$53+ Cheap flights from Midway (MDW) to New York State
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/21. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — JFK
Jul 8 — Jul 151
1 adult, Economy
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Find cheap flights from Midway to New York with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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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 Midway to New York
Keep the following information in mind while searching for Midway to New York flight deals. Data was last updated July 3, 2025.
Round-trip from | $121 (Priceline) |
|---|---|
One-way from | $53 (Priceline) |
Popular in | December |
Cheapest in | January |
Average price | $191 |
Good round-trip deal | $191 or less |
Good one-way deal | $108 or less |
Find flight deals from Midway to New York
Cheapest flights from Midway to New YorkExplore the most affordable flight options available from Midway to New York. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.
Explore the most affordable flight options available from Midway to New York. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.
This Priceline deal was found by Cheapflights users on 7/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/255:04 pmMDW - JFK
1 stop6h 38mFrontier
Mon 9/299:00 amJFK - MDW
1 stop7h 58mFrontier
Deal found 7/1![Frontier logo]()
$121
This Priceline deal was found by Cheapflights users on 7/2. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/125:04 pmMDW - LGA
1 stop5h 27mFrontier
Mon 9/156:30 amLGA - MDW
1 stop10h 28mFrontier
Deal found 7/2![Frontier logo]()
$122
This Southwest deal was found by Cheapflights users on 7/1. 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 9/36:00 amMDW - LGA
Nonstop2h 00mSouthwest
Wed 9/39:35 pmLGA - MDW
Nonstop2h 20mSouthwest
Deal found 7/1![Southwest logo]()
$137
This Priceline deal was found by Cheapflights users on 7/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/45:04 pmMDW - EWR
1 stop6h 30mFrontier
Sun 9/711:15 amEWR - MDW
1 stop5h 43mFrontier
Deal found 7/1![Frontier logo]()
$145
This Delta deal was found by Cheapflights users on 7/3. 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 9/36:00 amMDW - EWR
1 stop5h 11mDelta
Wed 9/106:15 amEWR - MDW
1 stop7h 48mDelta
Deal found 7/3![Delta logo]()
$167
This Southwest deal was found by Cheapflights users on 7/2. 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.
Wed 7/304:00 pmMDW - BUF
Nonstop1h 25mSouthwest
Wed 8/66:50 amBUF - MDW
Nonstop1h 35mSouthwest
Deal found 7/2![Southwest logo]()
$203
This Delta deal was found by Cheapflights users on 7/3. 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 11/15:59 pmMDW - BUF
1 stop3h 29mDelta
Sat 11/85:15 pmBUF - MDW
1 stop5h 29mDelta
Deal found 7/3![Delta logo]()
$219
This FlightHub deal was found by Cheapflights users on 7/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/216:15 amMDW - BUF
1 stop10h 59mFrontier
Sun 8/246:47 pmBUF - MDW
1 stop21h 42mFrontier
Deal found 7/2![Frontier logo]()
$232
This Delta deal was found by Cheapflights users on 7/1. 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 9/2610:35 amMDW - SYR
1 stop6h 04mDelta
Sun 9/286:00 amSYR - MDW
1 stop3h 40mDelta
Deal found 7/1![Delta logo]()
$254
This Gotogate deal was found by Cheapflights users on 7/1. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2310:51 amMDW - SYR
1 stop22h 49mFrontier
Thu 8/289:37 pmSYR - MDW
1 stop11h 45mFrontier
Deal found 7/1![Frontier logo]()
$270
This Southwest deal was found by Cheapflights users on 7/3. 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.
Wed 8/201:00 pmMDW - ALB
2 stops8h 10mSouthwest
Sun 8/246:50 amALB - MDW
1 stop7h 15mSouthwest
Deal found 7/3![Southwest logo]()
$278
This Delta deal was found by Cheapflights users on 7/1. 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 8/156:17 pmMDW - ALB
1 stop4h 04mDelta
Fri 8/226:00 amALB - MDW
1 stop3h 35mDelta
Deal found 7/1![Delta logo]()
$287
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to New York that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 3, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to New York State that are best for you.
