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Cheap flights from New York State to Chicago Midway Airport 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 New York State to Chicago Midway Airport departing on 2/4. 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 New York State to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from New York State to Chicago 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 New York State to Chicago.

Cheap last minute flights

Planning a quick getaway from New York State to Chicago? 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 Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from New York State to Chicago

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

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
10:59 am - 4:16 pmLGA-MDW
6h 17m1 stop
8:12 am - 3:00 pmMDW-LGA
5h 48m1 stop
$98Frontier
Find Deal
Tue, Feb 11 - Wed, Feb 12
10:59 am - 4:16 pmLGA-MDW
6h 17m1 stop
8:12 am - 3:00 pmMDW-LGA
5h 48m1 stop
$99Frontier
Find Deal
Tue, Feb 4 - Wed, Feb 12
10:59 am - 4:16 pmLGA-MDW
6h 17m1 stop
8:12 am - 3:00 pmMDW-LGA
5h 48m1 stop
$100Frontier
Find Deal
Tue, Feb 4 - Wed, Feb 12
10:59 am - 4:16 pmLGA-MDW
6h 17m1 stop
6:00 am - 8:59 pmMDW-LGA
13h 59m1 stop
$101Frontier
Find Deal
Tue, Feb 4 - Wed, Feb 12
10:00 pm - 11:28 amLGA-MDW
14h 28m1 stop
8:12 am - 3:00 pmMDW-LGA
5h 48m1 stop
$104Frontier
Find Deal
Sat, Feb 22 - Wed, Feb 26
9:35 pm - 11:05 pmLGA-MDW
2h 30mnonstop
6:00 am - 9:10 amMDW-LGA
2h 10mnonstop
$117Southwest
Find Deal
Thu, Jan 23 - Mon, Jan 27
6:30 am - 7:55 amLGA-MDW
2h 25mnonstop
8:00 pm - 11:00 pmMDW-LGA
2h 00mnonstop
$132Southwest
Find Deal
Thu, Mar 6 - Fri, Mar 7
9:37 am - 1:05 pmEWR-MDW
4h 28m1 stop
9:33 am - 5:05 pmMDW-EWR
6h 32m1 stop
$157Delta
Find Deal
Tue, Feb 4 - Thu, Feb 6
6:05 am - 10:42 amEWR-MDW
5h 37m1 stop
5:05 pm - 11:09 pmMDW-EWR
5h 04m1 stop
$158Delta
Find Deal
Sat, Feb 8 - Sat, Feb 15
9:55 am - 2:04 pmEWR-MDW
5h 09m1 stop
8:04 pm - 9:05 amMDW-EWR
12h 01m1 stop
$526Allegiant Air
Find Deal
Fri, May 23 - Mon, May 26
11:00 am - 4:16 pmJFK-MDW
6h 16m1 stop
$50Frontier
Find Deal
Tue, Feb 4
10:59 am - 4:16 pmLGA-MDW
6h 17m1 stop
$50Frontier
Find Deal
Tue, Feb 4
6:00 am - 7:30 amLGA-MDW
2h 30mnonstop
$74Southwest
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Sun, Mar 9
9:45 pm - 11:00 pmLGA-MDW
2h 15mnonstop
$79Southwest
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Wed, Apr 30
11:29 am - 4:20 pmEWR-MDW
5h 51m1 stop
$79Delta
Find Deal
Thu, Feb 6
11:29 am - 4:20 pmEWR-MDW
5h 51m1 stop
$84Delta
Find Deal
Fri, Feb 7
9:00 am - 11:55 pmEWR-MDW
15h 55m2 stops
Sat, May 17
5:30 am - 10:06 pmEWR-MDW
17h 36m1 stop
Thu, Mar 6
