue 9/156:15 am -
1 stop12h 31m
Deal found 8/27![Frontier logo]()
$241
This Expedia deal was found by Cheapflights users on 8/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:25 am -
1 stop8h 35m
Tue 9/226:15 am -
1 stop12h 31m
Deal found 8/27![Frontier logo]()
$222
This FlightHub deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 9/196:25 am -
1 stop8h 35m
Wed 9/236:15 am -
1 stop12h 36m
Deal found 8/30![Frontier logo]()
$237
This Frontier deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/236:25 am -
1 stop8h 35m
Wed 9/306:15 am -
1 stop12h 36m
Deal found 8/26![Frontier logo]()
$223
This Trip.com deal was found by Cheapflights users on 8/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/236:25 am -
1 stop8h 35m
Sat 9/266:15 am -
1 stop12h 36m
Deal found 8/27![Frontier logo]()
$243
This CheapOair deal was found by Cheapflights users on 8/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:25 am -
1 stop8h 35m
Tue 9/296:15 am -
1 stop12h 31m
Deal found 8/26![Frontier logo]()
$240
This Frontier deal was found by Cheapflights users on 8/27. 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 9/306:25 am -
1 stop8h 35m
Fri 10/24:55 pm -
1 stop7h 49m
Deal found 8/27![Frontier logo]()
$233
This Frontier deal was found by Cheapflights users on 8/27. 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 9/306:25 am -
1 stop8h 35m
Sun 10/46:15 am -
1 stop12h 31m
Deal found 8/27![Frontier logo]()
$242
One-way flights from Midway to New YorkSearch for one-way flight options from Midway to New York. Find affordable one-way fares based on user searches. Data last updated August 30, 2026.
Search for one-way flight options from Midway to New York. Find affordable one-way fares based on user searches. Data last updated August 30, 2026.
This Super.com deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:25 am -
1 stop8h 35m
Deal found 8/28![Frontier logo]()
$115
This Super.com deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/226:25 am -
1 stop8h 35m
Deal found 8/26![Frontier logo]()
$116
This iWofly deal was found by Cheapflights users on 8/27. 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 iWofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/296:25 am -
1 stop8h 35m
Deal found 8/27![Frontier logo]()
$117
This CheapOair deal was found by Cheapflights users on 8/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/196:25 am -
1 stop8h 35m
Deal found 8/27![Frontier logo]()
$119
This Travelocity deal was found by Cheapflights users on 8/27. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/279:53 am -
1 stop10h 26m
Deal found 8/27![Frontier logo]()
$120
This Super.com deal was found by Cheapflights users on 8/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/56:50 am -
1 stop8h 10m
Deal found 8/27![Frontier logo]()
$121
This Southwest deal was found by Cheapflights users on 8/25. 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 9/152:40 pm -
Nonstop2h 05m
Deal found 8/25![Southwest logo]()
$124
This Super.com deal was found by Cheapflights users on 8/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:25 am -
1 stop8h 35m
Deal found 8/27![Frontier logo]()
$126
This Super.com deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:16 am -
1 stop9h 01m
Deal found 8/26![Frontier logo]()
$127
This Super.com deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/811:50 am -
1 stop12h 13m
Deal found 8/25![Frontier logo]()
$127
This Frontier deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:16 am -
1 stop8h 45m
Deal found 8/26![Frontier logo]()
$128
This Super.com deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/148:07 pm -
1 stop13h 41m
Deal found 8/29![Frontier logo]()
$128
Find flight deals from Midway to New York
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to New York (NYC). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $222 (Expedia) |
One-way from | $115 (Super.com) |
Popular in | March |
Cheapest in | October |
Average price | $361 |
Good round-trip deal | $257 or less |
Good one-way deal | $177 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to New York that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated August 30, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to New York that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoNew York
MDW Chicago Midway - LGA New York LaGuardia
MDWLGA
Chicago Midway
Mon 10/26
8:20 am-11:25 am
Nonstop2h 05m
New York LaGuardia
Fri 10/30
7:25 am-2:10 pm
1 stop7h 45m
$257
ChicagoNew York
MDW Chicago Midway - LGA New York LaGuardia
MDWLGA
Chicago Midway
Wed 12/16
5:00 am-8:05 am
Nonstop2h 05m
New York LaGuardia
Wed 12/16
6:35 pm-8:15 pm
Nonstop2h 40m
$267
Quickest round-trip
ChicagoNew York
MDW Chicago Midway - LGA New York LaGuardia
MDWLGA
Chicago Midway
Thu 10/15
5:10 am-8:15 am
Nonstop2h 05m
New York LaGuardia
Sun 10/18
6:00 am-7:30 am
Nonstop2h 30m
$277
ChicagoNew York
MDW Chicago Midway - LGA New York LaGuardia
MDWLGA
Chicago Midway
Mon 9/21
5:00 am-8:00 am
Nonstop2h 00m
New York LaGuardia
Sat 9/26
7:00 am-1:20 pm
2 stops7h 20m
$282
ChicagoNew York
MDW Chicago Midway - LGA New York LaGuardia
MDWLGA
Chicago Midway
Thu 10/29
5:10 am-8:15 am
Nonstop2h 05m
New York LaGuardia
Sat 10/31
6:10 am-4:50 pm
2 stops11h 40m
$282
ChicagoNewark
MDW Chicago Midway - EWR Newark
MDWEWR
Chicago Midway
Fri 10/9
6:44 pm-11:16 pm
1 stop3h 32m
Newark
Wed 10/14
6:00 am-10:03 am
1 stop5h 03m
$287
ChicagoNewark
MDW Chicago Midway - EWR Newark
MDWEWR
Chicago Midway
Fri 11/6
6:44 pm-11:16 pm
1 stop3h 32m
Newark
Mon 11/9
