$88+ 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 6/16. Fares are subject to change and may not be available on all flights or dates of travel.
JFK — MDW
Jun 8 — Jun 151
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
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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 May 9, 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 May 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/181:00 pm
JFK
- MDW
1 stop10h 11m
Frontier
Wed 8/2612:04 pm
MDW
- JFK
1 stop22h 47m
Frontier
Deal found 5/5![Frontier logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/261:00 pm
JFK
- MDW
1 stop10h 02m
Frontier
Fri 5/2912:04 pm
MDW
- JFK
1 stop22h 35m
Frontier
Deal found 5/4![Frontier logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 6/41:00 pm
JFK
- MDW
1 stop10h 02m
Frontier
Mon 6/812:04 pm
MDW
- JFK
1 stop22h 55m
Frontier
Deal found 5/6![Frontier logo]()
$175
This Kiwi.com deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/21:00 pm
JFK
- MDW
1 stop10h 02m
Frontier
Tue 6/96:00 am
MDW
- JFK
1 stop28h 59m
Frontier
Deal found 5/7![Frontier logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 5/281:00 pm
JFK
- MDW
1 stop10h 02m
Frontier
Mon 6/16:00 am
MDW
- JFK
1 stop28h 39m
Frontier
Deal found 5/5![Frontier logo]()
$187
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 6/241:05 pm
JFK
- MDW
1 stop10h 06m
Frontier
Mon 6/2912:04 pm
MDW
- JFK
1 stop22h 47m
Frontier
Deal found 5/5![Frontier logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 6/31:00 pm
JFK
- MDW
1 stop10h 02m
Frontier
Wed 6/106:00 am
MDW
- JFK
1 stop28h 51m
Frontier
Deal found 5/6![Frontier logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 8/201:00 pm
JFK
- MDW
1 stop10h 11m
Frontier
Mon 8/246:00 am
MDW
- JFK
1 stop28h 51m
Frontier
Deal found 5/6![Frontier logo]()
$225
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/31:00 pm
JFK
- MDW
1 stop10h 02m
Frontier
Tue 6/96:00 am
MDW
- JFK
1 stop28h 59m
Frontier
Deal found 5/4![Frontier logo]()
$229
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 May 9, 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 May 9, 2026.
This Delta deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 7/96:00 am
JFK
- MDW
1 stop5h 05m
Delta
Tue 7/146:00 am
MDW
- JFK
1 stop5h 00m
Delta
Deal found 5/6![Delta logo]()
$297
This Delta deal was found by Cheapflights users on 5/4. 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.
Sun 5/243:55 pm
JFK
- MDW
1 stop6h 14m
Delta
Sat 5/301:22 pm
MDW
- JFK
1 stop4h 07m
Delta
Deal found 5/4![Delta logo]()
$317
This Delta deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” 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 6/236:00 am
JFK
- MDW
1 stop5h 09m
Delta
Sat 6/274:25 pm
MDW
- JFK
1 stop5h 39m
Delta
Deal found 5/7![Delta logo]()
$344
This Delta deal was found by Cheapflights users on 5/4. 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.
Sat 5/2312:00 pm
JFK
- MDW
1 stop6h 56m
Delta
Wed 5/271:22 pm
MDW
- JFK
1 stop4h 07m
Delta
Deal found 5/4![Delta logo]()
$345
This Delta deal was found by Cheapflights users on 5/4. 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.