7:01 pm - 8:31 amALB-MDW
14h 30m1 stop
$135Allegiant Air
Find Deal
Sat, Jan 18
11:55 am - 8:22 amEWR-MDW
21h 27m2 stops
$290Allegiant Air
Find Deal
Sun, Jun 1
10:59 am - 4:14 pmLGA-MDW
6h 15m1 stop
7:25 am - 5:00 pmMDW-LGA
8h 35m1 stop
$105Frontier
Find Deal
Tue, Jan 14 - Thu, Jan 23
12:43 pm - 5:47 pmEWR-MDW
6h 04m1 stop
6:00 am - 12:15 pmMDW-EWR
5h 15m1 stop
$192Delta
Find Deal
Tue, Jan 14 - Sun, Jan 26
9:37 am - 1:08 pmEWR-MDW
4h 31m1 stop
6:28 pm - 11:09 pmMDW-EWR
3h 41m1 stop
$197Delta
Find Deal
Mon, Jan 13 - Wed, Jan 15
5:00 pm - 9:55 amLGA-MDW
17h 55m1 stop
6:15 am - 3:10 pmMDW-LGA
7h 55m1 stop
$215Frontier
Find Deal
Sat, Jan 11 - Mon, Jan 13
11:00 am - 4:14 pmJFK-MDW
6h 14m1 stop
12:43 pm - 6:30 amMDW-JFK
16h 47m1 stop
$235Frontier
Find Deal
Tue, Jan 14 - Thu, Jan 23
5:00 pm - 9:55 amLGA-MDW
17h 55m1 stop
6:15 am - 3:10 pmMDW-LGA
7h 55m1 stop
$243Frontier
Find Deal
Sat, Jan 11 - Mon, Jan 13
11:00 am - 4:14 pmJFK-MDW
6h 14m1 stop
12:43 pm - 6:30 amMDW-JFK
16h 47m1 stop
$250Frontier
Find Deal
Tue, Jan 14 - Sun, Jan 26
6:00 am - 4:05 pmLGA-MDW
11h 05m1 stop
6:30 am - 11:00 pmMDW-LGA
15h 30m2 stops
$275Southwest
Find Deal
Wed, Jan 15 - Fri, Jan 17
6:30 am - 8:00 amLGA-MDW
2h 30mnonstop
8:05 pm - 11:10 pmMDW-LGA
2h 05mnonstop
$277Southwest
Find Deal
Tue, Jan 14 - Thu, Jan 23
5:59 pm - 10:32 pmEWR-MDW
29h 33m2 stops
5:24 pm - 9:10 pmMDW-EWR
26h 46m1 stop
Sun, Jan 12 - Tue, Jan 14
9:35 pm - 11:05 pmLGA-MDW
2h 30mnonstop
6:00 am - 9:10 amMDW-LGA
2h 10mnonstop
$117Southwest
Find Deal
Thu, Jan 23 - Mon, Jan 27
6:00 am - 7:35 amLGA-MDW
2h 35mnonstop
10:35 am - 1:40 pmMDW-LGA
2h 05mnonstop
$131Southwest
Find Deal
Thu, Feb 6 - Thu, Feb 6
9:30 pm - 11:00 pmLGA-MDW
2h 30mnonstop
6:00 am - 9:10 amMDW-LGA
2h 10mnonstop
$132Southwest
Find Deal
Thu, Feb 6 - Sun, Feb 9
4:25 pm - 6:00 pmLGA-MDW
2h 35mnonstop
6:00 am - 9:10 amMDW-LGA
2h 10mnonstop
$137Southwest
Find Deal
Sat, Feb 8 - Wed, Feb 12
6:30 am - 8:00 amLGA-MDW
2h 30mnonstop
6:00 am - 9:10 amMDW-LGA
2h 10mnonstop
$142Southwest
Find Deal
Thu, Jan 23 - Sun, Jan 26
9:30 pm - 11:00 pmLGA-MDW
2h 30mnonstop
8:05 pm - 11:10 pmMDW-LGA
2h 05mnonstop
$147Southwest
Find Deal
Fri, Feb 7 - Sun, Feb 9
9:05 am - 10:45 amLGA-MDW
2h 40mnonstop
12:45 pm - 3:50 pmMDW-LGA
2h 05mnonstop
$151Southwest
Find Deal
Sat, Feb 8 - Sat, Feb 8
9:05 am - 10:45 amLGA-MDW
2h 40mnonstop
8:05 pm - 11:10 pmMDW-LGA
2h 05mnonstop
$152Southwest
Find Deal
Sat, Feb 8 - Sun, Feb 9
9:35 pm - 11:05 pmLGA-MDW
2h 30mnonstop
5:50 am - 9:00 amMDW-LGA
2h 10mnonstop
$153Southwest
Find Deal
Wed, Feb 12 - Thu, Feb 13
12:05 pm - 1:40 pmLGA-MDW
2h 35mnonstop
8:05 am - 11:15 amMDW-LGA
2h 10mnonstop
$157Southwest
Find Deal
Sat, Jan 25 - Sat, Feb 1

