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Cheap flights from Chicago Midway Airport to New York State from $38

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 State departing on 10/14. 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 State

Cheap round-trip flights

Frontier Logo
5:56 pm - 9:00 pmMDW-EWR
2h 04mnonstop
Frontier Logo
10:00 pm - 11:25 pmEWR-MDW
2h 25mnonstop
$95Frontier
Find Deal
Tue, Nov 18 - Thu, Nov 20
Frontier Logo
5:56 pm - 9:00 pmMDW-EWR
2h 04mnonstop
Frontier Logo
10:00 pm - 11:25 pmEWR-MDW
2h 25mnonstop
$97Frontier
Find Deal
Tue, Oct 14 - Thu, Oct 16
Frontier Logo
5:56 pm - 9:00 pmMDW-EWR
2h 04mnonstop
Frontier Logo
10:00 pm - 11:25 pmEWR-MDW
2h 25mnonstop
$104Frontier
Find Deal
Thu, Oct 9 - Tue, Oct 14
Frontier Logo
5:56 pm - 9:00 pmMDW-EWR
2h 04mnonstop
Frontier Logo
10:00 pm - 11:25 pmEWR-MDW
2h 25mnonstop
$105Frontier
Find Deal
Tue, Oct 14 - Thu, Oct 16
Southwest Logo
8:15 pm - 11:25 pmMDW-LGA
2h 10mnonstop
Southwest Logo
6:00 am - 7:20 amLGA-MDW
2h 20mnonstop
$142Southwest
Find Deal
Fri, Sep 5 - Tue, Sep 16
Southwest Logo
6:00 am - 9:00 amMDW-LGA
2h 00mnonstop
Southwest Logo
6:00 am - 7:20 amLGA-MDW
2h 20mnonstop
$147Southwest
Find Deal
Tue, Sep 16 - Tue, Sep 23
Logo
5:15 pm - 12:34 amMDW-EWR
6h 19m1 stop
Logo
5:15 am - 3:58 pmEWR-MDW
11h 43m1 stop
$159
Find Deal
Fri, Sep 12 - Tue, Sep 16
Delta Logo
6:17 pm - 11:12 pmMDW-EWR
3h 55m1 stop
Delta Logo
9:50 am - 12:28 pmEWR-MDW
3h 38m1 stop
$172Delta
Find Deal
Wed, Sep 3 - Tue, Sep 9
Delta Logo
9:35 am - 3:58 pmMDW-EWR
5h 23m1 stop
Delta Logo
6:15 am - 1:08 pmEWR-MDW
7h 53m1 stop
$179Delta
Find Deal
Tue, Oct 21 - Sat, Oct 25
Logo
5:28 pm - 10:34 amMDW-EWR
16h 06m1 stop
Logo
10:00 pm - 11:25 pmEWR-MDW
2h 25mnonstop
$180
Find Deal
Mon, Oct 20 - Tue, Oct 28

Frontier flights from Chicago Midway Airport to State of New York

Our best Frontier deals on Chicago Midway Airport to State of New York flight tickets
Frontier
Nov 18
MDW5:56 pmChicago Midway
2h 04m
EWR9:00 pmNewark
Nov 20
EWR10:00 pmNewark
2h 25m
MDW11:25 pmChicago Midway
$95
Find similar
Frontier
Oct 14
MDW5:56 pmChicago Midway
2h 04m
EWR9:00 pmNewark
Oct 16
EWR10:00 pmNewark
2h 25m
MDW11:25 pmChicago Midway
$97
Find similar
Frontier
Oct 9
MDW5:56 pmChicago Midway
2h 04m
EWR9:00 pmNewark
Oct 14
EWR10:00 pmNewark
2h 25m
MDW11:25 pmChicago Midway
$104
Find similar

Delta flights from Chicago Midway Airport to State of New York

Our best Delta deals on Chicago Midway Airport to State of New York flight tickets
Delta
Sep 3
MDW6:17 pmChicago Midway
3h 55m
1 stop
EWR11:12 pmNewark
Sep 9
EWR9:50 amNewark
3h 38m
1 stop
MDW12:28 pmChicago Midway
$172
Find similar
Delta
Oct 21
MDW9:35 amChicago Midway
5h 23m
1 stop
EWR3:58 pmNewark
Oct 25
EWR6:15 amNewark
7h 53m
1 stop
MDW1:08 pmChicago Midway
$179
Find similar
Delta
Sep 3
MDW6:17 pmChicago Midway
3h 55m
1 stop
EWR11:12 pmNewark
Sep 6
EWR3:29 pmNewark
6h 43m
1 stop
MDW9:12 pmChicago Midway
$182
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to State of 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 18, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to New York State that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Tue 11/18