Fly from
Midway
Fly to
New York
Route
Depart
Return
Price
ChicagoNew York
MDW - JFK
MDWJFK
Chicago Midway
Thu 9/25
5:04 pm-12:42 am
1 stop6h 38m
New York John F Kennedy Intl
Mon 9/29
9:00 am-3:58 pm
1 stop7h 58m
$121
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Fri 9/12
5:04 pm-11:31 pm
1 stop5h 27m
New York LaGuardia
Mon 9/15
6:30 am-3:58 pm
1 stop10h 28m
$122
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Wed 9/3
6:00 am-9:00 am
Nonstop2h 00m
New York LaGuardia
Wed 9/3
9:35 pm-10:55 pm
Nonstop2h 20m
$137
ChicagoNewark
MDW - EWR
MDWEWR
Chicago Midway
Thu 9/4
5:04 pm-12:34 am
1 stop6h 30m
Newark
Sun 9/7
11:15 am-3:58 pm
1 stop5h 43m
$145
ChicagoNewark
MDW - EWR
MDWEWR
Chicago Midway
Wed 9/3
6:00 am-12:11 pm
1 stop5h 11m
Newark
Wed 9/10
6:15 am-1:03 pm
1 stop7h 48m
$167
ChicagoBuffalo
MDW - BUF
MDWBUF
Chicago Midway
Wed 7/30
4:00 pm-6:25 pm
Nonstop1h 25m
Buffalo
Wed 8/6
6:50 am-7:25 am
Nonstop1h 35m
$203
ChicagoBuffalo
MDW - BUF
MDWBUF
Chicago Midway
Sat 11/1
5:59 pm-10:28 pm
1 stop3h 29m
Buffalo
Sat 11/8
5:15 pm-9:44 pm
1 stop5h 29m
$219
ChicagoBuffalo
MDW - BUF
MDWBUF
Chicago Midway
Thu 8/21
6:15 am-6:14 pm
1 stop10h 59m
Buffalo
Sun 8/24
6:47 pm-3:29 pm
1 stop21h 42m
$232
ChicagoSyracuse
MDW - SYR
MDWSYR
Chicago Midway
Fri 9/26
10:35 am-5:39 pm
1 stop6h 04m
Syracuse Hancock Intl
Sun 9/28
6:00 am-8:40 am
1 stop3h 40m
$254
ChicagoSyracuse
MDW - SYR
MDWSYR
Chicago Midway
Sat 8/23
10:51 am-10:40 am
1 stop22h 49m
Syracuse Hancock Intl
Thu 8/28
9:37 pm-8:22 am
1 stop11h 45m
$270
Showing 1-10 of 41 results
Best time to book a flight from Midway to New York
Have a flexible travel schedule? Discover the best time to fly to New York from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago Midway Airport to New York State
What is the cheapest month to book a flight from Chicago Midway Airport to State of New York?
Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to State of New York (average of $236). Flying from Chicago Midway Airport to State of New York in July is currently the most expensive (average of $319). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from MDW to NY?
Find hourly flight availability from Midway to New York. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 3, 2025.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to State of New York as you normally would.
Reviews of airlines servicing New York
Get insights into the airlines that provide service to New York. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to New York. Reviews last updated July 3, 2025.
See what other customers who have flown with Southwest, Delta, and Allegiant Air from Chicago Midway Airport to New York State have to say. 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.
Comfort
8.0
Food
7.0
Overall
8.0
Crew
8.6
Entertainment
7.6
Boarding
8.2
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Comfort
8.0
Food
7.0
Overall
8.0
Crew
8.6
Entertainment
7.6
Boarding
8.2
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Comfort
8.0
Food
7.0
Overall
8.0
Crew
8.6
Entertainment
7.6
Boarding
8.2
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Comfort
8.0
Food
7.0
Overall
8.0
Crew
8.6
Entertainment
7.6
Boarding
8.2
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Comfort
8.0
Food
7.0
Overall
8.0
Crew
8.6
Entertainment
7.6
Boarding
8.2
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Related info for your journey
Find useful and relevant information for your journey from Midway to New York. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Midway to New York
See prices for flight routes from nearby airports that may be better suited for you.
Top 3 airlines flying from Midway to New York
Discover the top 3 airlines that operate flights from Midway to New York. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 3, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$63 | Average$115 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$149 | Average$328 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$162 | Average$436 | FlexibilityNo cancel fee | On-timeN/A |