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$55+ 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 4/2. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — JFK
Jan 22 — Jan 291
Wed 1/22
Wed 1/29
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 January 17, 2025.

Round-trip from

$100
(Frontier)

One-way from

$55
(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 January 17, 2025.

This Frontier deal was found by Cheapflights users on 1/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/198:12 amMDW - LGA
1 stop5h 48mFrontier
Sat 2/224:00 pmLGA - MDW
1 stop7h 04mFrontier
Deal found 1/16$100
This Cheapflightsfares deal was found by Cheapflights users on 1/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/84:40 pmMDW - JFK
1 stop7h 03mFrontier
Tue 4/299:00 amJFK - MDW
1 stop6h 25mFrontier
Deal found 1/16$103
This Southwest deal was found by Cheapflights users on 1/15. 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 2/48:05 pmMDW - LGA
Nonstop2h 05mSouthwest
Tue 2/119:35 pmLGA - MDW
Nonstop2h 30mSouthwest
Deal found 1/15$117
This Booking.com deal was found by Cheapflights users on 1/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/73:37 pmMDW - BUF
1 stop17h 22mFrontier
Sat 2/86:53 pmBUF - MDW
1 stop16h 09mFrontier
Deal found 1/16$130
This Delta deal was found by Cheapflights users on 1/16. 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.
Sat 2/155:05 pmMDW - EWR
1 stop5h 04mDelta
Sat 2/226:05 amEWR - MDW
1 stop5h 37mDelta
Deal found 1/16$159
This Delta deal was found by Cheapflights users on 1/16. 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 2/55:05 pmMDW - ROC
1 stop5h 54mDelta
Tue 2/116:15 amROC - MDW
1 stop3h 36mDelta
Deal found 1/16$219
This eDestinos deal was found by Cheapflights users on 1/16. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/264:16 pmMDW - EWR
1 stop27h 54mFrontier
Tue 1/2810:00 pmEWR - MDW
1 stop22h 06mFrontier
Deal found 1/16$224
This Delta deal was found by Cheapflights users on 1/15. 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 2/186:28 pmMDW - SYR
1 stop3h 52mDelta
Sat 2/2212:55 pmSYR - MDW
1 stop4h 14mDelta
Deal found 1/15$239
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/176:28 pmMDW - ALB
1 stop3h 57mDelta
Sat 2/225:04 pmALB - MDW
1 stop6h 16mDelta
Deal found 1/14$278
This FlightHub deal was found by Cheapflights users on 1/15. 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.
Fri 1/243:37 pmMDW - SYR
1 stop17h 35mFrontier
Sun 1/2612:24 pmSYR - MDW
1 stop23h 04mFrontier
Deal found 1/15$280
This Delta deal was found by Cheapflights users on 1/15. 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 3/15:05 pmMDW - BUF
1 stop4h 56mDelta
Sat 3/86:00 amBUF - MDW
1 stop3h 51mDelta
Deal found 1/15$288
This Southwest deal was found by Cheapflights users on 1/15. 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.
Fri 2/282:10 pmMDW - ALB
Nonstop1h 50mSouthwest
Tue 3/45:45 amALB - MDW
Nonstop2h 30mSouthwest
Deal found 1/15$288

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 January 17, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Wed 2/19

8:12 am-3:00 pm

1 stop5h 48m

New York LaGuardia

Sat 2/22

4:00 pm-10:04 pm

1 stop7h 04m

$100

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Tue 4/8

4:40 pm-12:43 am

1 stop7h 03m

New York John F Kennedy Intl

Tue 4/29

9:00 am-2:25 pm

1 stop6h 25m

$103

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Tue 2/4

8:05 pm-11:10 pm

Nonstop2h 05m

New York LaGuardia

Tue 2/11

9:35 pm-11:05 pm

Nonstop2h 30m

$117

ChicagoBuffalo

MDW - BUF

MDWBUF

Chicago Midway

Fri 2/7

3:37 pm-9:59 am

1 stop17h 22m

Buffalo

Sat 2/8

6:53 pm-10:02 am

1 stop16h 09m

$130

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Sat 3/1

10:43 am-10:29 pm

1 stop10h 46m

Newark

Sat 3/8

5:30 am-9:56 pm

1 stop17h 26m

$157

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Sat 2/15

3:41 pm-9:54 pm

1 stop5h 13m

Newark

Sat 2/22

6:00 am-10:16 am

1 stop5h 16m

$159

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Wed 2/5

8:01 pm-9:10 pm

1 stop24h 09m

Newark

Wed 2/12

10:10 pm-10:46 pm

2 stops25h 36m

$164

ChicagoRochester

MDW - ROC

MDWROC

Chicago Midway

Wed 2/5

5:05 pm-11:59 pm

1 stop5h 54m

Rochester Greater Rochester Intl

Tue 2/11

6:15 am-8:51 am

1 stop3h 36m

$219

ChicagoSyracuse

MDW - SYR

MDWSYR

Chicago Midway

Tue 2/18

6:28 pm-11:20 pm

1 stop3h 52m

Syracuse Hancock Intl

Sat 2/22

12:55 pm-4:09 pm

1 stop4h 14m

$239

ChicagoAlbany

MDW - ALB

MDWALB

Chicago Midway

Tue 2/11

1:45 pm-4:35 pm

Nonstop1h 50m

Albany Intl

Sat 2/22

6:55 am-8:25 am

Nonstop2h 30m

$258

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/16

Showing 1-10 of 42 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 January 17, 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 January 17, 2025.
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
4,659 reviews

Food

7.2

Crew

8.7

Comfort

8.1

Entertainment

7.7

Boarding

8.2

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
4,659 reviews
Southwest
8.1
Very good
4,659 reviews

Food

7.2

Crew

8.7

Comfort

8.1

Entertainment

7.7

Boarding

8.2

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
8,511 reviews
Southwest
8.1
Very good
4,659 reviews

Food

7.2

Crew

8.7

Comfort

8.1

Entertainment

7.7

Boarding

8.2

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
3,435 reviews
Southwest
8.1
Very good
4,659 reviews

Food

7.2

Crew

8.7

Comfort

8.1

Entertainment

7.7

Boarding

8.2

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 $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 - 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 January 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$54Average$144FlexibilityNo cancel feeOn-time65%
FrontierCheapest$95Average$198FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$148Average$327FlexibilityNo cancel feeOn-time63%
DeltaCheapest$162Average$443FlexibilityNo cancel feeOn-timeN/A
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