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$59+ Cheap flights from Midway (MDW) to New York, NY (NYC)

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 1/28. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — NYC
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 (NYC). 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.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$100
(Frontier)

One-way from

$59
(Southwest)

Popular in

July

Cheapest in

January

Average price

$188
Provider with most accurate pricing for Chicago Midway-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-New York (NYC) flights.
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From Chicago Midway to New York (NYC)
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One-way flight from Chicago Midway to New York (NYC)
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High demand for flights, 16% potential price rise
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Best time to find cheap flights, 3% potential price drop
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Average for round-trip flights in January 2025
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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 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 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 1/16. 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.
Thu 2/612:44 pmMDW - JFK
1 stop8h 14mDelta
Sat 2/88:55 amJFK - MDW
1 stop6h 58mDelta
Deal found 1/16$295
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/218:40 amMDW - EWR
2 stops21h 46mMultiple Airlines
Mon 3/2410:56 pmEWR - MDW
2 stops19h 50mMultiple Airlines
Deal found 1/16$519

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

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

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Mon 1/27

5:07 pm-12:47 am

1 stop6h 40m

New York John F Kennedy Intl

Wed 1/29

12:59 pm-6:14 pm

1 stop6h 15m

$290

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Sat 7/5

6:44 pm-10:31 am

2 stops38h 47m

New York John F Kennedy Intl

Tue 7/8

11:00 am-5:49 pm

1 stop7h 49m

$389

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Tue 1/28

6:00 am-9:10 am

Nonstop2h 10m

$59

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Wed 4/2

8:50 pm-5:30 am

1 stop31h 40m

$59

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/14

Showing 1-10 of 20 results
1
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Compare providers for flights from Midway to New York

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to New York in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
GotogatePrice Accuracy2 starsTrust Score*2 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-New York flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-New York flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-New York flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-New York flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-New York flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 New York?

Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to New York (average of $236). Flying from Chicago Midway Airport to 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 NYC?

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.

One of the essential ways to save on airfare from Chicago Midway Airport to 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 24% on airfare.

What is the cheapest day to fly from Chicago Midway Airport to 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 December 16, 2024.

Travelers seeking maximum savings on their Chicago Midway Airport to New York flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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 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 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 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.
To help decide which airline to fly from Chicago to New York, see what other customers have to say about Delta, Frontier and Southwest. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,659 reviews

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Food

7.2

Overall

8.1

Crew

8.7

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

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Food

7.2

Overall

8.1

Crew

8.7

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

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Food

7.2

Overall

8.1

Crew

8.7

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

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Food

7.2

Overall

8.1

Crew

8.7

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 flying from Chicago Midway Airport to New York round-trip?

    According to our current data, Frontier ($100), Southwest ($117), and Delta ($159) offers the cheapest pricing from Chicago Midway Airport to New York. Frontier is currently priced 64% below the average price you’ll pay for this route.

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

    To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $59. Frontier flights start at $59 while deals on Delta start at $79 one-way.

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

    The most popular route from Chicago Midway Airport to New York is Chicago Midway - Newark. You may also consider Chicago Midway - New York John F Kennedy Intl or Chicago Midway - New York LaGuardia.

  • 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 New York?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to New York (average of $236). Flying from Chicago Midway Airport to 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.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Queens
Bronx
Woodbridge
Elizabeth
Staten Island
Parsippany
Absecon
East Rutherford
Secaucus
Yonkers
Tannersville
East Brunswick
Ronkonkoma
Carteret
Fairfield
Mount Laurel
North Bergen
Asbury Park
Saddle Brook
Harrison

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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.
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to LaGuardia flights
O'Hare Intl to Newark flights
Midway to Newark flights
Midway to John F Kennedy Intl flights
Midway to LaGuardia flights
O'Hare Intl to Buffalo flights
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Midway to Rochester flights
O'Hare Intl to White Plains flights
Midway to Syracuse flights
Midway to Buffalo flights
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Midway to Albany flights
O'Hare Intl to Stewart flights
Midway to White Plains flights
O'Hare Intl to Ithaca flights
O'Hare Intl to Rutland flights
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Midway to Ithaca flights
O'Hare Intl to Saranac Lake flights
Midway to Binghamton flights
O'Hare Intl to Watertown flights
Midway to Stewart flights
O'Hare Intl to Plattsburgh flights
O'Hare Intl to Niagara Falls flights

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$272FlexibilityNo cancel feeOn-time63%
DeltaCheapest$162Average$443FlexibilityNo cancel feeOn-timeN/A
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