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Cheap flights from New York State to Chicago from $116

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from New York State to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
9:38 pm - 7:42 pmBUF  Buffalo-MDW Chicago Midway
23h 04m1 stop Orlando
Frontier Logo
8:47 pm - 8:43 pmMDW  Chicago Midway-BUF Buffalo
22h 56m1 stop Orlando
$198Frontier
Sat, Feb 27 - Tue, Mar 2
Frontier Logo
9:15 am - 4:06 pmLGA  New York LaGuardia-MDW Chicago Midway
7h 51m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
10:40 am - 7:45 pmMDW  Chicago Midway-LGA New York LaGuardia
8h 05m1 stop Dallas/Fort Worth
$251Frontier
Mon, Dec 7 - Sat, Dec 12
Frontier Logo
6:02 pm - 12:01 amBUF  Buffalo-MDW Chicago Midway
6h 59m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
8:35 pm - 5:29 pmMDW  Chicago Midway-BUF Buffalo
19h 54m1 stop Orlando
$254Frontier
Mon, Dec 21 - Tue, Dec 22
Frontier Logo
6:30 am - 7:42 pmLGA  New York LaGuardia-MDW Chicago Midway
14h 12m1 stop Orlando
Frontier Logo
8:47 pm - 11:15 pmMDW  Chicago Midway-LGA New York LaGuardia
25h 28m1 stop Orlando
$256Frontier
Thu, Feb 4 - Mon, Feb 8
Southwest Logo
4:35 pm - 11:05 pmALB  Albany Intl-MDW Chicago Midway
7h 30m2 stops Nashville Intl Lambert-St Louis
Southwest Logo
3:40 pm - 12:15 amMDW  Chicago Midway-ALB Albany Intl
7h 35m1 stop Baltimore/Washington
$268Southwest
Fri, Jan 15 - Mon, Jan 18
Southwest Logo
3:05 pm - 7:05 pmALB  Albany Intl-MDW Chicago Midway
5h 00m1 stop Nashville Intl
Southwest Logo
1:25 pm - 4:10 pmMDW  Chicago Midway-ALB Albany Intl
1h 45mnonstop
$269Southwest
Wed, Dec 9 - Tue, Dec 15
Southwest Logo
3:15 pm - 7:40 pmALB  Albany Intl-MDW Chicago Midway
5h 25m1 stop Baltimore/Washington
Southwest Logo
6:25 pm - 9:25 pmMDW  Chicago Midway-ALB Albany Intl
2h 00mnonstop
$269Southwest
Sat, Dec 5 - Tue, Dec 8
Delta Logo
9:47 am - 1:01 pmALB  Albany Intl-MDW Chicago Midway
4h 14m1 stop Detroit Metropolitan Wayne County
Delta Logo
6:41 pm - 11:32 pmMDW  Chicago Midway-ALB Albany Intl
3h 51m1 stop Detroit Metropolitan Wayne County
$279Delta
Wed, Dec 2 - Wed, Dec 2
Delta Logo
6:00 am - 9:37 amROC  Greater Rochester Intl-MDW Chicago Midway
4h 37m1 stop Detroit Metropolitan Wayne County
Delta Logo
5:12 pm - 12:10 amMDW  Chicago Midway-ROC Greater Rochester Intl
5h 58m1 stop Atlanta Hartsfield-Jackson
$297Delta
Tue, Dec 1 - Tue, Dec 1
Delta Logo
6:37 pm - 10:54 pmROC  Greater Rochester Intl-MDW Chicago Midway
5h 17m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:41 pm - 11:22 pmMDW  Chicago Midway-ROC Greater Rochester Intl
3h 41m1 stop Detroit Metropolitan Wayne County
$297Delta
Fri, Dec 4 - Mon, Dec 7

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Frontier flights from State of New York to Chicago Midway Airport

Our best Frontier deals on State of New York to Chicago Midway Airport flight tickets
Frontier
Feb 27
BUF9:38 pmBuffalo
23h 04m
1 stop
MDW7:42 pmChicago Midway
Mar 2
MDW8:47 pmChicago Midway
22h 56m
1 stop
BUF8:43 pmBuffalo
$198
Frontier
Dec 7
LGA9:15 amNew York LaGuardia
7h 51m
1 stop
MDW4:06 pmChicago Midway
Dec 12
MDW10:40 amChicago Midway
8h 05m
1 stop
LGA7:45 pmNew York LaGuardia
$251
Frontier
Dec 21
BUF6:02 pmBuffalo
6h 59m
1 stop
MDW12:01 amChicago Midway
Dec 22
MDW8:35 pmChicago Midway
19h 54m
1 stop
BUF5:29 pmBuffalo
$254

Delta flights from State of New York to Chicago Midway Airport

Our best Delta deals on State of New York to Chicago Midway Airport flight tickets
Delta
Dec 2
ALB9:47 amAlbany Intl
4h 14m
1 stop
MDW1:01 pmChicago Midway
Dec 2
MDW6:41 pmChicago Midway
3h 51m
1 stop
ALB11:32 pmAlbany Intl
$279
Delta
Dec 4
ROC6:37 pmGreater Rochester Intl
5h 17m
1 stop
MDW10:54 pmChicago Midway
Dec 7
MDW6:41 pmChicago Midway
3h 41m
1 stop
ROC11:22 pmGreater Rochester Intl
$297
Delta
Dec 24
ALB5:30 amAlbany Intl
4h 19m
1 stop
MDW8:49 amChicago Midway
Dec 31
MDW6:15 pmChicago Midway
4h 13m
1 stop
ALB11:28 pmAlbany Intl
$298

momondo Fare Finder

 
Use the filters below to find and compare flights from New York State to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BuffaloChicago

