$63+ Cheap flights from New York State to Midway (MDW)
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 4/30. Fares are subject to change and may not be available on all flights or dates of travel.
JFK — MDW
May 4 — May 111
Round-trip
1 adult, Economy
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Find cheap flights from New York 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
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Cheapest flights from New York to MidwayExplore the most affordable flight options available from New York to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 4, 2026.
Explore the most affordable flight options available from New York to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 4, 2026.
This Frontier deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/2111:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Thu 4/232:15 pm
MDW
- EWR
1 stop10h 01m
Frontier
Deal found 3/31![Frontier logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/2210:29 pm
EWR
- MDW
1 stop22h 02m
Frontier
Mon 4/277:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Deal found 3/31![Frontier logo]()
$120
This Super.com deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 4/1511:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Fri 4/177:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Deal found 4/3![Frontier logo]()
$121
This Frontier deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 4/1711:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Sun 4/197:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Deal found 4/3![Frontier logo]()
$122
This Priceline deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/1411:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Tue 4/142:15 pm
MDW
- EWR
1 stop10h 01m
Frontier
Deal found 3/31![Frontier logo]()
$123
This Frontier deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
Thu 4/1611:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Mon 4/202:15 pm
MDW
- EWR
1 stop10h 01m
Frontier
Deal found 3/31![Frontier logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 4/2410:29 pm
EWR
- MDW
1 stop21h 08m
Frontier
Sun 4/267:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Deal found 4/3![Frontier logo]()
$126
This Priceline deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/3011:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Mon 5/47:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Deal found 3/31![Frontier logo]()
$128
This Trip.com deal was found by Cheapflights users on 3/30. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/171:54 pm
EWR
- MDW
1 stop27h 06m
Frontier
Mon 4/207:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Deal found 3/30![Frontier logo]()
$129
This Frontier deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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.
Thu 4/2311:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Thu 4/307:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Deal found 4/2![Frontier logo]()
$130
This Frontier deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 4/281:56 pm
BUF
- MDW
1 stop9h 18m
Frontier
Wed 4/296:10 am
MDW
- BUF
1 stop5h 32m
Frontier
Deal found 4/2![Frontier logo]()
$140
This Frontier deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/228:25 pm
LGA
- MDW
1 stop12h 01m
Frontier
Tue 4/286:10 am
MDW
- LGA
1 stop10h 35m
Frontier
Deal found 3/31![Frontier logo]()
$140
Best flights from New York to MidwayDiscover carefully curated flight deals from New York to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 4, 2026.
Discover carefully curated flight deals from New York to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 4, 2026.
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 5/97:35 am
LGA
- MDW
Nonstop2h 25m
Southwest
Mon 5/115:15 am
MDW
- LGA
Nonstop2h 00m
Southwest
Deal found 3/31![Southwest logo]()
$177
This Delta deal was found by Cheapflights users on 3/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:00 am
EWR
- MDW
1 stop3h 47m
Delta
Mon 4/271:24 pm
MDW
- EWR
1 stop5h 07m
Delta
Deal found 3/30![Delta logo]()
$197
This Justfly.com deal was found by Cheapflights users on 3/30. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/71:02 pm
BUF
- MDW
1 stop10h 17m
Frontier
Thu 4/95:01 am
MDW
- BUF
1 stop14h 13m
Frontier
Deal found 3/30![Frontier logo]()
$310
This Southwest deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/36:00 am
LGA
- MDW
Nonstop2h 25m
Southwest
Sun 5/105:20 am
MDW
- LGA
Nonstop2h 00m
Southwest
Deal found 4/3![Southwest logo]()
$187
This Southwest deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 4/236:00 am
LGA
- MDW
Nonstop2h 25m
Southwest
Sat 4/256:10 pm
MDW
- LGA
Nonstop2h 05m
Southwest
Deal found 4/2![Southwest logo]()
$187
This Delta deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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 7/46:15 am
EWR
- MDW
1 stop7h 54m
Delta
Wed 8/261:00 pm
MDW
- EWR
1 stop5h 27m
Delta
Deal found 4/1![Delta logo]()
$207
This Delta deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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 5/293:28 pm