Tue 5/263:55 pm
JFK
- MDW
1 stop6h 14m
Delta
Thu 5/281:22 pm
MDW
- JFK
1 stop4h 07m
Delta
Deal found 5/4![Delta logo]()
$377
This Delta deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 7/3112:59 pm
JFK
- MDW
1 stop6h 26m
Delta
Tue 8/45:10 pm
MDW
- JFK
1 stop7h 04m
Delta
Deal found 5/6![Delta logo]()
$387
This Delta deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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 5/307:20 am
JFK
- MDW
1 stop6h 22m
Delta
Tue 6/212:53 pm
MDW
- JFK
1 stop7h 34m
Delta
Deal found 5/8![Delta logo]()
$387
This Delta deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 6/236:00 am
JFK
- MDW
1 stop5h 09m
Delta
Tue 7/712:41 pm
MDW
- JFK
1 stop7h 48m
Delta
Deal found 5/6![Delta logo]()
$387
This Delta deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 5/263:55 pm
JFK
- MDW
1 stop6h 14m
Delta
Fri 5/295:08 pm
MDW
- JFK
1 stop5h 15m
Delta
Deal found 5/6![Delta logo]()
$387
This KAYAK deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 5/277:15 am
JFK
- MDW
1 stop7h 04m
Delta
Thu 5/289:23 am
MDW
- JFK
1 stop6h 37m
Delta
Deal found 5/6![Delta logo]()
$404
This Delta deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 5/163:55 pm
JFK
- MDW
1 stop6h 14m
Delta
Tue 5/1912:53 pm
MDW
- JFK
1 stop5h 47m
Delta
Deal found 5/5![Delta logo]()
$415
This Delta deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 5/147:20 am
JFK
- MDW
1 stop6h 22m
Delta
Sun 5/3110:59 am
MDW
- JFK
1 stop6h 08m
Delta
Deal found 5/5![Delta logo]()
$421
Last-minute flights from John F Kennedy Intl to MidwayDiscover last-minute flight deals from John F Kennedy Intl to Midway. Data last updated May 9, 2026 and is based on user searches.
Discover last-minute flight deals from John F Kennedy Intl to Midway. Data last updated May 9, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/261:00 pm
JFK
- MDW
1 stop10h 02m
Frontier
Fri 5/2912:04 pm
MDW
- JFK
1 stop22h 35m
Frontier
Deal found 5/4![Frontier logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 5/281:00 pm
JFK
- MDW
1 stop10h 02m
Frontier
Mon 6/16:00 am
MDW
- JFK
1 stop28h 39m
Frontier
Deal found 5/5![Frontier logo]()
$187
This Kiwi.com deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/21:00 pm
JFK
- MDW
1 stop10h 02m
Frontier
Tue 6/96:00 am
MDW
- JFK
1 stop28h 59m
Frontier
Deal found 5/7![Frontier logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 6/31:00 pm
JFK
- MDW
1 stop10h 02m
Frontier
Wed 6/106:00 am
MDW
- JFK
1 stop28h 51m
Frontier
Deal found 5/6![Frontier logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/31:00 pm
JFK
- MDW
1 stop10h 02m
Frontier
Tue 6/96:00 am
MDW
- JFK
1 stop28h 59m
Frontier
Deal found 5/4![Frontier logo]()
$229
This Kiwi.com deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 6/41:00 pm
JFK
- MDW
1 stop10h 02m
Frontier
Mon 6/812:04 pm
MDW
- JFK
1 stop22h 55m
Frontier
Deal found 5/6![Frontier logo]()
$175
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 6/51:00 pm
JFK
- MDW
1 stop23h 04m
Frontier
Wed 6/1012:04 pm
MDW
- JFK
1 stop22h 47m
Frontier
Deal found 5/5![Frontier logo]()
$232
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 6/241:05 pm
JFK
- MDW
1 stop10h 06m
Frontier
Mon 6/2912:04 pm
MDW
- JFK
1 stop22h 47m
Frontier
Deal found 5/5![Frontier logo]()
$191
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 May 9, 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 May 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/161:05 pm
JFK
- MDW
1 stop10h 06m
Frontier
Deal found 5/5![Frontier logo]()
$88
This Kiwi.com deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” 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.
