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$79+ 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 8/6. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — JFK
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$117
(Southwest)

One-way from

$79
(Southwest)

Popular in

December

Cheapest in

January

Average price

$233

Good round-trip deal

$208 or less

Good one-way deal

$80 or less
From Chicago Midway to New York
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One-way flight from Chicago Midway to New York
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Highest demand for flights based on searches. 7% potential increase in price ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 12, 2025.

This Southwest deal was found by Cheapflights users on 6/10. 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.
Tue 7/82:20 pmMDW - LGA
Nonstop2h 05mSouthwest
Tue 7/159:35 pmLGA - MDW
Nonstop2h 20mSouthwest
Deal found 6/10$117
This Delta deal was found by Cheapflights users on 6/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/29:24 amMDW - EWR
1 stop5h 35mDelta
Tue 7/86:00 amEWR - MDW
1 stop3h 44mDelta
Deal found 6/11$157
This Frontier deal was found by Cheapflights users on 6/10. 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.
Wed 8/1311:39 amMDW - JFK
1 stop12h 03mFrontier
Wed 8/206:00 amJFK - MDW
1 stop9h 01mFrontier
Deal found 6/10$174
This Frontier deal was found by Cheapflights users on 6/9. 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.
Tue 6/1711:39 amMDW - EWR
1 stop12h 05mFrontier
Wed 6/185:59 amEWR - MDW
1 stop5h 42mFrontier
Deal found 6/9$176
This Mytrip deal was found by Cheapflights users on 6/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/11:11 pmMDW - EWR
1 stop18h 54mAllegiant Air
Sun 8/39:55 amEWR - MDW
1 stop27h 26mAllegiant Air
Deal found 6/12$195
This Delta deal was found by Cheapflights users on 6/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2610:11 amMDW - BUF
1 stop4h 54mDelta
Sat 8/306:20 amBUF - MDW
1 stop3h 15mDelta
Deal found 6/11$198
This Southwest deal was found by Cheapflights users on 6/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/69:55 amMDW - BUF
Nonstop1h 35mSouthwest
Fri 8/812:35 pmBUF - MDW
Nonstop1h 35mSouthwest
Deal found 6/11$202
This FlightHub deal was found by Cheapflights users on 6/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/268:00 amMDW - LGA
1 stop14h 20mFrontier
Wed 8/276:30 amLGA - MDW
1 stop8h 31mFrontier
Deal found 6/11$206
This Delta deal was found by Cheapflights users on 6/10. 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 7/56:20 pmMDW - SYR
1 stop3h 47mDelta
Sat 7/196:10 amSYR - MDW
1 stop3h 34mDelta
Deal found 6/10$249
This Frontier deal was found by Cheapflights users on 6/10. 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.
Sat 6/149:12 pmMDW - BUF
1 stop10h 44mFrontier
Mon 6/168:50 amBUF - MDW
1 stop12h 27mFrontier
Deal found 6/10$260
This Delta deal was found by Cheapflights users on 6/10. 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.
Mon 8/116:17 pmMDW - ALB
1 stop4h 04mDelta
Wed 8/136:00 amALB - MDW
1 stop3h 35mDelta
Deal found 6/10$271
This Southwest deal was found by Cheapflights users on 6/10. 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.
Mon 8/116:20 pmMDW - ALB
Nonstop2h 00mSouthwest
Wed 8/1312:50 pmALB - MDW
1 stop4h 35mSouthwest
Deal found 6/10$274

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 June 12, 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 - LGA

MDWLGA

Chicago Midway

Tue 7/8

2:20 pm-5:25 pm

Nonstop2h 05m

New York LaGuardia

Tue 7/15

9:35 pm-10:55 pm

Nonstop2h 20m

$117

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Wed 7/2

9:24 am-3:59 pm

1 stop5h 35m

Newark

Tue 7/8

6:00 am-8:44 am

1 stop3h 44m

$157

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Wed 8/13

11:39 am-12:42 am

1 stop12h 03m

New York John F Kennedy Intl

Wed 8/20

6:00 am-2:01 pm

1 stop9h 01m

$174

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Fri 8/1

1:11 pm-9:05 am

1 stop18h 54m

Newark

Sun 8/3

9:55 am-12:21 pm

1 stop27h 26m

$195

ChicagoBuffalo

MDW - BUF

MDWBUF

Chicago Midway

Tue 8/26

10:11 am-4:05 pm

1 stop4h 54m

Buffalo

Sat 8/30

6:20 am-8:35 am

1 stop3h 15m

$198

ChicagoBuffalo

MDW - BUF

MDWBUF

Chicago Midway

Wed 8/6

9:55 am-12:30 pm

Nonstop1h 35m

Buffalo

Fri 8/8

12:35 pm-1:10 pm

Nonstop1h 35m

$202

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Tue 8/26

8:00 am-11:20 pm

1 stop14h 20m

New York LaGuardia

Wed 8/27

6:30 am-2:01 pm

1 stop8h 31m

$206

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Wed 7/23

11:39 am-12:44 am

1 stop12h 05m

Newark

Wed 7/30

5:59 am-10:40 am

1 stop5h 41m

$206

ChicagoSyracuse

MDW - SYR

MDWSYR

Chicago Midway

Sat 7/5

6:20 pm-11:07 pm

1 stop3h 47m

Syracuse Hancock Intl

Sat 7/19

6:10 am-8:44 am

1 stop3h 34m

$249

ChicagoBuffalo

MDW - BUF

MDWBUF

Chicago Midway

Thu 6/19

2:44 pm-1:15 pm

1 stop21h 31m

Buffalo

Sat 6/21

7:50 pm-10:32 pm

1 stop27h 42m

$270

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 52 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, 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 $327). 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 June 12, 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.

Rainfall in New York by month

Plan your trip to New York by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in State of New York ranges from 2.8 - 4.5 inches per month. July is typically the wettest month, when rainfall can reach 4.5 in. February is typically the driest time to visit State of New York when rainfall is around 2.8 in.

Temperature in New York by month

Plan your trip to New York by taking into account the average temperature totals by month.

If weather is an important factor for your trip to State of New York, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 77.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 33.8 F).

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 June 12, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Southwest and Delta from Chicago to New York by reading reviews from past customers. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,287 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,950 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Allegiant Air
7.3
Good
725 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Frontier
5.9
Fair
3,295 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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.

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

    The cheapest airline one-way is Southwest, with whom users have recently found tickets for as low as $79. However, be on the lookout for offers from Delta and Frontier, 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 - New York LaGuardia, Chicago Midway - Newark 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, 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 $327). 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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Midway to Orlando flights
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O'Hare Intl to Charleston flights
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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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$63Average$115FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$150Average$333FlexibilityNo cancel feeOn-time63%
DeltaCheapest$162Average$427FlexibilityNo cancel feeOn-timeN/A

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