EWR
- MDW
1 stop6h 41m
Delta
Tue 6/29:23 am
MDW
- EWR
1 stop6h 32m
Delta
Deal found 4/1![Delta logo]()
$207
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/306:00 am
LGA
- MDW
Nonstop2h 25m
Southwest
Sat 5/98:40 am
MDW
- LGA
2 stops12h 35m
Southwest
Deal found 3/31![Southwest logo]()
$202
This Delta deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 5/79:38 am
EWR
- MDW
1 stop4h 04m
Delta
Sat 5/99:22 am
MDW
- EWR
1 stop5h 37m
Delta
Deal found 4/3![Delta logo]()
$207
This Southwest deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 5/188:55 am
LGA
- MDW
1 stop7h 00m
Southwest
Thu 5/215:15 am
MDW
- LGA
Nonstop2h 00m
Southwest
Deal found 4/3![Southwest logo]()
$212
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/166:00 am
EWR
- MDW
1 stop3h 47m
Delta
Mon 4/201:24 pm
MDW
- EWR
1 stop5h 07m
Delta
Deal found 3/31![Delta logo]()
$217
This Southwest deal was found by Cheapflights users on 3/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/109:05 am
LGA
- MDW
1 stop7h 15m
Southwest
Mon 5/117:50 am
MDW
- LGA
1 stop5h 30m
Southwest
Deal found 3/30![Southwest logo]()
$217
This Delta deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 4/226:00 am
EWR
- MDW
1 stop3h 47m
Delta
Fri 4/246:38 pm
MDW
- EWR
1 stop3h 25m
Delta
Deal found 4/3![Delta logo]()
$222
This Southwest deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 4/238:55 am
LGA
- MDW
1 stop7h 00m
Southwest
Mon 4/279:00 am
MDW
- LGA
1 stop4h 20m
Southwest
Deal found 4/3![Southwest logo]()
$222
This Delta deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 7/236:00 am
EWR
- MDW
1 stop4h 08m
Delta
Fri 7/246:05 am
MDW
- EWR
1 stop7h 14m
Delta
Deal found 4/3![Delta logo]()
$227
This Southwest deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/197:25 am
LGA
- MDW
Nonstop2h 25m
Southwest
Wed 4/229:40 am
MDW
- LGA
2 stops8h 45m
Southwest
Deal found 4/3![Southwest logo]()
$232
This Southwest deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” 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 5/193:10 pm
BUF
- MDW
Nonstop1h 40m
Southwest
Tue 5/267:50 am
MDW
- BUF
Nonstop1h 30m
Southwest
Deal found 4/4![Southwest logo]()
$237
This Southwest deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 6/129:30 pm
LGA
- MDW
Nonstop2h 25m
Southwest
Sun 6/145:20 am
MDW
- LGA
Nonstop2h 00m
Southwest
Deal found 4/3![Southwest logo]()
$237
This Delta deal was found by Cheapflights users on 3/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/275:50 am
SYR
- MDW
1 stop3h 57m
Delta
Mon 5/46:38 pm
MDW
- SYR
1 stop3h 32m
Delta
Deal found 3/30![Delta logo]()
$289
This Delta deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 5/25:50 am
SYR
- MDW
1 stop3h 57m
Delta
Mon 5/46:38 pm
MDW
- SYR
1 stop3h 32m
Delta
Deal found 4/3![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 4/2112:35 pm
LGA
- MDW
2 stops8h 35m
Southwest
Mon 4/276:00 am
MDW
- LGA
1 stop8h 00m
Southwest
Deal found 4/2![Southwest logo]()
$247
This Delta deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” 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 8/273:11 pm
SYR
- MDW
1 stop7h 35m
Delta
Sun 8/306:00 am
MDW
- SYR
1 stop7h 11m
Delta
Deal found 4/4![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 3/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1410:55 am
LGA
- MDW
Nonstop2h 25m
Southwest
Thu 5/217:50 pm
MDW
- LGA
Nonstop2h 05m
Southwest
Deal found 3/30![Southwest logo]()
$258
This Delta deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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 5/212:03 pm
SYR
- MDW
1 stop5h 23m
Delta
Tue 5/55:21 pm
MDW
- SYR
1 stop5h 42m
Delta
Deal found 4/1![Delta logo]()
$289
This Delta deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 4/166:00 am
EWR
- MDW
1 stop3h 47m
Delta
Tue 4/216:38 pm
MDW
- EWR
1 stop3h 25m
Delta
Deal found 4/3![Delta logo]()
$291
This Southwest deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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 5/207:40 am
BUF
- MDW
1 stop11h 00m
Southwest
Wed 5/2712:50 pm
MDW
- BUF
Nonstop1h 30m
Southwest
Deal found 4/1![Southwest logo]()
$267
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/242:55 pm
JFK
- MDW
1 stop8h 33m
Delta
Wed 4/295:21 pm
MDW
- JFK
1 stop6h 27m
Delta
Deal found 3/31![Delta logo]()
$294
This Southwest deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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 4/288:20 am
BUF
- MDW
Nonstop1h 40m
Southwest
Tue 4/285:55 pm
MDW
- BUF
Nonstop1h 30m
Southwest
Deal found 4/1![Southwest logo]()
$273
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/222:55 pm
JFK
- MDW
1 stop8h 33m
Delta
Sat 4/251:24 pm
MDW
- JFK
1 stop4h 21m
Delta
Deal found 3/31![Delta logo]()
$294
This Southwest deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” 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 5/25:35 am
BUF
- MDW
1 stop6h 10m
Southwest
Sat 5/92:15 pm
MDW
- BUF
2 stops8h 10m
Southwest
Deal found 4/4![Southwest logo]()
$290
Last-minute flights from New York to MidwayDiscover last-minute flight deals from New York to Midway. Data last updated April 4, 2026 and is based on user searches.
