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Cheap flights from Chicago Midway Airport to New York from $77

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 10/29. 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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Find the cheapest flights from Chicago Midway Airport to New York

Cheap round-trip flights

Southwest Logo
8:35 am - 11:45 amMDW-LGA
2h 10mnonstop
Southwest Logo
6:00 am - 7:20 amLGA-MDW
2h 20mnonstop
$139Southwest
Find Deal
Tue, Sep 23 - Thu, Sep 25
Frontier Logo
5:15 pm - 11:57 pmMDW-LGA
5h 42m1 stop
Frontier Logo
6:30 am - 3:58 pmLGA-MDW
10h 28m1 stop
$143Frontier
Find Deal
Mon, Sep 15 - Wed, Sep 17
Frontier Logo
7:15 am - 8:59 pmMDW-LGA
12h 44m1 stop
Frontier Logo
6:30 am - 3:58 pmLGA-MDW
10h 28m1 stop
$144Frontier
Find Deal
Fri, Sep 5 - Tue, Sep 23
Frontier Logo
11:23 am - 8:02 pmMDW-LGA
7h 39m1 stop
Frontier Logo
6:30 am - 4:00 pmLGA-MDW
10h 30m1 stop
$145Frontier
Find Deal
Sat, Sep 13 - Mon, Sep 15
Frontier Logo
11:23 am - 8:02 pmMDW-LGA
7h 39m1 stop
Frontier Logo
6:30 am - 4:00 pmLGA-MDW
10h 30m1 stop
$146Frontier
Find Deal
Sat, Sep 20 - Mon, Sep 22
Frontier Logo
10:13 am - 12:01 pmMDW-LGA
24h 48m1 stop
Frontier Logo
6:30 am - 3:58 pmLGA-MDW
10h 28m1 stop
$147Frontier
Find Deal
Sun, Sep 7 - Wed, Sep 10
Southwest Logo
4:05 pm - 7:05 pmMDW-LGA
2h 00mnonstop
Southwest Logo
6:25 am - 11:45 amLGA-MDW
6h 20m1 stop
$149Southwest
Find Deal
Wed, Nov 5 - Sat, Nov 8
Delta Logo
1:08 pm - 7:23 pmMDW-EWR
5h 15m1 stop
Delta Logo
6:00 am - 8:40 amEWR-MDW
3h 40m1 stop
$179Delta
Find Deal
Tue, Oct 7 - Wed, Oct 8
Delta Logo
6:15 pm - 11:31 pmMDW-EWR
4h 16m1 stop
Delta Logo
9:51 am - 12:28 pmEWR-MDW
3h 37m1 stop
$193Delta
Find Deal
Sat, Sep 20 - Wed, Sep 24
Allegiant Air Logo
10:22 am - 9:51 amMDW-SWF
22h 29m1 stop
Allegiant Air Logo
11:36 am - 3:34 pmSWF-MDW
28h 58m2 stops
$776Allegiant Air
Find Deal
Tue, Nov 25 - Sat, Nov 29