5:56 pm-9:00 pm

Nonstop2h 04m

Newark

Thu 11/20

10:00 pm-11:25 pm

Nonstop2h 25m

$95

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Tue 10/14

5:56 pm-9:00 pm

Nonstop2h 04m

Newark

Thu 10/16

10:00 pm-11:25 pm

Nonstop2h 25m

$97

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Thu 10/9

5:56 pm-9:00 pm

Nonstop2h 04m

Newark

Tue 10/14

10:00 pm-11:25 pm

Nonstop2h 25m

$104

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Tue 10/14

5:56 pm-9:00 pm

Nonstop2h 04m

Newark

Thu 10/16

10:00 pm-11:25 pm

Nonstop2h 25m

$105

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Fri 9/5

8:15 pm-11:25 pm

Nonstop2h 10m

New York LaGuardia

Tue 9/16

6:00 am-7:20 am

Nonstop2h 20m

$142

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Tue 9/16

6:00 am-9:00 am

Nonstop2h 00m

New York LaGuardia

Tue 9/23

6:00 am-7:20 am

Nonstop2h 20m

$147

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Fri 9/12

5:15 pm-12:34 am

1 stop6h 19m

Newark

Tue 9/16

5:15 am-3:58 pm

1 stop11h 43m

$159

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Wed 9/3

6:17 pm-11:12 pm

1 stop3h 55m

Newark

Tue 9/9

9:50 am-12:28 pm

1 stop3h 38m

$172

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Tue 10/21

9:35 am-3:58 pm

1 stop5h 23m

Newark

Sat 10/25

6:15 am-1:08 pm

1 stop7h 53m

$179

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Mon 10/20

5:28 pm-10:34 am

1 stop16h 06m

Newark

Tue 10/28

10:00 pm-11:25 pm

Nonstop2h 25m

$180

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 State from

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

In general, August is the cheapest month to fly from Chicago Midway Airport to State of New York. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $202. If you’re not able to fly to State of New York in August, then February is your next best option. Flight prices from Chicago Midway Airport to State of New York during February average around $208.

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

Our data shows that Wednesday is the least expensive day to fly to State of New York. Tickets to fly out on this day can be as low as $225. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $299. These prices are subject to change though, so be sure to set up a Price Alert for flights to State of New York.

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

According to our data, the cheapest time of day to fly to State of New York is in the evening. momondo users have found flights departing from Chicago Midway Airport to State of New York in the evening for as low as $236. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. If you have a flexible travel schedule, then try to avoid flying at noon when prices are $267 on average. Flights to State of New York from Chicago Midway Airport at noon are generally more expensive because this time of day is more convenient for travelers’ schedules.

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

Fly from Chicago Midway to Albany Intl 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.

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

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

Cheap Chicago Midway Airport to State of New York flight deals and tips

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

Best Price Found

$38

Fastest flight time

1h 25m

Direct flights

Every day

Airports in State of New York

6 airports
The best one-way flight to State of New York from Chicago Midway Airport in the past 72 hours is $38. The best round-trip flight deal from Chicago Midway Airport to State of New York found on momondo in the last 72 hours is $95.
The fastest flight from Chicago Midway Airport to State of New York takes 1h 25m
Direct flights go from Chicago Midway Airport to State of New York every day.
There are 6 airports near State of New York: Newark (EWR), Buffalo (BUF), New York LaGuardia (LGA), Rochester Greater Rochester Intl (ROC), Albany Intl (ALB), New York John F Kennedy Intl (JFK)
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  • 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 are refreshed on a daily basis.

  • 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 that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check 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 State of New York?

Best airlines flying from Chicago Midway Airport to State of New York

Compare and see reviews for airlines that fly from Chicago Midway Airport to State of New York with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $63Free CancellationRating
6.3
8,038 reviews
Search Spirit Airlines flights
SouthwestPriceFrom $152Free CancellationRating
8.0
4,246 reviews
Search Southwest flights
DeltaPriceFrom $162Free CancellationRating
8.0
7,981 reviews
Search Delta flights

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to New York. Millions of users trust and use momondo every year so you are in good hands.

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

All flight searches from Chicago to New York on momondo can be filtered to show those which offer flexible booking policies.

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

momondo provides multiple filters to help you find the best flight to New York from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

If you are simply researching potential flights to New York, momondo offers a useful price alert feature which will track prices for flights to New York from Chicago and alert you when they change.

An easier way to manage your State of 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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