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Cheap flights from Chicago Midway Airport to New York State from $63

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 2/3. 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 State

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
5:35 pm - 8:40 pm
MDW
-
LGA
2h 05mnonstop
Southwest Logo
6:30 pm - 8:15 pm
LGA
-
MDW
2h 45mnonstop
$97Southwest
Sat, Jan 24 - Sun, Jan 25
Frontier Logo
6:30 pm - 9:30 pm
MDW
-
EWR
2h 00mnonstop
Frontier Logo
11:30 am - 10:19 pm
EWR
-
MDW
11h 49m1 stop
$110Frontier
Tue, Jan 13 - Wed, Jan 14
Frontier Logo
6:30 pm - 9:30 pm
MDW
-
EWR
2h 00mnonstop
Frontier Logo
6:00 am - 12:05 pm
EWR
-
MDW
7h 05m1 stop
$111Frontier
Tue, Jan 13 - Tue, Jan 20
Frontier Logo
7:30 am - 10:30 am
MDW
-
EWR
2h 00mnonstop
Frontier Logo
11:30 am - 1:02 pm
EWR
-
MDW
2h 32mnonstop
$114Frontier
Thu, Mar 12 - Thu, Mar 19
Multiple Airlines Logo
8:04 pm - 2:50 pm
MDW
-
EWR
17h 46m1 stop
Multiple Airlines Logo
10:30 pm - 12:02 am
EWR
-
MDW
2h 32mnonstop
$116Multiple Airlines
Fri, Jan 16 - Sun, Jan 18
Southwest Logo
8:25 am - 11:35 am
MDW
-
LGA
2h 10mnonstop
Southwest Logo
6:00 am - 7:40 am
LGA
-
MDW
2h 40mnonstop
$117Southwest
Thu, Jan 22 - Thu, Jan 29
Southwest Logo
6:05 am - 9:10 am
MDW
-
LGA
2h 05mnonstop
Southwest Logo
6:00 am - 7:40 am
LGA
-
MDW
2h 40mnonstop
$118Southwest
Mon, Feb 23 - Sat, Feb 28
Southwest Logo
5:55 pm - 9:00 pm
MDW
-
LGA
2h 05mnonstop
Southwest Logo
8:00 am - 9:30 am
LGA
-
MDW
2h 30mnonstop
$123Southwest
Wed, Jan 14 - Sat, Jan 17
Delta Logo
5:40 pm - 11:59 pm
MDW
-
SYR
5h 19m1 stop
Delta Logo
12:16 pm - 5:54 pm
SYR
-
MDW
6h 38m1 stop
$229Delta
Fri, Mar 13 - Tue, Mar 17
Delta Logo
6:45 am - 1:14 pm
MDW
-
BUF
5h 29m1 stop
Delta Logo
6:00 am - 10:27 am
BUF
-
MDW
5h 27m1 stop
$243Delta
Sat, Jan 17 - Sun, Jan 18

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
Jan 13
MDW6:30 pmChicago Midway
2h 00m
EWR9:30 pmNewark
Jan 14
EWR11:30 amNewark
11h 49m
1 stop
MDW10:19 pmChicago Midway
$110
Find similar
Frontier
Jan 13
MDW6:30 pmChicago Midway
2h 00m
EWR9:30 pmNewark
Jan 20
EWR6:00 amNewark
7h 05m
1 stop
MDW12:05 pmChicago Midway
$111
Find similar
Frontier
Mar 12
MDW7:30 amChicago Midway
2h 00m
EWR10:30 amNewark
Mar 19
EWR11:30 amNewark
2h 32m
MDW1:02 pmChicago Midway
$114
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
Jan 22
MDW10:48 amChicago Midway
4h 43m
1 stop
EWR4:31 pmNewark
Jan 26
EWR5:54 pmNewark
5h 28m
1 stop
MDW10:22 pmChicago Midway
$177
Find similar
Delta
Feb 10
MDW6:00 amChicago Midway
5h 58m
1 stop
EWR12:58 pmNewark
Feb 17
EWR9:47 amNewark
3h 59m
1 stop
MDW12:46 pmChicago Midway
$178
Find similar
Delta
Feb 28
MDW4:13 pmChicago Midway
6h 40m
1 stop
EWR11:53 pmNewark
Mar 4
EWR9:47 amNewark
3h 59m
1 stop
MDW12:46 pmChicago Midway
$179
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 December 28, 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

