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Cheap flights from Chicago Midway Airport to New York from $69

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 11/11. 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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Cheap round-trip flights

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Frontier Logo
6:15 am - 7:30 pmMDW-LGA
12h 15m1 stop
Frontier Logo
6:24 am - 11:38 amLGA-MDW
6h 14m1 stop
$108Frontier
Find Deal
Mon, Nov 10 - Tue, Nov 11
Frontier Logo
1:56 pm - 11:27 pmMDW-LGA
8h 31m1 stop
Frontier Logo
6:24 am - 12:41 pmLGA-MDW
7h 17m1 stop
$109Frontier
Find Deal
Tue, Nov 4 - Wed, Nov 5
Frontier Logo
2:06 pm - 10:44 pmMDW-LGA
7h 38m1 stop
Frontier Logo
6:24 am - 12:41 pmLGA-MDW
7h 17m1 stop
$113Frontier
Find Deal
Wed, Oct 29 - Wed, Nov 5
Frontier Logo
1:37 pm - 11:27 pmMDW-LGA
8h 50m1 stop
Frontier Logo
6:24 am - 12:41 pmLGA-MDW
7h 17m1 stop
$119Frontier
Find Deal
Sat, Nov 1 - Wed, Nov 5
Frontier Logo
1:56 pm - 11:27 pmMDW-LGA
8h 31m1 stop
Frontier Logo
6:24 am - 12:41 pmLGA-MDW
7h 17m1 stop
$120Frontier
Find Deal
Tue, Nov 11 - Wed, Nov 12
Southwest Logo
6:00 am - 9:00 amMDW-LGA
2h 00mnonstop
Southwest Logo
9:10 am - 10:40 amLGA-MDW
2h 30mnonstop
$137Southwest
Find Deal
Tue, Nov 4 - Wed, Nov 12
Southwest Logo
7:15 pm - 10:20 pmMDW-LGA
2h 05mnonstop
Southwest Logo
2:15 pm - 3:45 pmLGA-MDW
2h 30mnonstop
$148Southwest
Find Deal
Tue, Nov 11 - Sat, Nov 15
Southwest Logo
6:00 am - 9:00 amMDW-LGA
2h 00mnonstop
Southwest Logo
4:30 pm - 6:00 pmLGA-MDW
2h 30mnonstop
$157Southwest
Find Deal
Wed, Nov 5 - Sat, Nov 8
Southwest Logo
7:15 pm - 10:20 pmMDW-LGA
2h 05mnonstop
Southwest Logo
8:30 am - 1:05 pmLGA-MDW
5h 35m1 stop
$158Southwest
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Tue, Nov 11 - Tue, Nov 18
Multiple Airlines Logo
8:42 pm - 2:00 pmMDW-LGA
16h 18m2 stops
Multiple Airlines Logo
6:15 am - 11:05 pmLGA-MDW
17h 50m1 stop
$187Multiple Airlines
Find Deal
Fri, Dec 5 - Mon, Dec 8

Frontier flights from Chicago Midway Airport to New York LaGuardia Airport

Our best Frontier deals on Chicago Midway Airport to New York LaGuardia Airport flight tickets
Frontier
Nov 10
MDW6:15 amChicago Midway
12h 15m
1 stop
LGA7:30 pmNew York LaGuardia
Nov 11
LGA6:24 amNew York LaGuardia
6h 14m
1 stop
MDW11:38 amChicago Midway
$108
Find similar
Frontier
Nov 4
MDW1:56 pmChicago Midway
8h 31m
1 stop
LGA11:27 pmNew York LaGuardia
Nov 5
LGA6:24 amNew York LaGuardia
7h 17m
1 stop
MDW12:41 pmChicago Midway
$109
Find similar
Frontier
Oct 29
MDW2:06 pmChicago Midway
7h 38m
1 stop
LGA10:44 pmNew York LaGuardia
Nov 5
LGA6:24 amNew York LaGuardia
7h 17m
1 stop
MDW12:41 pmChicago Midway
$113
Find similar

Southwest flights from Chicago Midway Airport to New York LaGuardia Airport

Our best Southwest deals on Chicago Midway Airport to New York LaGuardia Airport flight tickets
Southwest
Nov 4
MDW6:00 amChicago Midway
2h 00m
LGA9:00 amNew York LaGuardia
Nov 12
LGA9:10 amNew York LaGuardia
2h 30m
MDW10:40 amChicago Midway
$137
Find similar
Southwest
Nov 11
MDW7:15 pmChicago Midway
2h 05m
LGA10:20 pmNew York LaGuardia
Nov 15
LGA2:15 pmNew York LaGuardia
2h 30m
MDW3:45 pmChicago Midway
$148
Find similar
Southwest
Nov 5
MDW6:00 amChicago Midway
2h 00m
LGA9:00 amNew York LaGuardia
Nov 8
LGA4:30 pmNew York LaGuardia
2h 30m
MDW6:00 pmChicago Midway
$157
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to New York LaGuardia Airport 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 October 14, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to New York LaGuardia Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Mon 11/10

