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$54+ 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 12/10. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — JFK
dic. 13 — dic. 201
sáb. 12/13
sáb. 12/20
1 adult, Economy
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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 noviembre 13, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$105
(Frontier)

One-way from

$54
(Super.com)

Popular in

December

Cheapest in

January

Average price

$211

Good round-trip deal

$179 or less

Good one-way deal

$149 or less
Provider with most accurate pricing for Chicago (CHI)-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-New York (NYC) flights.
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From Chicago Midway to New York
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One-way flight from Chicago Midway to New York
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High demand for flights, 2% potential price rise
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Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Price to beat on a round-trip flight from Chicago Midway to New York.
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Price to beat on a one-way flight from Chicago Midway to New York.
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Find flight deals from Midway to New York

Cheapest flights from Midway to New York
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 noviembre 13, 2025.

This Frontier deal was found by Cheapflights users on 11/12. 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.
mié. 11/263:47 pmMDW - EWR
1 stop7h 46mFrontier
jue. 12/411:30 amEWR - MDW
Nonstop2h 31mFrontier
Deal found 11/12$105
This Frontier deal was found by Cheapflights users on 11/12. 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.
jue. 11/206:20 amMDW - EWR
Nonstop2h 08mFrontier
mar. 12/210:30 pmEWR - MDW
1 stop11h 16mFrontier
Deal found 11/12$106
This Frontier deal was found by Cheapflights users on 11/12. 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.
mar. 12/97:44 amMDW - EWR
Nonstop2h 01mFrontier
jue. 12/1811:30 amEWR - MDW
Nonstop2h 31mFrontier
Deal found 11/12$107
This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
mar. 12/27:44 amMDW - EWR
Nonstop2h 01mFrontier
dom. 12/711:30 amEWR - MDW
Nonstop2h 31mFrontier
Deal found 11/12$108
This Super.com deal was found by Cheapflights users on 11/12. 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.
mié. 12/32:49 pmMDW - LGA
1 stop7h 16mFrontier
sáb. 12/66:20 amLGA - MDW
1 stop8h 39mFrontier
Deal found 11/12$109
This Super.com deal was found by Cheapflights users on 11/11. 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.
jue. 12/42:16 pmMDW - JFK
1 stop8h 51mFrontier
sáb. 12/66:25 amJFK - MDW
1 stop8h 34mFrontier
Deal found 11/11$109
This Frontier deal was found by Cheapflights users on 11/11. 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.
lun. 12/86:15 amMDW - LGA
1 stop9h 14mFrontier
sáb. 12/1312:30 pmLGA - MDW
1 stop9h 52mFrontier
Deal found 11/11$110
This Frontier deal was found by Cheapflights users on 11/12. 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.
mié. 12/32:49 pmMDW - EWR
1 stop9h 21mFrontier
lun. 12/810:30 pmEWR - MDW
1 stop11h 16mFrontier
Deal found 11/12$110
This Frontier deal was found by Cheapflights users on 11/12. 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.
lun. 12/88:42 pmMDW - JFK
1 stop11h 19mFrontier
jue. 12/1110:00 amJFK - MDW
1 stop9h 08mFrontier
Deal found 11/12$110
This Frontier deal was found by Cheapflights users on 11/12. 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.
mié. 12/102:49 pmMDW - LGA
1 stop7h 16mFrontier
sáb. 12/1312:30 pmLGA - MDW
1 stop9h 52mFrontier
Deal found 11/12$112
This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
jue. 11/206:20 amMDW - EWR
Nonstop2h 08mFrontier
dom. 11/2310:30 pmEWR - MDW
1 stop25h 13mFrontier
Deal found 11/12$112
This Frontier deal was found by Cheapflights users on 11/12. 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.
mié. 12/102:49 pmMDW - JFK
1 stop9h 10mFrontier
sáb. 12/1310:00 amJFK - MDW
1 stop12h 22mFrontier
Deal found 11/12$112

