New York

$50+ 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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — NYC
Feb 18 — Feb 251
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Find cheap flights from Midway to New York with Cheapflights

1. Tell us where you want to go
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The best prices from Chicago Midway to New York are usually found in January or February, booked 29 days in advance, depart on a Wednesday or Tuesday and return on a Friday

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 February 13, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$89
(eDestinos)

One-way from

$50
(Cheapflightsfares)

Popular in

July

Cheapest in

January

Average price

$214

Good round-trip deal

$173 or less

Good one-way deal

$88 or less
Provider with most accurate pricing for Chicago Midway-New York (NYC) flight deals.
Provider most trusted by Cheapflights users for Chicago Midway-New York (NYC) flights.
From Chicago Midway to New York (NYC)
One-way flight from Chicago Midway to New York (NYC)
Highest demand for flights based on searches. 19% potential increase in price ($65 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($13 potential savings vs. average RT price).
Average for round-trip flights in February 2025
Price to beat on a round-trip flight from Chicago Midway to New York (NYC).
Price to beat on a one-way flight from Chicago Midway to New York (NYC).

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 February 13, 2025.

This eDestinos deal was found by Cheapflights users on 2/12. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2910:11 amMDW - JFK
1 stop20h 18mFrontier
Tue 5/69:00 amJFK - MDW
1 stop27h 26mFrontier
Deal found 2/12$89
This Cheapflightsfares deal was found by Cheapflights users on 2/13. 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.
Wed 3/58:12 amMDW - LGA
1 stop5h 48mFrontier
Sat 3/84:00 pmLGA - MDW
1 stop6h 56mFrontier
Deal found 2/13$98
This Frontier deal was found by Cheapflights users on 2/12. 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.
Wed 2/268:12 amMDW - EWR
1 stop11h 58mFrontier
Tue 3/410:10 pmEWR - MDW
1 stop9h 57mFrontier
Deal found 2/12$100
This Southwest deal was found by Cheapflights users on 2/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/238:20 pmMDW - LGA
Nonstop2h 05mSouthwest
Mon 4/289:45 pmLGA - MDW
Nonstop2h 15mSouthwest
Deal found 2/12$147
This Delta deal was found by Cheapflights users on 2/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/155:59 pmMDW - EWR
1 stop4h 00mDelta
Wed 4/165:55 amEWR - MDW
1 stop3h 45mDelta
Deal found 2/12$167
This Delta deal was found by Cheapflights users on 2/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/182:55 pmMDW - LGA
1 stop7h 44mDelta
Tue 4/16:00 amLGA - MDW
1 stop7h 36mDelta
Deal found 2/12$203
This Mytrip deal was found by Cheapflights users on 2/13. 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 7/1110:31 amMDW - EWR
1 stop21h 34mAllegiant Air
Sun 7/139:55 amEWR - MDW
1 stop24h 46mAllegiant Air
Deal found 2/13$249
This Delta deal was found by Cheapflights users on 2/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/69:20 amMDW - JFK
1 stop13h 03mDelta
Tue 5/1312:25 pmJFK - MDW
1 stop6h 35mDelta
Deal found 2/12$264
This Mytrip deal was found by Cheapflights users on 2/12. 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 5/238:04 pmMDW - EWR
1 stop14h 01mMultiple Airlines
Mon 5/265:45 amEWR - MDW
2 stops14h 29mMultiple Airlines
Deal found 2/12$374

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 February 13, 2025.

Fly from

Midway

Fly to

New York

Route

Depart

Return

Price

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Tue 4/29

10:11 am-7:29 am

1 stop20h 18m

New York John F Kennedy Intl

Tue 5/6

9:00 am-11:26 am

1 stop27h 26m

$89

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Wed 3/5

8:12 am-3:00 pm

1 stop5h 48m

New York LaGuardia

Sat 3/8

4:00 pm-9:56 pm

1 stop6h 56m

$98

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Wed 2/26

8:12 am-9:10 pm

1 stop11h 58m

Newark

Tue 3/4

10:10 pm-7:07 am

1 stop9h 57m

$100

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Wed 4/23

8:20 pm-11:25 pm

Nonstop2h 05m

New York LaGuardia

Mon 4/28

9:45 pm-11:00 pm

Nonstop2h 15m

$147

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Tue 4/15

5:59 pm-10:59 pm

1 stop4h 00m

Newark

Wed 4/16

5:55 am-8:40 am

1 stop3h 45m

$167

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Tue 3/18

2:55 pm-11:39 pm

1 stop7h 44m

New York LaGuardia

Tue 4/1

6:00 am-12:36 pm

1 stop7h 36m

$203

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Fri 7/11

10:31 am-9:05 am

1 stop21h 34m

Newark

Sun 7/13

9:55 am-9:41 am

1 stop24h 46m

$249

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Tue 5/6

9:20 am-11:23 pm

1 stop13h 03m

New York John F Kennedy Intl

Tue 5/13

12:25 pm-6:00 pm

1 stop6h 35m

$264

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Fri 5/23

8:04 pm-11:05 am

1 stop14h 01m

Newark

Mon 5/26

5:45 am-7:14 pm

2 stops14h 29m

$374

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Tue 5/6

9:34 am-4:29 pm

1 stop5h 55m

$50

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/13

Showing 1-10 of 21 results
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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 February.
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 Accuracy3 starsTrust Score*3 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.

How far ahead should I book a flight from Chicago Midway Airport to New York?

Use this chart to determine the optimal time to book a round-trip flight from Midway to New York. Price data was last updated on February 7, 2025.

The price you pay for your flight from Chicago Midway Airport to New York may vary depending on when you book. For the best chance of a lower fare, look to book 29 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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 February 13, 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 in the afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 16% 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 Tuesday evenings when fares are most often at their lowest. Monday afternoons 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 February 13, 2025.
To help decide which airline to fly from Chicago to New York, see what other customers have to say about Southwest, Delta and Allegiant Air. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Food

7.1

Overall

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort