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Cheap flights from Chicago Midway Airport to New York from $50

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 2/12. 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

These are some of the best round-trip flight deals from Chicago Midway Airport to New York that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago Midway Airport to New York.

Cheap last minute flights

Planning a quick getaway from Chicago Midway Airport to New York? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to New York, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago Midway Airport to New York

Find recent round-trip train or bus tickets from Chicago Midway Airport to New York.

All round-trip flight deals to New York

The cheapest plane tickets to New York found on KAYAK recently.
6:00 am - 8:59 pmMDW-LGA
13h 59m1 stop
10:00 pm - 11:28 amLGA-MDW
14h 28m1 stop
$100Frontier
Find Deal
Wed, Feb 12 - Wed, Feb 19
12:43 pm - 6:30 amMDW-JFK
16h 47m1 stop
11:00 am - 7:06 pmJFK-MDW
9h 06m1 stop
$105Frontier
Find Deal
Mon, Jan 27 - Wed, Feb 5
8:12 am - 9:10 pmMDW-EWR
11h 58m1 stop
10:10 pm - 7:32 amEWR-MDW
10h 22m1 stop
$107Frontier
Find Deal
Wed, Feb 12 - Mon, Feb 24
4:40 pm - 12:43 amMDW-JFK
7h 03m1 stop
1:00 pm - 5:31 pmJFK-MDW
5h 31m1 stop
$108Frontier
Find Deal
Tue, Apr 15 - Thu, Apr 17
6:00 am - 8:59 pmMDW-LGA
13h 59m1 stop
4:57 pm - 11:55 pmLGA-MDW
7h 58m1 stop
$110Frontier
Find Deal
Thu, Apr 24 - Mon, Apr 28
8:05 pm - 11:10 pmMDW-LGA
2h 05mnonstop
9:35 pm - 11:05 pmLGA-MDW
2h 30mnonstop
$117Southwest
Find Deal
Thu, Jan 23 - Mon, Jan 27
5:31 pm - 3:25 pmMDW-LGA
20h 54m1 stop
4:30 pm - 7:07 amLGA-MDW
15h 37m1 stop
Tue, Feb 4 - Tue, Feb 11
6:00 am - 9:05 amMDW-LGA
2h 05mnonstop
9:45 pm - 11:15 pmLGA-MDW
2h 30mnonstop
$132Southwest
Find Deal
Thu, Mar 13 - Sun, Mar 16
9:34 am - 5:05 pmMDW-EWR
6h 31m1 stop
1:00 pm - 6:11 pmEWR-MDW
6h 11m1 stop
$157Delta
Find Deal
Thu, Jan 30 - Mon, Feb 3
6:00 am - 12:15 pmMDW-EWR
5h 15m1 stop
9:37 am - 1:05 pmEWR-MDW
4h 28m1 stop
$158Delta
Find Deal
Wed, Feb 12 - Wed, Feb 19
8:12 am - 3:00 pmMDW-LGA
5h 48m1 stop
$50Frontier
Find Deal
Wed, Feb 12
4:40 pm - 12:43 amMDW-JFK
7h 03m1 stop
$53Frontier
Find Deal
Tue, Apr 8
6:00 am - 9:10 amMDW-LGA
2h 10mnonstop
$59Southwest
Find Deal
Mon, Feb 10
8:15 pm - 11:20 pmMDW-LGA
2h 05mnonstop
$74Southwest
Find Deal
Sun, Mar 2
6:28 pm - 11:09 pmMDW-EWR
3h 41m1 stop
$79Delta
Find Deal
Wed, Feb 5
6:00 am - 12:15 pmMDW-EWR
5h 15m1 stop
$82Delta
Find Deal
Mon, Jan 27
12:46 pm - 3:15 pmMDW-LGA
25h 29m2 stops
Tue, May 13
6:44 pm - 12:11 pmMDW-EWR
16h 27m1 stop
Fri, May 9
6:20 pm - 9:03 amMDW-SWF
13h 43m1 stop
$126Allegiant Air
Find Deal
Sun, Mar 2
6:20 pm - 9:03 amMDW-SWF
13h 43m1 stop
$144Allegiant Air
Find Deal
Thu, Feb 27
5:07 pm - 12:46 amMDW-EWR
6h 39m1 stop
1:00 pm - 6:14 pmEWR-MDW
6h 14m1 stop
$177Delta
Find Deal
Mon, Jan 13 - Thu, Jan 30
6:00 am - 12:15 pmMDW-EWR
5h 15m1 stop
10:00 am - 2:53 pmEWR-MDW
5h 53m1 stop
$187Delta
Find Deal
Tue, Jan 14 - Sat, Jan 25
10:57 am - 5:06 pmMDW-EWR
5h 09m1 stop
9:37 am - 1:08 pmEWR-MDW
4h 31m1 stop
$194Delta
Find Deal
Tue, Jan 14 - Thu, Jan 16
12:43 pm - 6:30 amMDW-JFK
16h 47m1 stop
11:00 am - 6:26 pmJFK-MDW
8h 26m1 stop
$210Frontier
Find Deal
Mon, Jan 13 - Thu, Jan 30
6:00 am - 9:10 amMDW-LGA
2h 10mnonstop
6:00 am - 7:35 amLGA-MDW
2h 35mnonstop
$241Southwest
Find Deal
Wed, Jan 15 - Thu, Jan 16
11:33 am - 1:59 pmMDW-JFK
25h 26m1 stop
11:04 am - 12:09 pmJFK-MDW
26h 05m1 stop
$241Frontier
Find Deal
Mon, Jan 13 - Thu, Jan 16
6:00 am - 9:10 amMDW-LGA
2h 10mnonstop
2:50 pm - 10:45 pmLGA-MDW
8h 55m1 stop
$286Southwest
Find Deal
Wed, Jan 15 - Thu, Jan 16
6:00 am - 9:10 amMDW-LGA
2h 10mnonstop
6:00 am - 7:35 amLGA-MDW
2h 35mnonstop
$287Southwest
Find Deal
Sun, Jan 12 - Thu, Jan 16
6:00 am - 1:10 pmMDW-LGA
6h 10m1 stop
6:00 am - 7:35 amLGA-MDW
2h 35mnonstop
$297Southwest
Find Deal
Sun, Jan 12 - Thu, Jan 16
12:43 pm - 6:30 amMDW-JFK
16h 47m1 stop
11:00 am - 4:14 pmJFK-MDW
6h 14m1 stop
$310Frontier
Find Deal
Mon, Jan 13 - Tue, Jan 14
6:00 am - 9:10 amMDW-LGA
2h 10mnonstop
9:35 pm - 11:05 pmLGA-MDW
2h 30mnonstop
$117Southwest
Find Deal
Thu, Jan 23 - Mon, Jan 27
6:00 am - 9:10 amMDW-LGA
2h 10mnonstop
9:30 pm - 11:00 pmLGA-MDW
2h 30mnonstop
$132Southwest
Find Deal
Fri, Jan 31 - Thu, Feb 6
6:00 am - 9:10 amMDW-LGA
2h 10mnonstop
6:30 am - 8:00 amLGA-MDW
2h 30mnonstop
$137Southwest
Find Deal
Wed, Feb 12 - Wed, Feb 19
8:05 pm - 11:10 pmMDW-LGA
2h 05mnonstop
6:00 am - 7:35 amLGA-MDW
2h 35mnonstop
$142Southwest
Find Deal
Thu, Jan 23 - Sun, Jan 26
6:00 am - 9:10 amMDW-LGA
2h 10mnonstop
6:30 am - 8:00 amLGA-MDW
2h 30mnonstop
$147Southwest
Find Deal
Fri, Feb 7 - Sun, Feb 9
2:25 pm - 5:25 pmMDW-LGA
2h 00mnonstop
6:30 am - 8:00 amLGA-MDW
2h 30mnonstop
$152Southwest
Find Deal
Fri, Feb 28 - Tue, Mar 4
5:50 am - 9:00 amMDW-LGA
2h 10mnonstop
9:35 pm - 11:05 pmLGA-MDW
2h 30mnonstop
$153Southwest
Find Deal
Sun, Feb 23 - Wed, Feb 26
8:05 am - 11:15 amMDW-LGA
2h 10mnonstop
4:25 pm - 6:00 pmLGA-MDW
2h 35mnonstop
$157Southwest
Find Deal
Sat, Jan 25 - Sat, Feb 1
8:05 pm - 11:10 pmMDW-LGA
2h 05mnonstop
4:25 pm - 6:00 pmLGA-MDW
2h 35mnonstop
$162Southwest
Find Deal
Wed, Jan 22 - Sat, Jan 25
6:00 am - 9:10 amMDW-LGA
2h 10mnonstop
4:25 pm - 6:00 pmLGA-MDW
2h 35mnonstop
$167Southwest
Find Deal
Fri, Jan 31 - Sat, Feb 1

