$108+ Cheap flights from John F Kennedy Intl, NY (JFK) 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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
JFK — MDW
Sep 19 — Sep 261
Round-trip
1 adult, Economy
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Find cheap flights from John F Kennedy Intl 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.Cheap flight deals from John F Kennedy Intl to Midway
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Cheapest flights from John F Kennedy Intl to MidwayExplore the most affordable flight options available from John F Kennedy Intl to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 20, 2026.
Explore the most affordable flight options available from John F Kennedy Intl to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 20, 2026.
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 9/121:00 pm -
1 stop4h 57m
Mon 9/145:10 pm -
1 stop6h 49m
Deal found 8/17![Delta logo]()
$297
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 9/91:00 pm -
1 stop4h 57m
Fri 9/114:30 pm -
1 stop7h 29m
Deal found 8/17![Delta logo]()
$302
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 8/195:40 pm -
1 stop5h 56m
Tue 9/221:19 pm -
1 stop5h 50m
Deal found 8/17![Delta logo]()
$307
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.
Fri 11/1312:59 pm -
1 stop6h 05m
Mon 11/1611:28 am -
1 stop7h 52m
Deal found 8/18![Delta logo]()
$312
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1012:57 pm -
1 stop6h 03m
Fri 10/165:31 pm -
1 stop5h 28m
Deal found 8/19![Delta logo]()
$316
This Delta 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 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
Wed 9/301:19 pm -
1 stop5h 50m
Deal found 8/19![Delta logo]()
$317
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.
Thu 9/108:35 am -
1 stop7h 49m
Mon 9/145:10 pm -
1 stop6h 49m
Deal found 8/18![Delta logo]()
$318
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/121:00 pm -
1 stop4h 57m
Sat 9/191:19 pm -
1 stop5h 50m
Deal found 8/19![Delta logo]()
$322
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/185:40 pm -
1 stop5h 56m
Wed 8/199:24 am -
1 stop7h 24m
Deal found 8/16![Delta logo]()
$324
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1312:59 pm -
1 stop6h 05m
Sun 11/156:00 am -
1 stop6h 46m
Deal found 8/16![Delta logo]()
$327
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/317:15 am -
1 stop6h 55m
Wed 9/29:24 am -
1 stop7h 24m
Deal found 8/17![Delta logo]()
$331
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/512:57 pm -
1 stop6h 03m
Sun 11/85:31 pm -
1 stop5h 28m
Deal found 8/19![Delta logo]()
$332
Best flights from John F Kennedy Intl to MidwayDiscover carefully curated flight deals from John F Kennedy Intl to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 20, 2026.
Discover carefully curated flight deals from John F Kennedy Intl to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 20, 2026.
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 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.
Thu 10/16:00 am -
1 stop4h 07m
Wed 10/146:04 am -
1 stop4h 56m
Deal found 8/17![Delta logo]()
$297
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/21:00 pm -
1 stop6h 33m
Wed 10/75:31 pm -
1 stop5h 28m
Deal found 8/16![Delta logo]()
$302
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1012:57 pm -
1 stop6h 03m
Sun 10/116:04 am -
1 stop4h 56m
Deal found 8/19![Delta logo]()
$352
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/134:05 pm -
1 stop7h 51m
Sun 11/155:25 pm -
1 stop5h 33m
Deal found 8/19![Delta logo]()
$362
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 8/265:40 pm -
1 stop5h 56m
Fri 8/2812:46 pm -
1 stop8h 11m
Deal found 8/18![Delta logo]()
$387
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.
Thu 10/16:00 am -
1 stop4h 07m
Sun 10/116:04 am -
1 stop4h 56m
Deal found 8/15![Delta logo]()
$407
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.
Sat 9/191:00 pm -
1 stop6h 22m
Mon 9/211:19 pm -
1 stop5h 50m
Deal found 8/15![Delta logo]()
$407
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/245:40 pm -
1 stop5h 56m
Wed 8/2610:54 am -
1 stop7h 58m
Deal found 8/18![Delta logo]()
$424
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.
Thu 8/273:40 pm -
1 stop7h 56m
Tue 9/16:05 am -
1 stop4h 54m
Deal found 8/17![Delta logo]()
$434
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/38:35 am -
1 stop8h 40m
Thu 9/104:30 pm -
1 stop7h 29m
Deal found 8/16![Delta logo]()
$436
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/299:45 am -
1 stop6h 53m
Sun 8/306:05 am -
1 stop4h 54m
Deal found 8/19![Delta logo]()
$445
Last-minute flights from John F Kennedy Intl to MidwayDiscover last-minute flight deals from John F Kennedy Intl to Midway. Data last updated August 20, 2026 and is based on user searches.
