Which airline has the best punctuality record on Chicago to New York flights?

According to our data, Southwest have had the least number of delays on this route over the last 12 months; with about 18% of their flights experiencing any sort of delay.

How often are flights from Chicago to New York delayed?

Historically, on average around 19% of flights between Chicago and New York have experienced a delay on any given week. The average delay length over the past 12 months has been 124 minutes.

What is the most punctual flight time for Chicago to New York flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

What day of the week experiences the fewest flight delays on this route?

Saturday is statistically the day of the week which experiences the fewest number of delays on this flight route. Thursday has historically seen more delays on average compared to the rest of the week.

What is the cheapest airline that flies from Chicago Midway to New York LaGuardia?

Southwest is the most popular carrier operating from Chicago Midway to New York LaGuardia

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

As of December 2025, there is 1 operator available to choose from 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.

$52 Cheap Flights from Chicago Midway Airport to New York LaGuardia Airport in 2025/26

Q: How many flights depart from Chicago Midway Airport to New York LaGuardia Airport on average per week?

As of December 2025, there are 35 flights per week flying from Chicago Midway Airport to New York LaGuardia Airport. The most common day of the week flights depart is Mon, with 20% of flights taking off on this day.

Q: How many flights depart from Chicago Midway Airport to New York LaGuardia Airport on average per day?

The number of flights available between Chicago Midway Airport and New York LaGuardia Airport is 5 per day as of December 2025. The most frequent departure time is 10:00AM, with 39% of daily flights leaving at noon.