Frontier flights from Chicago Midway Airport to New York

Our best Frontier deals on Chicago Midway Airport to New York flight tickets
Frontier
Feb 12
MDW6:00 amChicago Midway
13h 59m
1 stop
LGA8:59 pmNew York LaGuardia
Feb 19
LGA10:00 pmNew York LaGuardia
14h 28m
1 stop
MDW11:28 amChicago Midway
Frontier
Jan 27
MDW12:43 pmChicago Midway
16h 47m
1 stop
JFK6:30 amNew York John F Kennedy Intl
Feb 5
JFK11:00 amNew York John F Kennedy Intl
9h 06m
1 stop
MDW7:06 pmChicago Midway
Frontier
Feb 12
MDW8:12 amChicago Midway
11h 58m
1 stop
EWR9:10 pmNewark
Feb 24
EWR10:10 pmNewark
10h 22m
1 stop
MDW7:32 amChicago Midway

Delta flights from Chicago Midway Airport to New York

Our best Delta deals on Chicago Midway Airport to New York flight tickets
Delta
Jan 30
MDW9:34 amChicago Midway
6h 31m
1 stop
EWR5:05 pmNewark
Feb 3
EWR1:00 pmNewark
6h 11m
1 stop
MDW6:11 pmChicago Midway
Delta
Feb 12
MDW6:00 amChicago Midway
5h 15m
1 stop
EWR12:15 pmNewark
Feb 19
EWR9:37 amNewark
4h 28m
1 stop
MDW1:05 pmChicago Midway
Delta
Feb 15
MDW9:33 amChicago Midway
6h 32m
1 stop
EWR5:05 pmNewark
Feb 18
EWR9:37 amNewark
4h 28m
1 stop
MDW1:05 pmChicago Midway

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 typical price of a round-trip flight between Chicago Midway Airport and New York?

What is the cheapest month to fly to New York?

The cheapest month to fly to New York from Chicago Midway Airport is in January. Flight prices, which tend to average around $188, are often lower during this time because this is during the off-season. The month of February is another great option to travel to New York, with average flight prices from Chicago Midway Airport averaging around $188.

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 Tuesday when prices can be found for as low as $172. 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 $244.

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 afternoon. Flights from Chicago Midway Airport to New York during this time can be as low as $184. Flights to New York are more costly at noon, with an average ticket price of $232. 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 New York LaGuardia for the best Chicago Midway - New York flight prices

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

There are 1 cabin classes 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.

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

As of January 2025, prices for Chicago Midway Airport to New York flights are approximately 35% 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

$50

Fastest flight time

2h 00m

Direct flights

Every day

Airports in New York

3 airports
The best one-way flight to New York from Chicago Midway Airport in the past 72 hours is $50. 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 3 airports near New York: Newark (EWR), New York LaGuardia (LGA), New York John F Kennedy Intl (JFK)

  • 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 $54Free CancellationRating
6.3
8,075 reviews
Search Spirit Airlines flights
FrontierPriceFrom $95Free CancellationRating
6.0
3,429 reviews
Search Frontier flights
SouthwestPriceFrom $148Free CancellationRating
8.1
4,650 reviews
Search Southwest flights
DeltaPriceFrom $162Free CancellationRating
8.0
8,501 reviews
Search Delta flights
  • Southwest Flights From Chicago Midway Airport to New York

    Across 36 Southwest flights from Chicago Midway Airport to New York this week, the average price was $272, with the best Southwest deals starting from $148 round-trip. 4,650 users have rated Southwest on momondo, with an average score of 8.1/10.


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.


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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