Discover last-minute flight deals from New York to Midway. Data last updated April 4, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/1411:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Thu 4/162:15 pm
MDW
- EWR
1 stop10h 01m
Frontier
Deal found 3/31![Frontier logo]()
$123
This Super.com deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 4/1511:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Fri 4/177:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Deal found 4/3![Frontier logo]()
$121
This Frontier deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
Thu 4/1611:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Mon 4/202:15 pm
MDW
- EWR
1 stop10h 01m
Frontier
Deal found 3/31![Frontier logo]()
$124
This Frontier deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 4/1711:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Sun 4/197:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Deal found 4/3![Frontier logo]()
$122
This Trip.com deal was found by Cheapflights users on 3/30. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/171:54 pm
EWR
- MDW
1 stop27h 06m
Frontier
Mon 4/207:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Deal found 3/30![Frontier logo]()
$129
This Frontier deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/2111:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Thu 4/232:15 pm
MDW
- EWR
1 stop10h 01m
Frontier
Deal found 3/31![Frontier logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/2210:29 pm
EWR
- MDW
1 stop22h 02m
Frontier
Mon 4/277:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Deal found 3/31![Frontier logo]()
$120
This Frontier deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/228:25 pm
LGA
- MDW
1 stop12h 01m
Frontier
Tue 4/286:10 am
MDW
- LGA
1 stop10h 35m
Frontier
Deal found 3/31![Frontier logo]()
$140
This Frontier deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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.
Thu 4/2311:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Sun 4/267:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Deal found 4/1![Frontier logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 4/2410:29 pm
EWR
- MDW
1 stop21h 08m
Frontier
Sun 4/267:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Deal found 4/3![Frontier logo]()
$126
This Frontier deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 4/281:56 pm
BUF
- MDW
1 stop9h 18m
Frontier
Wed 4/296:10 am
MDW
- BUF
1 stop5h 32m
Frontier
Deal found 4/2![Frontier logo]()
$140
This Priceline deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/3011:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Mon 5/47:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Deal found 3/31![Frontier logo]()
$128
One-way flights from New York to MidwaySearch for one-way flight options from New York to Midway. Find affordable one-way fares based on user searches. Data last updated April 4, 2026.
Search for one-way flight options from New York to Midway. Find affordable one-way fares based on user searches. Data last updated April 4, 2026.
This Super.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/3011:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Deal found 3/31![Frontier logo]()
$63
This Frontier deal was found by Cheapflights users on 3/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/411:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Deal found 3/30![Frontier logo]()
$64
This iWofly deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/281:00 pm
JFK
- MDW
1 stop7h 31m
Frontier
Deal found 3/31![Frontier logo]()
$65
This Trip.com deal was found by Cheapflights users on 3/30. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2311:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Deal found 3/30![Frontier logo]()
$66
This Super.com deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 4/1411:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Deal found 4/3![Frontier logo]()
$68
This iWofly deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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.
Sat 5/21:45 pm
EWR
- MDW
1 stop18h 56m
Frontier
Deal found 4/3![Frontier logo]()
$69
This iWofly deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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.
Wed 4/228:25 pm
LGA
- MDW
1 stop12h 01m
Frontier
Deal found 4/1![Frontier logo]()
$69
This Expedia deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 5/55:55 am
EWR
- MDW
1 stop6h 14m
Frontier
Deal found 4/3![Frontier logo]()
$70
This Frontier deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/211:00 pm
JFK
- MDW
1 stop7h 31m
Frontier
Deal found 3/31![Frontier logo]()
$70
This Frontier deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/291:56 pm
BUF
- MDW
1 stop6h 35m
Frontier
Deal found 3/31![Frontier logo]()
$70
This Booking.com deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/21:11 pm
BUF
- MDW
1 stop6h 26m
Frontier
Deal found 4/2![Frontier logo]()
$71
This Trip.com deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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 4/291:00 pm
JFK
- MDW
1 stop7h 31m
Frontier
Deal found 4/1![Frontier logo]()
$73
Find flight deals from New York to Midway
Keep the following information in mind while searching for New York to Midway flight deals. Data was last updated April 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $118 (Frontier) |
One-way from | $63 (Super.com) |
Popular in | June |
Cheapest in | January |
Average price | $239 |
Good round-trip deal | $294 or less |
Good one-way deal | $189 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from New York to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 4, 2026.