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 11
LGA10:59 amNew York LaGuardia
6h 17m
1 stop
MDW4:16 pmChicago Midway
Feb 12
MDW8:12 amChicago Midway
5h 48m
1 stop
LGA3:00 pmNew York LaGuardia
Frontier
Feb 4
LGA10:59 amNew York LaGuardia
6h 17m
1 stop
MDW4:16 pmChicago Midway
Feb 12
MDW8:12 amChicago Midway
5h 48m
1 stop
LGA3:00 pmNew York LaGuardia
Frontier
Feb 4
LGA10:59 amNew York LaGuardia
6h 17m
1 stop
MDW4:16 pmChicago Midway
Feb 12
MDW8:12 amChicago Midway
5h 48m
1 stop
LGA3:00 pmNew York LaGuardia

Southwest flights from State of New York to Chicago Midway Airport

Our best Southwest deals on State of New York to Chicago Midway Airport flight tickets
Southwest
Jan 23
LGA9:35 pmNew York LaGuardia
2h 30m
MDW11:05 pmChicago Midway
Jan 27
MDW6:00 amChicago Midway
2h 10m
LGA9:10 amNew York LaGuardia
Southwest
Mar 6
LGA6:30 amNew York LaGuardia
2h 25m
MDW7:55 amChicago Midway
Mar 7
MDW8:00 pmChicago Midway
2h 00m
LGA11:00 pmNew York LaGuardia
Southwest
Feb 1
LGA12:05 pmNew York LaGuardia
2h 35m
MDW1:40 pmChicago Midway
Feb 3
MDW6:00 amChicago Midway
2h 10m
LGA9:10 amNew York LaGuardia

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 $198. If you are unable to visit Chicago Midway Airport during the month of January, then departing from State of New York during the month October is also very affordable. Most momondo users find prices during this month for around $216.

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

According to our data, Tuesday is the cheapest day to fly to Chicago Midway Airport from State of New York. The lowest ticket price found for a Tuesday departure recently was $228. 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, Sunday 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 $454.

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 $228 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $294. 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 New York LaGuardia to Chicago Midway for the best New York - Chicago Midway flight prices

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

There are 1 cabin classes available to choose from on New York to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

$50

Fastest flight time

1h 35m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from State of New York in the past 72 hours is $50. The best round-trip flight deal from State of New York to Chicago Midway Airport found on momondo in the last 72 hours is $98.
The fastest flight from State of New York to Chicago Midway Airport takes 1h 35m
Direct flights go from State of New York to Chicago Midway Airport every day.

  • 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
Spirit AirlinesPriceFrom $115Free CancellationRating
6.3
8,075 reviews
Search Spirit Airlines flights
SouthwestPriceFrom $148Free CancellationRating
8.1
4,650 reviews
Search Southwest flights
DeltaPriceFrom $176Free CancellationRating
8.0
8,501 reviews
Search Delta flights
FrontierPriceFrom $243Free CancellationRating
6.0
3,428 reviews
Search Frontier flights

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.


An easier way to manage your Chicago Midway Airport trip

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