11:44 am-4:18 pm
1 stop5h 34m
$287
ChicagoNewark
MDW Chicago Midway - EWR Newark
MDWEWR
Chicago Midway
Wed 9/30
1:19 pm-7:30 pm
1 stop5h 11m
Newark
Thu 10/1
6:00 am-9:07 am
1 stop4h 07m
$287
ChicagoNewark
MDW Chicago Midway - EWR Newark
MDWEWR
Chicago Midway
Fri 11/13
6:44 pm-11:15 pm
1 stop3h 31m
Newark
Sun 11/15
6:00 am-9:42 am
1 stop4h 42m
$287
ChicagoNewark
MDW Chicago Midway - EWR Newark
MDWEWR
Chicago Midway
Sat 10/24
5:31 pm-11:48 pm
1 stop5h 17m
Newark
Thu 10/29
6:00 am-9:32 am
1 stop4h 32m
$287
Showing 1-10 of 60 resultsSorted by cheapest first
Compare providers for flights from Midway to New York
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 from Midway to New York in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-New York flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-New York flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-New York flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-New York flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-New York flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Midway to New York
Have a flexible travel schedule? Discover the best time to fly to New York from Midway with our price prediction graph.
MDW-NYC
MDW-LGA
MDW-EWR
MDW-SWF
MDW-JFK
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago Midway Airport to New York
MDW-NYC
MDW-LGA
MDW-EWR
MDW-SWF
MDW-JFK
What is the cheapest month to book a flight from Chicago Midway Airport to New York?
Currently, November is the cheapest month in which you can book a flight from Chicago Midway Airport to New York (average of $201). Flying from Chicago Midway Airport to New York in July is currently the most expensive (average of $401). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from MDW to NYC?
Find hourly flight availability from Midway to New York. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 30, 2026.
One of the essential ways to save on airfare from Chicago Midway Airport to New York is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 41% on airfare.
How much does it cost to fly round-trip from Chicago Midway Airport to New York?
Airfare is typical for this route at the moment.
Chicago Midway Airport to New York flights typically cost between $222 and $351 in September.The cheapest round-trip price found within the last 5 days was $222 on Frontier (Sep 15-Sep 22).
How often are flights from Chicago to New York delayed?
About 23% of weekly flights between Chicago and New York have experienced delays in the past year, with the average delay time being 120 minutes.
What is the most punctual flight time for Chicago to New York flights?
Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Wednesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Chicago to New York flights?
Over the last year, Southwest have had the lowest number of delays on this route, with just 23% of flights being delayed.
How far ahead should I book a flight from Chicago Midway Airport to New York?
The price you pay for your flight from Chicago Midway Airport to New York may vary depending on when you book. For the best chance of a lower fare, look to book 53 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest day to fly from Chicago Midway Airport to New York?
Use this chart to determine the cheapest time to fly round-trip from Midway to New York. Price data was last updated on August 22, 2026.
Travelers seeking maximum savings on their Chicago Midway Airport to New York flight should consider departing on Monday mornings when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
The best insider tips for Chicago Midway Airport to New York flights
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 to New York trip
Our travel experts
Reviews of airlines servicing New York
Get insights into the airlines that provide service to New York. 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 New York. Reviews last updated August 30, 2026.
Get a feel of what it's like to fly with Southwest and Frontier from Chicago Midway Airport to New York by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Overall
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Food
7.0
Overall
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Food
7.0
Overall
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Related info for your journey
Find useful and relevant information for your journey from Midway to New York. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near New York?
Book flights to New York if you plan to visit one of these locationsQueens
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Other flights to New York
Explore flights to New York departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 30, 2026.
Midway and New York flights
Browse other Midway and New York flight options. Last updated on August 30, 2026.
Other flights from Midway
Browse through other flights departing from Midway. Flights are based on user searches made on Cheapflights and were last updated on August 30, 2026.
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Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Midway to New York
Discover the top 3 airlines that operate flights from Midway to New York. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated August 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$56 | Average$167 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$176 | Average$311 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$179 | Average$382 | FlexibilityNo cancel fee | On-time63% |