Mon 6/11:00 pm
JFK
- MDW
1 stop23h 12m
Frontier
Deal found 5/7![Frontier logo]()
$90
This Kiwi.com deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/21:00 pm
JFK
- MDW
1 stop10h 02m
Frontier
Deal found 5/7![Frontier logo]()
$93
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 6/51:00 pm
JFK
- MDW
1 stop23h 04m
Frontier
Deal found 5/5![Frontier logo]()
$94
This iWofly deal was found by Cheapflights users on 5/4. 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 iWofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/301:00 pm
JFK
- MDW
1 stop10h 02m
Frontier
Deal found 5/4![Frontier logo]()
$96
This Super.com deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 6/101:05 pm
JFK
- MDW
1 stop10h 06m
Frontier
Deal found 5/6![Frontier logo]()
$100
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/151:05 pm
JFK
- MDW
1 stop23h 07m
Frontier
Deal found 5/4![Frontier logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 6/131:05 pm
JFK
- MDW
1 stop10h 06m
Frontier
Deal found 5/5![Frontier logo]()
$105
This Super.com deal was found by Cheapflights users on 5/4. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/191:00 pm
JFK
- MDW
1 stop10h 02m
Frontier
Deal found 5/4![Frontier logo]()
$110
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 May 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $169 (Kiwi.com) |
One-way from | $88 (Kiwi.com) |
Popular in | October |
Cheapest in | May |
Average price | $92 |
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 2,558,603 searches. Data last updated May 9, 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
Quickest round-trip
New YorkChicago
JFK - MDW
JFKMDW
New York John F Kennedy Intl
Thu 7/9
6:00 am-10:05 am
1 stop5h 05m
Chicago Midway
Tue 7/14
6:00 am-12:00 pm
1 stop5h 00m
$297
New YorkChicago
JFK - MDW
JFKMDW
New York John F Kennedy Intl
Sun 5/24
3:55 pm-9:09 pm
1 stop6h 14m
Chicago Midway
Sat 5/30
1:22 pm-6:29 pm
1 stop4h 07m
$317
New YorkChicago
JFK - MDW
JFKMDW
New York John F Kennedy Intl
Tue 6/23
6:00 am-10:09 am
1 stop5h 09m
Chicago Midway
Sat 6/27
4:25 pm-11:04 pm
1 stop5h 39m
$344
New YorkChicago
JFK - MDW
JFKMDW
New York John F Kennedy Intl
Sat 5/23
12:00 pm-5:56 pm
1 stop6h 56m
Chicago Midway
Wed 5/27
1:22 pm-6:29 pm
1 stop4h 07m
$345
New YorkChicago
JFK - MDW
JFKMDW
New York John F Kennedy Intl
Tue 5/26
3:55 pm-9:09 pm
1 stop6h 14m
Chicago Midway
Thu 5/28
1:22 pm-6:29 pm
1 stop4h 07m
$377
New YorkChicago
JFK - MDW
JFKMDW
New York John F Kennedy Intl
Fri 7/31
12:59 pm-6:25 pm
1 stop6h 26m
Chicago Midway
Tue 8/4
5:10 pm-1:14 am
1 stop7h 04m
$387
New YorkChicago
JFK - MDW
JFKMDW
New York John F Kennedy Intl
Sat 5/30
7:20 am-12:42 pm
1 stop6h 22m
Chicago Midway
Tue 6/2
12:53 pm-9:27 pm
1 stop7h 34m
$387
New YorkChicago
JFK - MDW
JFKMDW
New York John F Kennedy Intl
Tue 6/23
6:00 am-10:09 am
1 stop5h 09m
Chicago Midway
Tue 7/7
12:41 pm-9:29 pm
1 stop7h 48m
$387
New YorkChicago
JFK - MDW
JFKMDW
New York John F Kennedy Intl
Tue 5/26
3:55 pm-9:09 pm
1 stop6h 14m
Chicago Midway
Fri 5/29
5:08 pm-11:23 pm
1 stop5h 15m
$387
New YorkChicago
JFK - MDW
JFKMDW
New York John F Kennedy Intl
Wed 5/27
7:15 am-1:19 pm
1 stop7h 04m
Chicago Midway
Thu 5/28
9:23 am-5:00 pm
1 stop6h 37m
$404
Showing 1-10 of 23 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 May.
| 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
Prices
Delays
How often are flights from New York to Chicago delayed?
About 30% of weekly flights between New York and Chicago have experienced delays in the past year, with the average delay time being 158 minutes.
What is the most punctual flight time for New York to Chicago flights?
Historically, flights departing in the evening are less likely to be delayed, whereas flights leaving in the early afternoon 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 Thursday 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 37% 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 May 9, 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.
Food
7.2
Overall
7.9
Comfort
7.9
Crew
8.5
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Food
7.2
Overall
7.9
Comfort
7.9
Crew
8.5
Boarding
8.1
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
Hammond
Porter
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Top airline flying from John F Kennedy Intl to Midway
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| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$203 | Average$350 | FlexibilityNo cancel fee | On-timeN/A |