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Sat 1/24

5:35 pm-8:40 pm

Nonstop2h 05m

New York LaGuardia

Sun 1/25

6:30 pm-8:15 pm

Nonstop2h 45m

$97

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Tue 1/13

6:30 pm-9:30 pm

Nonstop2h 00m

Newark

Wed 1/14

11:30 am-10:19 pm

1 stop11h 49m

$110

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Tue 1/13

6:30 pm-9:30 pm

Nonstop2h 00m

Newark

Tue 1/20

6:00 am-12:05 pm

1 stop7h 05m

$111

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Thu 3/12

7:30 am-10:30 am

Nonstop2h 00m

Newark

Thu 3/19

11:30 am-1:02 pm

Nonstop2h 32m

$114

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Fri 1/16

8:04 pm-2:50 pm

1 stop17h 46m

Newark

Sun 1/18

10:30 pm-12:02 am

Nonstop2h 32m

$116

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Thu 1/22

8:25 am-11:35 am

Nonstop2h 10m

New York LaGuardia

Thu 1/29

6:00 am-7:40 am

Nonstop2h 40m

$117

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Mon 2/23

6:05 am-9:10 am

Nonstop2h 05m

New York LaGuardia

Sat 2/28

6:00 am-7:40 am

Nonstop2h 40m

$118

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Wed 1/14

5:55 pm-9:00 pm

Nonstop2h 05m

New York LaGuardia

Sat 1/17

8:00 am-9:30 am

Nonstop2h 30m

$123

ChicagoSyracuse

MDW - SYR

MDWSYR

Chicago Midway

Fri 3/13

5:40 pm-11:59 pm

1 stop5h 19m

Syracuse Hancock Intl

Tue 3/17

12:16 pm-5:54 pm

1 stop6h 38m

$229

ChicagoBuffalo

MDW - BUF

MDWBUF

Chicago Midway

Sat 1/17

6:45 am-1:14 pm

1 stop5h 29m

Buffalo

Sun 1/18

6:00 am-10:27 am

1 stop5h 27m

$243

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, October 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 $167. If you’re not able to fly to State of New York in October, then August is your next best option. Flight prices from Chicago Midway Airport to State of New York during August average around $202.

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

Our data shows that Tuesday is the least expensive day to fly to State of New York. Tickets to fly out on this day can be as low as $195. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $269. 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 afternoon. momondo users have found flights departing from Chicago Midway Airport to State of New York in the afternoon for as low as $206. 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 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 State of New York flights?

You could potentially save up to 17% on your flight if you consider stops on a Chicago Midway Airport to State of New York flight.

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

$171

Fastest flight time

1h 25m

Direct flights

Every day

Airports in State of New York

306 airports
The best one-way flight to State of New York from Chicago Midway Airport in the past 72 hours is $171. The best round-trip flight deal from Chicago Midway Airport to State of New York found on momondo in the last 72 hours is $204.
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 306 airports in State of New York. From Chicago Midway Airport there are direct flights to Buffalo (BUF), Greater Rochester Intl (ROC), Albany Intl (ALB), New York LaGuardia (LGA).
Search flight deals

  • 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
FrontierPriceFrom $59Free CancellationRating
5.7
3,065 reviews
Search Frontier flights
SouthwestPriceFrom $157Free CancellationRating
8.0
4,256 reviews
Search Southwest flights
DeltaPriceFrom $294Free CancellationRating
7.9
8,019 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

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