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Cheap flights from Chicago Midway Airport to New York from $69

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to New York departing on 11/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Chicago Midway Airport to New York

Cheap round-trip flights

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Frontier Logo
1:37 pm - 11:27 pmMDW-LGA
8h 50m1 stop
Frontier Logo
6:24 am - 11:38 amLGA-MDW
6h 14m1 stop
$108Frontier
Find Deal
Mon, Nov 10 - Tue, Nov 18
Frontier Logo
1:37 pm - 12:33 amMDW-JFK
9h 56m1 stop
Frontier Logo
10:00 am - 6:39 pmJFK-MDW
9h 39m1 stop
$108Frontier
Find Deal
Sat, Nov 8 - Thu, Nov 13
Frontier Logo
1:56 pm - 11:27 pmMDW-LGA
8h 31m1 stop
Frontier Logo
6:24 am - 12:41 pmLGA-MDW
7h 17m1 stop
$109Frontier
Find Deal
Tue, Nov 4 - Wed, Nov 5
Frontier Logo
5:28 pm - 10:29 amMDW-JFK
16h 01m1 stop
Frontier Logo
7:30 am - 8:32 amJFK-MDW
26h 02m1 stop
$109Frontier
Find Deal
Mon, Oct 27 - Thu, Oct 30
Southwest Logo
5:55 pm - 9:00 pmMDW-LGA
2h 05mnonstop
Southwest Logo
9:55 pm - 11:20 pmLGA-MDW
2h 25mnonstop
$137Southwest
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Tue, Nov 4 - Wed, Nov 12
Multiple Airlines Logo
5:56 pm - 9:00 pmMDW-EWR
2h 04mnonstop
Multiple Airlines Logo
10:55 pm - 12:41 pmEWR-MDW
14h 46m2 stops
$145Multiple Airlines
Find Deal
Tue, Oct 21 - Tue, Oct 28
Southwest Logo
7:15 pm - 10:20 pmMDW-LGA
2h 05mnonstop
Southwest Logo
2:15 pm - 3:45 pmLGA-MDW
2h 30mnonstop
$148Southwest
Find Deal
Tue, Nov 11 - Sat, Nov 15
Multiple Airlines Logo
7:47 pm - 7:48 amMDW-EWR
11h 01m1 stop
Multiple Airlines Logo
10:30 am - 9:32 pmEWR-MDW
12h 02m1 stop
$148Multiple Airlines
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Sun, Dec 14 - Wed, Dec 17
Delta Logo
5:34 pm - 12:51 amMDW-EWR
6h 17m1 stop
Delta Logo
7:05 am - 11:55 amEWR-MDW
5h 50m1 stop
$177Delta
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Thu, Nov 27 - Tue, Dec 2
Delta Logo
9:29 am - 4:01 pmMDW-EWR
5h 32m1 stop
Delta Logo
9:37 am - 12:34 pmEWR-MDW
3h 57m1 stop
$187Delta
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Sat, Dec 6 - Wed, Dec 10

Frontier flights from Chicago Midway Airport to New York

Our best Frontier deals on Chicago Midway Airport to New York flight tickets
Frontier
Nov 8
MDW1:37 pmChicago Midway
9h 56m
1 stop
JFK12:33 amNew York John F Kennedy Intl
Nov 13
JFK10:00 amNew York John F Kennedy Intl
9h 39m
1 stop
MDW6:39 pmChicago Midway
$108
Find similar
Frontier
Oct 27
MDW5:28 pmChicago Midway
16h 01m
1 stop
JFK10:29 amNew York John F Kennedy Intl
Oct 30
JFK7:30 amNew York John F Kennedy Intl
26h 02m
1 stop
MDW8:32 amChicago Midway
$109
Find similar
Frontier
Oct 29
MDW2:06 pmChicago Midway
7h 38m
1 stop
LGA10:44 pmNew York LaGuardia
Nov 5
LGA6:24 amNew York LaGuardia
7h 17m
1 stop
MDW12:41 pmChicago Midway
$113
Find similar