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5:55 pm - 9:00 pm

MDW

LGA

2h 05mnonstop

6:00 am - 7:40 am

LGA

MDW

2h 40mnonstop

$114Southwest

lun., ene. 26 - mié., ene. 28

6:10 am - 11:23 am

MDW

LGA

28h 13m1 stop

12:30 pm - 10:31 am

LGA

MDW

23h 01m1 stop

$118Frontier

sáb., ene. 10 - mar., ene. 13

6:05 am - 9:10 am

MDW

LGA

2h 05mnonstop

8:00 am - 9:30 am

LGA

MDW

2h 30mnonstop

$121Southwest

mié., ene. 7 - sáb., ene. 10

6:05 am - 9:10 am

MDW

LGA

2h 05mnonstop

8:30 am - 1:10 pm

LGA

MDW

5h 40m1 stop

$124Southwest

mié., ene. 7 - vie., ene. 9

5:55 pm - 9:00 pm

MDW

LGA

2h 05mnonstop

9:00 am - 10:40 am

LGA

MDW

2h 40mnonstop

$125Southwest

jue., ene. 8 - vie., ene. 16

5:35 pm - 8:40 pm

MDW

LGA

2h 05mnonstop

9:15 am - 10:55 am

LGA

MDW

2h 40mnonstop

$127Southwest

sáb., ene. 10 - mié., ene. 14

1:20 pm - 9:29 pm

MDW

LGA

7h 09m1 stop

4:59 pm - 10:19 pm

LGA

MDW

6h 20m1 stop

$128Frontier

mié., ene. 21 - lun., ene. 26

5:55 pm - 9:00 pm

MDW

LGA

2h 05mnonstop

2:30 pm - 4:10 pm

LGA

MDW

2h 40mnonstop

$129Southwest

lun., ene. 26 - jue., ene. 29

6:05 am - 9:10 am

MDW

LGA

2h 05mnonstop

6:35 am - 3:20 pm

LGA

MDW

9h 45m1 stop

$130Southwest

mié., ene. 7 - sáb., ene. 10

10:30 am - 1:30 pm

MDW

LGA

2h 00mnonstop

9:15 am - 10:55 am

LGA

MDW

2h 40mnonstop

$131Southwest

mié., ene. 21 - jue., ene. 22

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

Jan 10

MDW6:10 amChicago Midway

28h 13m

1 stop

LGA11:23 amNew York LaGuardia

Jan 13

LGA12:30 pmNew York LaGuardia

23h 01m

1 stop

MDW10:31 amChicago Midway

$118

Find similar

Frontier

Jan 21

MDW1:20 pmChicago Midway

7h 09m

1 stop

LGA9:29 pmNew York LaGuardia

Jan 26

LGA4:59 pmNew York LaGuardia

6h 20m

1 stop

MDW10:19 pmChicago Midway

$128

Find similar

Frontier

Jan 29

MDW6:20 amChicago Midway

8h 39m

1 stop

LGA3:59 pmNew York LaGuardia

Feb 2

LGA6:20 amNew York LaGuardia

6h 25m

1 stop

MDW11:45 amChicago Midway

$135

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

Jan 26

MDW5:55 pmChicago Midway

2h 05m

LGA9:00 pmNew York LaGuardia

Jan 28

LGA6:00 amNew York LaGuardia

2h 40m

MDW7:40 amChicago Midway

$114

Find similar

Southwest

Jan 7

MDW6:05 amChicago Midway

2h 05m

LGA9:10 amNew York LaGuardia

Jan 10

LGA8:00 amNew York LaGuardia

2h 30m

MDW9:30 amChicago Midway

$121

Find similar

Southwest

Jan 7

MDW6:05 amChicago Midway

2h 05m

LGA9:10 amNew York LaGuardia

Jan 9

LGA8:30 amNew York LaGuardia

5h 40m

1 stop

MDW1:10 pmChicago Midway

$124

Find similar

momondo Fare Finder

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

lun. 1/26

5:55 pm-9:00 pm

Nonstop2h 05m

New York LaGuardia

mié. 1/28

6:00 am-7:40 am

Nonstop2h 40m

$114

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

sáb. 1/10

6:10 am-11:23 am

1 stop28h 13m

New York LaGuardia

mar. 1/13

12:30 pm-10:31 am

1 stop23h 01m

$118

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

mié. 1/7

6:05 am-9:10 am

Nonstop2h 05m

New York LaGuardia

sáb. 1/10

8:00 am-9:30 am

Nonstop2h 30m

$121

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

mié. 1/7

6:05 am-9:10 am

Nonstop2h 05m

New York LaGuardia

vie. 1/9

8:30 am-1:10 pm

1 stop5h 40m

$124

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

jue. 1/8

5:55 pm-9:00 pm

Nonstop2h 05m

New York LaGuardia

vie. 1/16

9:00 am-10:40 am

Nonstop2h 40m

$125

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

sáb. 1/10

5:35 pm-8:40 pm

Nonstop2h 05m

New York LaGuardia

mié. 1/14

9:15 am-10:55 am

Nonstop2h 40m

$127

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

mié. 1/21

1:20 pm-9:29 pm

1 stop7h 09m

New York LaGuardia

lun. 1/26

4:59 pm-10:19 pm

1 stop6h 20m

$128

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

lun. 1/26

5:55 pm-9:00 pm

Nonstop2h 05m

New York LaGuardia

jue. 1/29

2:30 pm-4:10 pm

Nonstop2h 40m

$129

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

mié. 1/7

6:05 am-9:10 am

Nonstop2h 05m

New York LaGuardia

sáb. 1/10

6:35 am-3:20 pm

1 stop9h 45m

$130

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

mié. 1/21

10:30 am-1:30 pm

Nonstop2h 00m

New York LaGuardia

jue. 1/22

9:15 am-10:55 am

Nonstop2h 40m

$131

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Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Delays

Other information

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 October. Flight prices, which tend to average around $229, 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 October, then you should wait until January to fly from Chicago Midway Airport, when ticket prices are also cheap, with an average price of $233.

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 Sunday will generally be more expensive and average around $280. 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 $236. Flights at noon are often more expensive with an average ticket price of $264.

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 $290 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 $191 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 49% 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	$191
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 $191. The best round-trip flight deal from Chicago Midway Airport to New York LaGuardia Airport found on momondo in the last 72 hours is $183.

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.

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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?
As of December 2025, there is 1 operator available to choose from 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?
momondo data reveals that the most frequently booked plane model on the route from Chicago Midway Airport to New York LaGuardia Airport is Boeing 737 MAX 8, representing 17.37% of all bookings. The subsequent popular models are Boeing 737-800 at 14.45%, Boeing 737-800 Passenger/BBJ2 (winglets) at 9.25%, and Airbus A321neo at 7.93%.
What is the most popular airline from Chicago Midway Airport to New York LaGuardia Airport?
Based on momondo bookings for flights between Chicago Midway Airport and New York LaGuardia Airport, the leading airline is Southwest, making up 100% of the total bookings.

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
Southwest	PriceFrom $157	Free Cancellation	Rating 8.0 4,250 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 $305. Southwest is rated 8.0/10 by our users.

Seaside Heights

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East Rutherford

Point Pleasant Beach

Beach Haven

Spring Lake

Long Branch

Tannersville

Wayne

Stamford

Secaucus

East Stroudsburg

Elizabeth

Ocean Grove

Parsippany

Staten Island

Pocono Manor

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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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Cheap flights from Chicago Midway Airport to New York from $52

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Frontier flights from Chicago Midway Airport to New York LaGuardia Airport

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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?

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

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

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?

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 49% on your flight if you consider stops on a Chicago Midway Airport to New York LaGuardia Airport flight.

What is the cheapest airline that flies from Chicago Midway to New York LaGuardia?

Southwest is the most popular carrier operating from Chicago Midway to New York LaGuardia

How often are flights from Chicago to New York delayed?

Historically, on average around 19% of flights between Chicago and New York have experienced a delay on any given week. The average delay length over the past 12 months has been 124 minutes.

What is the most punctual flight time for Chicago to New York flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

What day of the week experiences the fewest flight delays on this route?

Saturday is statistically the day of the week which experiences the fewest number of delays on this flight route. Thursday has historically seen more delays on average compared to the rest of the week.

Which airline has the best punctuality record on Chicago to New York flights?

According to our data, Southwest have had the least number of delays on this route over the last 12 months; with about 18% of their flights experiencing any sort of delay.

How many flights depart from Chicago Midway Airport to New York LaGuardia Airport on average per day?

The number of flights available between Chicago Midway Airport and New York LaGuardia Airport is 5 per day as of December 2025. The most frequent departure time is 10:00AM, with 39% of daily flights leaving at noon.

How many flights depart from Chicago Midway Airport to New York LaGuardia Airport on average per week?

As of December 2025, there are 35 flights per week flying from Chicago Midway Airport to New York LaGuardia Airport. The most common day of the week flights depart is Mon, with 20% of flights taking off on this day.

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

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

Fastest flight time

Direct flights

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

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

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?

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

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

Southwest Flights From Chicago Midway Airport to New York LaGuardia Airport

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Why use momondo?

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

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

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

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

An easier way to manage your New York LaGuardia Airport 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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to New York

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