Use the filters below to find and compare flights from New York State to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Sat 5/9
7:35 am-9:00 am
Nonstop2h 25m
Chicago Midway
Mon 5/11
5:15 am-8:15 am
Nonstop2h 00m
$177
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Sun 5/3
6:00 am-7:25 am
Nonstop2h 25m
Chicago Midway
Sun 5/10
5:20 am-8:20 am
Nonstop2h 00m
$187
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Thu 4/23
6:00 am-7:25 am
Nonstop2h 25m
Chicago Midway
Sat 4/25
6:10 pm-9:15 pm
Nonstop2h 05m
$187
NewarkChicago
EWR - MDW
EWRMDW
Newark
Fri 4/24
6:00 am-8:47 am
1 stop3h 47m
Chicago Midway
Mon 4/27
1:24 pm-7:31 pm
1 stop5h 07m
$197
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Thu 4/30
6:00 am-7:25 am
Nonstop2h 25m
Chicago Midway
Sat 5/9
8:40 am-10:15 pm
2 stops12h 35m
$202
NewarkChicago
EWR - MDW
EWRMDW
Newark
Sat 7/4
6:15 am-1:09 pm
1 stop7h 54m
Chicago Midway
Wed 8/26
1:00 pm-7:27 pm
1 stop5h 27m
$207
NewarkChicago
EWR - MDW
EWRMDW
Newark
Fri 5/29
3:28 pm-9:09 pm
1 stop6h 41m
Chicago Midway
Tue 6/2
9:23 am-4:55 pm
1 stop6h 32m
$207
NewarkChicago
EWR - MDW
EWRMDW
Newark
Thu 5/7
9:38 am-12:42 pm
1 stop4h 04m
Chicago Midway
Sat 5/9
9:22 am-3:59 pm
1 stop5h 37m
$207
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Mon 5/18
8:55 am-2:55 pm
1 stop7h 00m
Chicago Midway
Thu 5/21
5:15 am-8:15 am
Nonstop2h 00m
$212
NewarkChicago
EWR - MDW
EWRMDW
Newark
Thu 4/16
6:00 am-8:47 am
1 stop3h 47m
Chicago Midway
Mon 4/20
1:24 pm-7:31 pm
1 stop5h 07m
$217
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from New York to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from New York with our price prediction graph.
EWR-MDW
JFK-MDW
LGA-MDW
BUF-MDW
SYR-MDW
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from New York State to Chicago Midway Airport
USNY-MDW
EWR-MDW
JFK-MDW
LGA-MDW
BUF-MDW
What is the cheapest month to book a flight from State of New York to Chicago Midway Airport?
Currently, December is the cheapest month in which you can book a flight from State of New York to Chicago Midway Airport (average of $48). Flying from State of New York to Chicago Midway Airport in July is currently the most expensive (average of $193). 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 NY to MDW?
Find hourly flight availability from New York to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 4, 2026.
One of the essential ways to save on airfare from State of New York to Chicago Midway Airport is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 15% on airfare.
What is the cheapest day to fly from State of New York to Chicago Midway Airport?
Use this chart to determine the cheapest time to fly round-trip from New York to Midway. Price data was last updated on March 28, 2026.
Travelers seeking maximum savings on their State of New York to Chicago Midway Airport flight should consider departing on Wednesday evenings when fares are most often at their lowest. Thursday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
How much does it cost to fly round-trip from State of New York to Chicago Midway Airport?
Related info for your journey
Find useful and relevant information for your journey from New York to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsLansing
Merrillville
Hammond
Porter
Benton Harbor
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for New York to Midway
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Complete your trip
Complete your trip to Midway by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from New York to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Midway
Explore flights to Midway departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on April 4, 2026.
New York and Midway flights
Browse other New York and Midway flight options. Last updated on April 4, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
New York to Midway flights
Consider these flights traveling from New York to Midway.
Top 4 airlines flying from New York to Midway
Discover the top 4 airlines that operate flights from New York to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$55 | Average$164 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$148 | Average$306 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$153 | Average$310 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$158 | Average$350 | FlexibilityNo cancel fee | On-time63% |