Delta flights from Chicago Midway Airport to New York

Our best Delta deals on Chicago Midway Airport to New York flight tickets
Delta
Nov 27
MDW5:34 pmChicago Midway
6h 17m
1 stop
EWR12:51 amNewark
Dec 2
EWR7:05 amNewark
5h 50m
1 stop
MDW11:55 amChicago Midway
$177
Find similar
Delta
Dec 6
MDW9:29 amChicago Midway
5h 32m
1 stop
EWR4:01 pmNewark
Dec 10
EWR9:37 amNewark
3h 57m
1 stop
MDW12:34 pmChicago Midway
$187
Find similar
Delta
Oct 25
MDW6:23 pmChicago Midway
3h 47m
1 stop
EWR11:10 pmNewark
Oct 31
EWR3:51 pmNewark
7h 23m
1 stop
MDW10:14 pmChicago Midway
$217
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated October 14, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to New York that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Mon 11/10

1:37 pm-11:27 pm

1 stop8h 50m

New York LaGuardia

Tue 11/18

6:24 am-11:38 am

1 stop6h 14m

$108

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Sat 11/8

1:37 pm-12:33 am

1 stop9h 56m

New York John F Kennedy Intl

Thu 11/13

10:00 am-6:39 pm

1 stop9h 39m

$108

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Tue 11/4

1:56 pm-11:27 pm

1 stop8h 31m

New York LaGuardia

Wed 11/5

6:24 am-12:41 pm

1 stop7h 17m

$109

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Mon 10/27

5:28 pm-10:29 am

1 stop16h 01m

New York John F Kennedy Intl

Thu 10/30

7:30 am-8:32 am

1 stop26h 02m

$109

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Tue 11/4

5:55 pm-9:00 pm

Nonstop2h 05m

New York LaGuardia

Wed 11/12

9:55 pm-11:20 pm

Nonstop2h 25m

$137

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Tue 10/21

5:56 pm-9:00 pm

Nonstop2h 04m

Newark

Tue 10/28

10:55 pm-12:41 pm

2 stops14h 46m

$145

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Tue 11/11

7:15 pm-10:20 pm

Nonstop2h 05m

New York LaGuardia

Sat 11/15

2:15 pm-3:45 pm

Nonstop2h 30m

$148

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Sun 12/14

7:47 pm-7:48 am

1 stop11h 01m

Newark

Wed 12/17

10:30 am-9:32 pm

1 stop12h 02m

$148

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Thu 11/27

5:34 pm-12:51 am

1 stop6h 17m

Newark

Tue 12/2

7:05 am-11:55 am

1 stop5h 50m

$177

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Sat 12/6

9:29 am-4:01 pm

1 stop5h 32m

Newark

Wed 12/10

9:37 am-12:34 pm

1 stop3h 57m

$187

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to New York from

How to get the cheapest flight ticket from Chicago Midway Airport to New York

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to New York?

The cheapest month to fly to New York from Chicago Midway Airport is in August. Flight prices, which tend to average around $202, are often lower during this time because this is during the off-season. The month of November is another great option to travel to New York, with average flight prices from Chicago Midway Airport averaging around $205.

What is the cheapest day to depart on your flight to New York?

The cheapest day to depart from Chicago Midway Airport to New York is on a Thursday when prices can be found for as low as $267. On the other hand, Sunday is the most expensive day to depart from Chicago Midway Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $387.

What is the cheapest time of day to depart on your flight to New York?

Our most recent data shows that the best time of day to fly to New York is in the evening. Flights from Chicago Midway Airport to New York during this time can be as low as $237. Flights to New York are more costly at noon, with an average ticket price of $381. Departure times at noon fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Chicago Midway to New York flight route?