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 noviembre 13, 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

jue. 2/5

5:01 pm-1:03 am

1 stop7h 02m

New York John F Kennedy Intl

dom. 2/8

1:00 pm-10:19 pm

1 stop10h 19m

$124

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

mar. 12/2

2:49 pm-12:45 am

1 stop8h 56m

New York John F Kennedy Intl

sáb. 12/6

6:25 am-1:59 pm

1 stop8h 34m

$127

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

mar. 12/9

7:15 pm-10:20 pm

Nonstop2h 05m

New York LaGuardia

mié. 12/10

9:55 pm-11:20 pm

Nonstop2h 25m

$137

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

jue. 1/15

6:05 am-9:10 am

Nonstop2h 05m

New York LaGuardia

lun. 1/19

9:40 pm-11:10 pm

Nonstop2h 30m

$139

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

mar. 1/13

7:15 pm-10:20 pm

Nonstop2h 05m

New York LaGuardia

jue. 1/15

6:30 pm-8:05 pm

Nonstop2h 35m

$139

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

vie. 1/23

7:15 pm-10:20 pm

Nonstop2h 05m

New York LaGuardia

vie. 1/30

6:00 am-7:40 am

Nonstop2h 40m

$157

ChicagoBuffalo

MDW - BUF

MDWBUF

Chicago Midway

vie. 12/5

3:52 pm-2:15 pm

1 stop21h 23m

Buffalo

lun. 12/8

3:18 pm-8:46 am

2 stops18h 28m

$164

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

mié. 1/7

6:05 am-9:10 am

Nonstop2h 05m

New York LaGuardia

vie. 1/9

7:20 am-4:45 pm

1 stop10h 25m

$173

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

jue. 1/8

6:45 am-2:54 pm

1 stop7h 09m

Newark

vie. 1/9

3:59 pm-10:09 pm

1 stop7h 10m

$177

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

vie. 1/23

6:17 pm-12:55 am

1 stop5h 38m

Newark

vie. 1/30

7:00 am-12:01 pm

1 stop6h 01m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/13

Showing 1-10 of 60 results
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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 noviembre 13, 2025.

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 32% 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 November 2, 2025.

Travelers seeking maximum savings on their Chicago Midway Airport to State of New York flight should consider departing on Tuesday mornings 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.

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 noviembre 13, 2025.
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.
Southwest
8.0
Very good
4,236 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,236 reviews
Southwest
8.0
Very good
4,236 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
8,007 reviews
Southwest
8.0
Very good
4,236 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,139 reviews
Southwest
8.0
Very good
4,236 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,114 reviews
Southwest
8.0
Very good
4,236 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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.

  • How long is the flight from Chicago Midway Airport to State of New York?

    Airlines like Frontier, Southwest, and Delta fly from Chicago Midway Airport to State of New York in about 2h 05m. The time it takes to get you to your destination can typically vary by up to 5h 04m. The distance between Chicago Midway Airport and State of New York is about 722 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Chicago Midway Airport to State of New York one-way?

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $55. However, be on the lookout for offers from Southwest and Delta, as they are both options that can get you from Chicago Midway Airport to State of New York for a low price.

  • What are the most popular routes from Chicago Midway Airport to State of New York?

    While some choose either Chicago Midway - New York John F Kennedy Intl or Chicago Midway - Newark, Chicago Midway - New York LaGuardia is the most popular route from Chicago Midway Airport to State of New York.

  • Can I find deals for flights from Midway to New York that include hotel bookings?

    Yes. In addition to deals on Midway to New York flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to New York?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to New York.

  • Can I find deals for business class flights from Midway to New York?

    Yes. Cheapflights offers flight deals from Midway to New York by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • 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.

See more FAQs

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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.
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Top 4 airlines flying from Midway to New York

Discover the top 4 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 noviembre 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$59Average$135FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$80Average$128FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$157Average$343FlexibilityNo cancel feeOn-time63%
DeltaCheapest$162Average$374FlexibilityNo cancel feeOn-timeN/A

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