Frontier flights from Chicago Midway Airport to New York

Our best Frontier deals on Chicago Midway Airport to New York flight tickets
Frontier
Sep 15
MDW5:15 pmChicago Midway
5h 42m
1 stop
LGA11:57 pmNew York LaGuardia
Sep 17
LGA6:30 amNew York LaGuardia
10h 28m
1 stop
MDW3:58 pmChicago Midway
$143
Find similar
Frontier
Sep 5
MDW7:15 amChicago Midway
12h 44m
1 stop
LGA8:59 pmNew York LaGuardia
Sep 23
LGA6:30 amNew York LaGuardia
10h 28m
1 stop
MDW3:58 pmChicago Midway
$144
Find similar
Frontier
Sep 4
MDW10:13 amChicago Midway
9h 46m
1 stop
LGA8:59 pmNew York LaGuardia
Sep 8
LGA6:30 amNew York LaGuardia
10h 30m
1 stop
MDW4:00 pmChicago Midway
$145
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
Oct 7
MDW1:08 pmChicago Midway
5h 15m
1 stop
EWR7:23 pmNewark
Oct 8
EWR6:00 amNewark
3h 40m
1 stop
MDW8:40 amChicago Midway
$179
Find similar
Delta
Sep 20
MDW6:15 pmChicago Midway
4h 16m
1 stop
EWR11:31 pmNewark
Sep 24
EWR9:51 amNewark
3h 37m
1 stop
MDW12:28 pmChicago Midway
$193
Find similar
Delta
Sep 13
MDW11:00 amChicago Midway
5h 55m
1 stop
EWR5:55 pmNewark
Sep 16
EWR9:51 amNewark
3h 37m
1 stop
MDW12:28 pmChicago Midway
$197
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 August 26, 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

Tue 9/23

8:35 am-11:45 am

Nonstop2h 10m

New York LaGuardia

Thu 9/25

6:00 am-7:20 am

Nonstop2h 20m

$139

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Mon 9/15

5:15 pm-11:57 pm

1 stop5h 42m

New York LaGuardia

Wed 9/17

6:30 am-3:58 pm

1 stop10h 28m

$143

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Fri 9/5

7:15 am-8:59 pm

1 stop12h 44m

New York LaGuardia

Tue 9/23

6:30 am-3:58 pm

1 stop10h 28m

$144

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Sat 9/13

11:23 am-8:02 pm

1 stop7h 39m

New York LaGuardia

Mon 9/15

6:30 am-4:00 pm

1 stop10h 30m

$145

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Sat 9/20

11:23 am-8:02 pm

1 stop7h 39m

New York LaGuardia

Mon 9/22

6:30 am-4:00 pm

1 stop10h 30m

$146

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Sun 9/7

10:13 am-12:01 pm

1 stop24h 48m

New York LaGuardia

Wed 9/10

6:30 am-3:58 pm

1 stop10h 28m

$147

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Wed 11/5

4:05 pm-7:05 pm

Nonstop2h 00m

New York LaGuardia

Sat 11/8

6:25 am-11:45 am

1 stop6h 20m

$149

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Tue 10/7

1:08 pm-7:23 pm

1 stop5h 15m

Newark

Wed 10/8

6:00 am-8:40 am

1 stop3h 40m

$179

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Sat 9/20

6:15 pm-11:31 pm

1 stop4h 16m

Newark

Wed 9/24

9:51 am-12:28 pm

1 stop3h 37m

$193

ChicagoNew Windsor

MDW - SWF

MDWSWF

Chicago Midway

Tue 11/25

10:22 am-9:51 am

1 stop22h 29m

New Windsor Stewart

Sat 11/29

11:36 am-3:34 pm

2 stops28h 58m

$776

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 September is another great option to travel to New York, with average flight prices from Chicago Midway Airport averaging around $207.

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 $263. 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 $381.

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 $236. Flights to New York are more costly at noon, with an average ticket price of $379. 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 August 2025, prices for Chicago Midway Airport to New York flights are approximately 6% 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

$56

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 $56. The best round-trip flight deal from Chicago Midway Airport to New York found on momondo in the last 72 hours is $84.
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)
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  • 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
8,031 reviews
Search Spirit Airlines flights
SouthwestPriceFrom $158Free CancellationRating
8.0
4,243 reviews
Search Southwest flights
DeltaPriceFrom $162Free CancellationRating
7.9
7,979 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 $287, with the best Southwest deals starting from $158 round-trip. 4,242 users have rated Southwest on momondo, with an average score of 8.0/10.

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
Pocono Manor
Asbury Park
Point Pleasant Beach
Beach Haven
East Rutherford
Stamford
Long Branch
Tannersville
Spring Lake
Wayne
Elizabeth
Parsippany
East Stroudsburg
Secaucus
Toms River
Staten Island

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