$59+ 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 3/8. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — JFK
Feb 14 — Feb 211
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 January 15, 2026.
Most accurate provider | CheapOair 3 stars |
|---|---|
Most trusted provider | CheapOair 3 stars |
Round-trip from | $106 (Expedia) |
One-way from | $59 (Expedia) |
Popular in | June |
Cheapest in | January |
Average price | $149 |
Good round-trip deal | $183 or less |
Good one-way deal | $146 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 January 15, 2026.
Explore the most affordable flight options available from Midway to New York. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 15, 2026.
This Expedia deal was found by Cheapflights users on 1/13. 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.
Thu 3/267:30 am
MDW
- EWR
Nonstop2h 00m
Frontier
Tue 3/311:30 pm
EWR
- MDW
Nonstop2h 32m
Frontier
Deal found 1/13![Frontier logo]()
$106
This Frontier deal was found by Cheapflights users on 1/13. 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.
Sun 3/87:30 am
MDW
- EWR
Nonstop2h 00m
Frontier
Tue 3/2411:30 am
EWR
- MDW
Nonstop2h 32m
Frontier
Deal found 1/13![Frontier logo]()
$109
This Super.com deal was found by Cheapflights users on 1/13. 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 3/107:30 am
MDW
- EWR
Nonstop2h 00m
Frontier
Thu 3/1211:30 am
EWR
- MDW
Nonstop2h 32m
Frontier
Deal found 1/13![Frontier logo]()
$115
This Frontier deal was found by Cheapflights users on 1/13. 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 3/197:30 am
MDW
- EWR
Nonstop2h 00m
Frontier
Tue 3/2411:30 am
EWR
- MDW
Nonstop2h 32m
Frontier
Deal found 1/13![Frontier logo]()
$116
This Kiwi.com deal was found by Cheapflights users on 1/13. 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 3/107:30 am
MDW
- EWR
Nonstop2h 00m
Frontier
Sun 3/2211:30 am
EWR
- MDW
Nonstop2h 32m
Frontier
Deal found 1/13![Frontier logo]()
$117
This Expedia deal was found by Cheapflights users on 1/13. 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.
Thu 3/197:30 am
MDW
- EWR
Nonstop2h 00m
Frontier
Sun 3/2211:30 am
EWR
- MDW
Nonstop2h 32m
Frontier
Deal found 1/13![Frontier logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 1/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/87:30 am
MDW
- EWR
Nonstop2h 00m
Frontier
Sun 3/2211:30 am
EWR
- MDW
Nonstop2h 32m
Frontier
Deal found 1/13![Frontier logo]()
$126
This Expedia deal was found by Cheapflights users on 1/14. 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.
Wed 2/187:00 am
MDW
- LGA
1 stop7h 59m
Frontier
Wed 2/2510:00 pm
LGA
- MDW
1 stop17h 26m
Frontier
Deal found 1/14![Frontier logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 1/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/19:04 pm
MDW
- EWR
1 stop27h 04m
Frontier
Sun 3/811:30 am
EWR
- MDW
Nonstop2h 32m
Frontier
Deal found 1/14![Frontier logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 1/14. 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 2/187:00 am
MDW
- LGA
1 stop7h 59m
Frontier
Wed 2/188:44 pm
LGA
- MDW
1 stop15h 43m
Frontier
Deal found 1/14![Frontier logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 1/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/19:04 pm
MDW
- EWR
1 stop10h 01m
Multiple Airlines
Sun 3/811:30 am
EWR
- MDW
Nonstop2h 32m
Multiple Airlines
Deal found 1/14![Multiple Airlines logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 1/14. 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 2/257:00 am
MDW
- JFK
1 stop17h 03m
Frontier
Fri 2/271:00 pm
JFK
- MDW
1 stop6h 38m
Frontier
Deal found 1/14![Frontier logo]()
$131
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 January 15, 2026.
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 - LGA
MDWLGA
Chicago Midway
Thu 2/5
6:05 pm-9:10 pm
Nonstop2h 05m
New York LaGuardia
Mon 2/9
9:50 pm-11:20 pm
Nonstop2h 30m
$159
ChicagoNew York
MDW - JFK
MDWJFK
Chicago Midway
Wed 1/28
1:20 pm-12:43 am
1 stop10h 23m
New York John F Kennedy Intl
Thu 1/29
1:00 pm-10:19 pm
1 stop10h 19m
$161
ChicagoNew York
MDW - JFK
MDWJFK
Chicago Midway
Tue 2/17
6:00 am-9:07 am
2 stops26h 07m
New York John F Kennedy Intl
Fri 2/20
1:00 pm-10:25 pm
1 stop10h 25m
$165
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Fri 2/27
8:15 pm-11:15 pm
Nonstop2h 00m
New York LaGuardia
Sun 3/1
6:15 am-7:50 am
Nonstop2h 35m
$167
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Fri 3/6
8:20 pm-11:20 pm
Nonstop2h 00m
New York LaGuardia
Mon 3/9
9:55 pm-11:20 pm
Nonstop2h 25m
$167
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Fri 1/30
6:05 am-9:10 am
Nonstop2h 05m
New York LaGuardia
Tue 2/3
6:00 am-7:40 am
Nonstop2h 40m
$168
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Sat 2/14
6:05 pm-9:10 pm
Nonstop2h 05m
New York LaGuardia
Tue 2/17
6:00 am-7:40 am
Nonstop2h 40m
$168
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Sun 2/1
8:40 am-11:50 am
Nonstop2h 10m
New York LaGuardia
Thu 2/5
6:30 pm-8:15 pm
Nonstop2h 45m
$168
ChicagoNewark
MDW - EWR
MDWEWR
Chicago Midway
Wed 2/25
6:20 pm-11:06 pm
1 stop3h 46m
Newark
Sat 2/28
6:00 am-10:21 am
1 stop5h 21m
$177
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Thu 1/22
8:25 am-11:35 am
Nonstop2h 10m
New York LaGuardia
Tue 1/27
6:00 am-7:40 am
Nonstop2h 40m
$177
Showing 1-10 of 60 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, October is the cheapest month in which you can book a flight from Chicago Midway Airport to State of New York (average of $44). Flying from Chicago Midway Airport to State of New York in August is currently the most expensive (average of $227). 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 January 15, 2026.
One of the essential ways to save on airfare from Chicago Midway Airport to State of New York is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 28% on airfare.
What is the cheapest day to fly from Chicago Midway Airport to State of New York?
Use this chart to determine the cheapest time to fly round-trip from Midway to New York. Price data was last updated on January 10, 2026.
Travelers seeking maximum savings on their Chicago Midway Airport to State of New York flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Sunday 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 Chicago Midway Airport to State of New York?
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 January 15, 2026.
See what other customers who have flown with Southwest, Delta, and Spirit Airlines 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.
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
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 January 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$59 | Average$196 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$157 | Average$348 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$294 | Average$466 | FlexibilityNo cancel fee | On-timeN/A |