Discover last-minute flight deals from John F Kennedy Intl to Midway. Data last updated August 20, 2026 and is based on user searches.
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 8/195:40 pm -
1 stop5h 56m
Tue 9/221:19 pm -
1 stop5h 50m
Deal found 8/17![Delta logo]()
$307
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 8/198:35 am -
1 stop8h 40m
Fri 8/216:05 am -
1 stop4h 54m
Deal found 8/17![Delta logo]()
$344
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/195:40 pm -
1 stop5h 56m
Thu 8/209:24 am -
1 stop7h 24m
Deal found 8/17![Delta logo]()
$346
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 8/263:40 pm -
1 stop7h 56m
Mon 8/319:24 am -
1 stop7h 24m
Deal found 8/17![Delta logo]()
$336
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.
Thu 8/273:40 pm -
1 stop7h 56m
Wed 9/29:24 am -
1 stop7h 24m
Deal found 8/18![Delta logo]()
$334
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/317:15 am -
1 stop6h 55m
Wed 9/29:24 am -
1 stop7h 24m
Deal found 8/17![Delta logo]()
$331
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 9/91:00 pm -
1 stop4h 57m
Fri 9/114:30 pm -
1 stop7h 29m
Deal found 8/17![Delta logo]()
$302
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.
Thu 9/108:35 am -
1 stop7h 49m
Mon 9/145:10 pm -
1 stop6h 49m
Deal found 8/18![Delta logo]()
$318
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 9/121:00 pm -
1 stop4h 57m
Tue 9/151:19 pm -
1 stop5h 50m
Deal found 8/17![Delta logo]()
$297
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/121:00 pm -
1 stop4h 57m
Sat 9/191:19 pm -
1 stop5h 50m
Deal found 8/19![Delta logo]()
$322
This Kiwi.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 Kiwi.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
Sun 9/276:46 pm -
1 stop16h 04m
Deal found 8/15![Frontier logo]()
$339
This Delta 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 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
Thu 10/11:00 pm -
1 stop8h 03m
Deal found 8/19![Delta logo]()
$317
One-way flights from John F Kennedy Intl to MidwaySearch for one-way flight options from John F Kennedy Intl to Midway. Find affordable one-way fares based on user searches. Data last updated August 20, 2026.
Search for one-way flight options from John F Kennedy Intl to Midway. Find affordable one-way fares based on user searches. Data last updated August 20, 2026.
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.
Wed 9/91:00 pm -
1 stop5h 51m
Deal found 8/19![Frontier logo]()
$108
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 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 Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/11:00 pm -
1 stop5h 46m
Deal found 8/19![Frontier logo]()
$112
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 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.
Sat 9/51:00 pm -
1 stop10h 47m
Deal found 8/15![Frontier logo]()
$115
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.
Tue 9/151:00 pm -
1 stop5h 46m
Deal found 8/18![Frontier logo]()
$123
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/261:00 pm -
1 stop5h 51m
Deal found 8/18![Frontier logo]()
$124
Find flight deals from John F Kennedy Intl to Midway
Discover tips and strategies to find the most affordable flight options for your journey from John F Kennedy Intl (JFK) to Midway (MDW). 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 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $297 (Delta) |
One-way from | $108 (Super.com) |
Popular in | July |
Cheapest in | January |
Average price | $296 |
Cheapflights Fare Finder
Customize your flight search to find flights from John F Kennedy Intl 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 7,457,451 searches. Data last updated August 20, 2026.