BUF Buffalo - MDW Chicago Midway

BUFMDW

Buffalo

Sat 2/27

9:38 pm-7:42 pm

1 stop23h 04m

Chicago Midway

Tue 3/2

8:47 pm-8:43 pm

1 stop22h 56m

$198

New YorkChicago

LGA New York LaGuardia - MDW Chicago Midway

LGAMDW

New York LaGuardia

Mon 12/7

9:15 am-4:06 pm

1 stop7h 51m

Chicago Midway

Sat 12/12

10:40 am-7:45 pm

1 stop8h 05m

$251

BuffaloChicago

BUF Buffalo - MDW Chicago Midway

BUFMDW

Buffalo

Mon 12/21

6:02 pm-12:01 am

1 stop6h 59m

Chicago Midway

Tue 12/22

8:35 pm-5:29 pm

1 stop19h 54m

$254

New YorkChicago

LGA New York LaGuardia - MDW Chicago Midway

LGAMDW

New York LaGuardia

Thu 2/4

6:30 am-7:42 pm

1 stop14h 12m

Chicago Midway

Mon 2/8

8:47 pm-11:15 pm

1 stop25h 28m

$256

AlbanyChicago

ALB Albany Intl - MDW Chicago Midway

ALBMDW

Albany Intl

Fri 1/15

4:35 pm-11:05 pm

2 stops7h 30m

Chicago Midway

Mon 1/18

3:40 pm-12:15 am

1 stop7h 35m

$268
Quickest round-trip

AlbanyChicago

ALB Albany Intl - MDW Chicago Midway

ALBMDW

Albany Intl

Wed 12/9

3:05 pm-7:05 pm

1 stop5h 00m

Chicago Midway

Tue 12/15

1:25 pm-4:10 pm

Nonstop1h 45m

$269

AlbanyChicago

ALB Albany Intl - MDW Chicago Midway

ALBMDW

Albany Intl

Sat 12/5

3:15 pm-7:40 pm

1 stop5h 25m

Chicago Midway

Tue 12/8

6:25 pm-9:25 pm

Nonstop2h 00m

$269

AlbanyChicago

ALB Albany Intl - MDW Chicago Midway

ALBMDW

Albany Intl

Wed 12/2

9:47 am-1:01 pm

1 stop4h 14m

Chicago Midway

Wed 12/2

6:41 pm-11:32 pm

1 stop3h 51m

$279

RochesterChicago

ROC Greater Rochester Intl - MDW Chicago Midway

ROCMDW

Greater Rochester Intl

Tue 12/1

6:00 am-9:37 am

1 stop4h 37m

Chicago Midway

Tue 12/1

5:12 pm-12:10 am

1 stop5h 58m

$297

RochesterChicago

ROC Greater Rochester Intl - MDW Chicago Midway

ROCMDW

Greater Rochester Intl

Fri 12/4

6:37 pm-10:54 pm

1 stop5h 17m

Chicago Midway

Mon 12/7

6:41 pm-11:22 pm

1 stop3h 41m

$297

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 Chicago from

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

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 Chicago Midway Airport?

The month of January is, on average, the cheapest month to fly to Chicago Midway Airport from State of New York, with most prices found around $193. If you are unable to visit Chicago Midway Airport during the month of January, then departing from State of New York during the month February is also very affordable. Most momondo users find prices during this month for around $226.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Thursday is the cheapest day to fly to Chicago Midway Airport from State of New York. The lowest ticket price found for a Thursday departure recently was $328. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Monday is the most expensive day to depart from State of New York because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $406.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from State of New York in the evening is the least expensive time of day to depart. momondo users have found prices as low as $314 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $389. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

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

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

There is only 1 cabin class available to choose from on State of New York to Chicago Midway Airport 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 State of New York to Chicago Midway Airport flights?

You could potentially save up to 12% on your flight if you consider stops on a State of New York to Chicago Midway Airport flight.

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

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

Best Price Found

$116

Fastest flight time

1h 45m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from State of New York in the past 72 hours is $116. The best round-trip flight deal from State of New York to Chicago Midway Airport found on momondo in the last 72 hours is $198.
The fastest flight from State of New York to Chicago Midway Airport takes 1h 45m
Direct flights go from State of New York to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from New York State to Chicago Midway Airport

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

    Prices for flights from New York to Chicago Midway Airport were last updated today.

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from New York to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

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

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

Compare and see reviews for airlines that fly from State of New York to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $55Free CancellationRating
5.5
2,507 reviews
Search Frontier flights
DeltaPriceFrom $153Free CancellationRating
7.8
8,699 reviews
Search Delta flights
SouthwestPriceFrom $183Free CancellationRating
8.0
4,218 reviews
Search Southwest flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Lansing
Benton Harbor
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
Porter
Griffith
Saint John

Why use momondo?

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

It is quick and easy to find New York to Chicago 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 Chicago that suits you.

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

Yes. momondo allows you to filter the results for New York to Chicago flights to just show those with flexible booking policies.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from New York.

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

Of course. momondo tracks the price of New York to Chicago 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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