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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 2/3. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — JFK
Dec 23 — Dec 301
Mon 12/23
Mon 12/30
1 adult, Economy
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Cheap flight deals from Midway to New York

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to New York (USNY). 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 December 18, 2024.

Round-trip from

$108
(Mytrip)

One-way from

$54
(Frontier)
From Chicago Midway to New York
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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 December 18, 2024.

This CheapOair deal was found by Cheapflights users on 12/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/244:08 pmMDW - JFK
1 stop15h 55mFrontier
Wed 1/2911:00 amJFK - MDW
1 stop9h 06mFrontier
Deal found 12/17$214
This Southwest deal was found by Cheapflights users on 12/16. 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 12/245:00 pmMDW - LGA
1 stop5h 05mSouthwest
Tue 12/316:30 amLGA - MDW
Nonstop2h 30mSouthwest
Deal found 12/16$242
This eDestinos deal was found by Cheapflights users on 12/18. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/312:20 pmMDW - LGA
2 stops49h 40mMultiple Airlines
Sun 1/56:54 pmLGA - MDW
2 stops29h 20mMultiple Airlines
Deal found 12/18$309
This Delta deal was found by Cheapflights users on 12/17. 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 12/235:04 pmMDW - EWR
1 stop5h 37mDelta
Wed 1/1512:43 pmEWR - MDW
1 stop6h 04mDelta
Deal found 12/17$311
This Delta deal was found by Cheapflights users on 12/16. 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 12/255:51 pmMDW - BUF
1 stop4h 12mDelta
Tue 1/76:00 amBUF - MDW
1 stop5h 12mDelta
Deal found 12/16$312
This FlightHub deal was found by Cheapflights users on 12/16. 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.
Wed 12/256:50 amMDW - BUF
1 stop8h 50mFrontier
Sun 1/510:25 pmBUF - MDW
1 stop15h 04mFrontier
Deal found 12/16$313
This eDestinos deal was found by Cheapflights users on 12/18. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/312:20 pmMDW - EWR
2 stops16h 39mMultiple Airlines
Sun 1/510:00 pmEWR - MDW
2 stops16h 24mMultiple Airlines
Deal found 12/18$323
This Delta deal was found by Cheapflights users on 12/17. 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 12/245:51 pmMDW - ALB
1 stop4h 29mDelta
Fri 1/35:45 amALB - MDW
1 stop4h 05mDelta
Deal found 12/17$340
This Southwest deal was found by Cheapflights users on 12/16. 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 12/305:25 amMDW - ROC
1 stop5h 20mSouthwest
Sun 1/56:40 pmROC - MDW
1 stop5h 35mSouthwest
Deal found 12/16$358
This Frontier deal was found by Cheapflights users on 12/17. 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 12/198:00 amMDW - LGA
1 stop13h 00mFrontier
Thu 1/910:59 amLGA - MDW
1 stop8h 38mFrontier
Deal found 12/17$358
This Southwest deal was found by Cheapflights users on 12/17. 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 12/246:20 amMDW - ALB
2 stops10h 25mSouthwest
Wed 1/16:05 amALB - MDW
2 stops9h 05mSouthwest
Deal found 12/17$378
This Delta deal was found by Cheapflights users on 12/17. 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 12/206:25 pmMDW - JFK
1 stop3h 56mDelta
Sat 1/46:29 amJFK - MDW
1 stop5h 39mDelta
Deal found 12/17$385

Find flights from Midway to New York within your budget

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 December 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Tue 2/18

8:30 am-10:00 pm

1 stop12h 30m

New York LaGuardia

Sat 2/22

10:00 pm-11:28 am

1 stop14h 28m

$108

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Sat 2/15

4:19 pm-10:15 am

1 stop16h 56m

New York John F Kennedy Intl

Sat 2/22

11:01 am-10:04 pm

1 stop12h 03m

$110

ChicagoSyracuse

MDW - SYR

MDWSYR

Chicago Midway

Fri 1/17

3:37 pm-10:12 am

1 stop17h 35m

Syracuse Hancock Intl

Thu 1/23

9:57 am-2:42 pm

1 stop29h 45m

$126

ChicagoBuffalo

MDW - BUF

MDWBUF

Chicago Midway

Fri 1/10

3:37 pm-9:52 am

1 stop17h 15m

Buffalo

Sun 1/12

8:17 pm-2:58 pm

1 stop19h 41m

$138

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Tue 1/7

5:24 pm-9:00 am

1 stop14h 36m

Newark

Wed 1/8

5:35 pm-10:18 pm

2 stops29h 43m

$144

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Sat 1/25

3:41 pm-9:59 pm

1 stop5h 18m

Newark

Tue 1/28

1:00 pm-6:14 pm

1 stop6h 14m

$146

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Thu 1/16

6:00 am-9:10 am

Nonstop2h 10m

New York LaGuardia

Thu 1/23

6:30 am-8:00 am

Nonstop2h 30m

$148

ChicagoRochester

MDW - ROC

MDWROC

Chicago Midway

Wed 1/8

5:07 pm-11:59 pm

1 stop5h 52m

Rochester Greater Rochester Intl

Sun 1/12

6:15 am-8:54 am

1 stop3h 39m

$228

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Thu 1/2

7:17 am-8:00 am

2 stops23h 43m

New York LaGuardia

Mon 1/6

10:59 pm-12:13 am

1 stop26h 14m

$245

ChicagoBuffalo

MDW - BUF

MDWBUF

Chicago Midway

Mon 2/10

7:05 pm-9:35 pm

Nonstop1h 30m

Buffalo

Tue 2/11

1:35 pm-9:25 pm

1 stop8h 50m

$262

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 44 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.

Travel insights for flights from Midway to New York

Get recent, data-driven insights about flights from Midway to New York including ideal travel times, pricing trends, and more.

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 June is currently the most expensive (average of $351). 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 December 18, 2024.

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 December 18, 2024.
Get a feel of what it's like to fly with Delta, Frontier and Southwest 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.
Southwest
8.1
Very good
4,848 reviews

Entertainment

7.7

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,848 reviews
Southwest
8.1
Very good
4,848 reviews

Entertainment

7.7

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,604 reviews
Southwest
8.1
Very good
4,848 reviews

Entertainment

7.7

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Allegiant Air
7.4
Good
829 reviews
Southwest
8.1
Very good
4,848 reviews

Entertainment

7.7

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Frontier
6.1
Okay
3,479 reviews
Southwest
8.1
Very good
4,848 reviews

Entertainment

7.7

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 Frontier, with whom users have recently found tickets for as low as $54. 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 - 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 June is currently the most expensive (average of $351). 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.

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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 December 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$54Average$151FlexibilityNo cancel feeOn-time65%
FrontierCheapest$95Average$198FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$148Average$314FlexibilityNo cancel feeOn-time63%
DeltaCheapest$156Average$422FlexibilityNo cancel feeOn-timeN/A
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