Use the filters below to find and compare flights from New York John F Kennedy Intl Airport to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
New YorkChicago
JFK New York John F Kennedy Intl - MDW Chicago Midway
JFKMDW
New York John F Kennedy Intl
Sat 9/26
8:35 am-3:24 pm
1 stop7h 49m
Chicago Midway
Mon 9/28
1:00 pm-10:03 pm
1 stop8h 03m
$297
Quickest round-trip
New YorkChicago
JFK New York John F Kennedy Intl - MDW Chicago Midway
JFKMDW
New York John F Kennedy Intl
Thu 10/1
6:00 am-9:07 am
1 stop4h 07m
Chicago Midway
Wed 10/14
6:04 am-12:00 pm
1 stop4h 56m
$297
New YorkChicago
JFK New York John F Kennedy Intl - MDW Chicago Midway
JFKMDW
New York John F Kennedy Intl
Fri 10/2
1:00 pm-6:33 pm
1 stop6h 33m
Chicago Midway
Wed 10/7
5:31 pm-11:59 pm
1 stop5h 28m
$302
New YorkChicago
JFK New York John F Kennedy Intl - MDW Chicago Midway
JFKMDW
New York John F Kennedy Intl
Sat 10/10
12:57 pm-6:00 pm
1 stop6h 03m
Chicago Midway
Sun 10/11
6:04 am-12:00 pm
1 stop4h 56m
$352
New YorkChicago
JFK New York John F Kennedy Intl - MDW Chicago Midway
JFKMDW
New York John F Kennedy Intl
Fri 11/13
4:05 pm-10:56 pm
1 stop7h 51m
Chicago Midway
Sun 11/15
5:25 pm-11:58 pm
1 stop5h 33m
$362
New YorkChicago
JFK New York John F Kennedy Intl - MDW Chicago Midway
JFKMDW
New York John F Kennedy Intl
Wed 8/26
5:40 pm-10:36 pm
1 stop5h 56m
Chicago Midway
Fri 8/28
12:46 pm-9:57 pm
1 stop8h 11m
$387
New YorkChicago
JFK New York John F Kennedy Intl - MDW Chicago Midway
JFKMDW
New York John F Kennedy Intl
Thu 10/1
6:00 am-9:07 am
1 stop4h 07m
Chicago Midway
Sun 10/11
6:04 am-12:00 pm
1 stop4h 56m
$407
New YorkChicago
JFK New York John F Kennedy Intl - MDW Chicago Midway
JFKMDW
New York John F Kennedy Intl
Sat 9/19
1:00 pm-6:22 pm
1 stop6h 22m
Chicago Midway
Mon 9/21
1:19 pm-8:09 pm
1 stop5h 50m
$407
New YorkChicago
JFK New York John F Kennedy Intl - MDW Chicago Midway
JFKMDW
New York John F Kennedy Intl
Mon 8/24
5:40 pm-10:36 pm
1 stop5h 56m
Chicago Midway
Wed 8/26
10:54 am-7:52 pm
1 stop7h 58m
$424
New YorkChicago
JFK New York John F Kennedy Intl - MDW Chicago Midway
JFKMDW
New York John F Kennedy Intl
Thu 8/27
3:40 pm-10:36 pm
1 stop7h 56m
Chicago Midway
Tue 9/1
6:05 am-11:59 am
1 stop4h 54m
$434
Showing 1-10 of 20 resultsSorted by cheapest first
Compare providers for flights from John F Kennedy Intl 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 from John F Kennedy Intl to Midway 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 New York John F Kennedy Intl Airport-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on New York John F Kennedy Intl Airport-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from New York John F Kennedy Intl Airport-Chicago Midway Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on New York John F Kennedy Intl Airport-Chicago Midway Airport 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 New York John F Kennedy Intl Airport-Chicago Midway Airport 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 John F Kennedy Intl to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from John F Kennedy Intl with our price prediction graph.
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 from New York John F Kennedy Intl Airport to Chicago Midway Airport
How often are flights from New York to Chicago delayed?
About 47% of weekly flights between New York and Chicago have experienced delays in the past year, with the average delay time being 149 minutes.
What is the most punctual flight time for New York to Chicago flights?
Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the morning tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Friday tends to have the lowest number of delays on this route, whereas Wednesday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on New York to Chicago flights?
Over the last year, Delta have had the lowest number of delays on this route, with just 58% of flights being delayed.
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 20, 2026.
Read reviews from past customers who have flown Delta from New York John F Kennedy Intl Airport to Chicago Midway Airport. 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
Comfort
7.8
Crew
8.5
Food
7.2
Overall
7.8
Entertainment
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Boarding
8.1
Comfort
7.8
Crew
8.5
Food
7.2
Overall
7.8
Entertainment
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Related info for your journey
Find useful and relevant information for your journey from John F Kennedy Intl 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 locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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Top airline flying from John F Kennedy Intl to Midway
Discover the top airline that operate flights from John F Kennedy Intl 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 7,457,451 searches. Data last updated August 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$203 | Average$627 | FlexibilityNo cancel fee | On-timeN/A |