6:15 am-7:30 pm

1 stop12h 15m

New York LaGuardia

Tue 11/11

6:24 am-11:38 am

1 stop6h 14m

$108

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Tue 11/4

1:56 pm-11:27 pm

1 stop8h 31m

New York LaGuardia

Wed 11/5

6:24 am-12:41 pm

1 stop7h 17m

$109

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Wed 10/29

2:06 pm-10:44 pm

1 stop7h 38m

New York LaGuardia

Wed 11/5

6:24 am-12:41 pm

1 stop7h 17m

$113

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Sat 11/1

1:37 pm-11:27 pm

1 stop8h 50m

New York LaGuardia

Wed 11/5

6:24 am-12:41 pm

1 stop7h 17m

$119

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Tue 11/11

1:56 pm-11:27 pm

1 stop8h 31m

New York LaGuardia

Wed 11/12

6:24 am-12:41 pm

1 stop7h 17m

$120

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Tue 11/4

6:00 am-9:00 am

Nonstop2h 00m

New York LaGuardia

Wed 11/12

9:10 am-10:40 am

Nonstop2h 30m

$137

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Tue 11/11

7:15 pm-10:20 pm

Nonstop2h 05m

New York LaGuardia

Sat 11/15

2:15 pm-3:45 pm

Nonstop2h 30m

$148

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Wed 11/5

6:00 am-9:00 am

Nonstop2h 00m

New York LaGuardia

Sat 11/8

4:30 pm-6:00 pm

Nonstop2h 30m

$157

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Tue 11/11

7:15 pm-10:20 pm

Nonstop2h 05m

New York LaGuardia

Tue 11/18

8:30 am-1:05 pm

1 stop5h 35m

$158

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Fri 12/5

8:42 pm-2:00 pm

2 stops16h 18m

New York LaGuardia

Mon 12/8

6:15 am-11:05 pm

1 stop17h 50m

$187

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 from

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

The cheapest month to fly to New York LaGuardia Airport from Chicago Midway Airport is in January. Flight prices, which tend to average around $200, are often lower during this time because this is during the off-season. If you don’t want to visit New York LaGuardia Airport in January, then you should wait until September to fly from Chicago Midway Airport, when ticket prices are also cheap, with an average price of $235.

What is the cheapest day to depart on your flight to New York LaGuardia Airport?

The cheapest day to depart on your flight to New York LaGuardia Airport is on a Wednesday when prices can be found for as low as $218. This is often the case because there is less demand to fly during this day of the week. Flights from Chicago Midway Airport to New York LaGuardia Airport on a Monday will generally be more expensive and average around $276. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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

Our data shows that the cheapest Chicago Midway Airport to New York LaGuardia Airport flights are usually those with departure times in the morning. Our users have found flights to New York LaGuardia Airport in the morning for as low as $235. Flights at noon are often more expensive with an average ticket price of $265.

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

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

How far in advance should I book a flight to New York LaGuardia Airport?

You are more likely to see cheaper flights to New York LaGuardia Airport from Chicago Midway Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to New York LaGuardia Airport for around $286 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to New York LaGuardia Airport from Chicago Midway Airport for as low as $167 on momondo.

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

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

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

When to book flights from Chicago Midway Airport to New York LaGuardia Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to New York LaGuardia Airport 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 LaGuardia Airport (MDW to LGA) flight deals and tips

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

Best Price Found

$183

Fastest flight time

2h 00m

Direct flights

Every day
The best one-way flight to New York LaGuardia Airport from Chicago Midway Airport in the past 72 hours is $183. The best round-trip flight deal from Chicago Midway Airport to New York LaGuardia Airport found on momondo in the last 72 hours is $155.
The fastest flight from Chicago Midway Airport to New York LaGuardia Airport takes 2h 00m
Direct flights go from Chicago Midway Airport to New York LaGuardia Airport every day.
Search flight deals

  • How far is Chicago Midway to New York LaGuardia by plane?

    A flight from Chicago Midway to New York LaGuardia will travel around 722.4 mi. 2h 00m is a normal flight duration for this route.

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

    Prices for flights from Chicago Midway Airport to New York LaGuardia Airport are updated daily.

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

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

    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 LaGuardia Airport.

  • What documentation or ID do you need to fly to New York LaGuardia Airport?

    The required travel and health documents for your New York LaGuardia Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at New York LaGuardia Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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

  • What is the most popular airline from Chicago Midway Airport to New York LaGuardia Airport?

Best airlines flying from Chicago Midway Airport to New York LaGuardia Airport

Compare and see reviews for airlines that fly from Chicago Midway Airport to New York LaGuardia Airport with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $80Free CancellationRating
6.3
8,094 reviews
Search Spirit Airlines flights
SouthwestPriceFrom $157Free CancellationRating
8.0
4,235 reviews
Search Southwest flights

  • Southwest Flights From Chicago Midway Airport to New York LaGuardia Airport

    The lowest priced Southwest flight from Chicago Midway Airport to New York LaGuardia Airport from the last 72 hours was $157. Generally, Southwest has 35 flights on this route every week with an average price of $286. Southwest is rated 8.0/10 by our users.

Traveling to a place near New York?

Book flights to New York if you plan to visit one of these locations
Seaside Heights
Queens
Bronx
Yonkers
Asbury Park
Pocono Manor
Point Pleasant Beach
East Rutherford
Beach Haven
Spring Lake
Tannersville
Stamford
Long Branch
Wayne
East Stroudsburg
Elizabeth
Secaucus
Parsippany
Staten Island
Ocean Grove

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to New York for you.

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?

Once you have performed a search for Chicago to New York flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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 not ready to book a flight from Chicago to New York now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to New York and let you know when they change.

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