Fly from Chicago Midway to Newark for the best Chicago Midway - New York flight prices

What cabin class options are available on Chicago Midway to New York flights?

There is only 1 cabin class available to choose from on Chicago Midway to New York flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago Midway Airport to New York flights?

No. A direct flight is the cheapest option for a flight between Chicago Midway Airport to New York.

How have Chicago Midway Airport to New York flight prices changed over time?

As of October 2025, prices for Chicago Midway Airport to New York flights are approximately 2% more expensive when compared to flights at the same time last year.

When to book flights from Chicago Midway Airport to New York

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to New York according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to New York (MDW to NYC) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to New York

Best Price Found

$119

Fastest flight time

2h 00m

Direct flights

Every day

Airports in New York

2 airports
The best one-way flight to New York from Chicago Midway Airport in the past 72 hours is $119. The best round-trip flight deal from Chicago Midway Airport to New York found on momondo in the last 72 hours is $100.
The fastest flight from Chicago Midway Airport to New York takes 2h 00m
Direct flights go from Chicago Midway Airport to New York every day.
There are 2 airports near New York: Newark (EWR), New York LaGuardia (LGA)
Search flight deals

  • How far is Chicago Midway to New York by plane?

    The distance between Chicago Midway and New York is about 716.7 mi. Flights usually cover this in 2h 00m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago Midway Airport to New York?

    Prices for flights from Chicago Midway Airport to New York refresh daily.

  • How many operators does momondo search for flights from Chicago Midway Airport to New York?

  • How old do you have to be to fly from Chicago Midway Airport to New York?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to New York.

  • What documentation or ID do you need to fly to New York?

    The travel and health documents required for your trip to New York can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at New York. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Chicago Midway Airport to New York?

  • What is the most popular airline from Chicago Midway Airport to New York?

Best airlines flying from Chicago Midway Airport to New York

Compare and see reviews for airlines that fly from Chicago Midway Airport to New York with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $63Free CancellationRating
6.3
8,094 reviews
Search Spirit Airlines flights
FrontierPriceFrom $88Free CancellationRating
5.8
3,136 reviews
Search Frontier flights
SouthwestPriceFrom $157Free CancellationRating
8.0
4,235 reviews
Search Southwest flights
DeltaPriceFrom $162Free CancellationRating
7.9
7,972 reviews
Search Delta flights

  • Southwest Flights From Chicago Midway Airport to New York

    Across 35 Southwest flights from Chicago Midway Airport to New York this week, the average price was $286, with the best Southwest deals starting from $157 round-trip. 4,235 users have rated Southwest on momondo, with an average score of 8.0/10.

  • Frontier Flights From Chicago Midway Airport to New York

    Frontier is also a popular choice for this route. Frontier flight deals for Chicago Midway Airport to New York start from as low as $88 round-trip, depending on your selected dates, with average Frontier deals seen on momondo around $196. Frontier operates 1 flight to New York from Chicago Midway Airport in an average week. Users have rated it 5.8/10 across 3,136 reviews.

Traveling to a place near New York?

Book flights to New York if you plan to visit one of these locations
Seaside Heights
Queens
Bronx
Yonkers
Asbury Park
Pocono Manor
Point Pleasant Beach
East Rutherford
Beach Haven
Spring Lake
Tannersville
Stamford
Long Branch
Wayne
East Stroudsburg
Elizabeth
Secaucus
Parsippany
Staten Island
Ocean Grove

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to New York?

It is quick and easy to find Chicago to New York flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to New York that suits you.

Can I find flights from Chicago to New York with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to New York from Chicago with this policy.

How can momondo help me find flights from Chicago to New York?

momondo helps you find the best flight between Chicago and New York by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to New York right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to New York flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your New York trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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Find better results for your trip to the United States

Fly into one of these airports located in New York

Airports listed have a maximum distance of 13.6 mi from New York
Newark Airport
New York John F Kennedy Intl Airport
New York LaGuardia Airport