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Find cheap flights from Chicago Midway Airport to New York LaGuardia Airport from $53

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to LaGuardia departing on 4/24. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
gio 4/18
gio 4/25

Search hundreds of travel sites at once for deals on flights to New York LaGuardia Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to New York, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to New York, as well as popular online travel agencies
In the last 7 days travelers have searched 47,600,107 times on KAYAK, and here is why:

Save 20% or moreCompare multiple travel sites with one search.

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Cheap flight deals from Midway to LaGuardia

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to LaGuardia that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
8:42 am - 8:59 pmMDW-LGA
11h 17m1 stop
10:00 pm - 8:21 amLGA-MDW
11h 21m1 stop
$102Frontier
Find Deal
mar, apr 9 - mer, apr 17
4:36 pm - 11:10 pmMDW-LGA
5h 34m1 stop
10:00 pm - 8:21 amLGA-MDW
11h 21m1 stop
$105Frontier
Find Deal
mer, apr 10 - mer, apr 17
8:42 am - 8:59 pmMDW-LGA
11h 17m1 stop
4:00 pm - 9:23 pmLGA-MDW
6h 23m1 stop
$106Frontier
Find Deal
mar, apr 9 - mer, apr 10
8:42 am - 8:59 pmMDW-LGA
11h 17m1 stop
10:00 pm - 8:21 amLGA-MDW
11h 21m1 stop
$107Frontier
Find Deal
mar, apr 9 - mer, apr 17
8:42 am - 8:59 pmMDW-LGA
11h 17m1 stop
6:00 am - 8:36 amLGA-MDW
27h 36m2 stops
$108Frontier
Find Deal
mar, apr 9 - mer, apr 17
10:17 am - 8:59 pmMDW-LGA
9h 42m1 stop
6:00 am - 8:36 amLGA-MDW
27h 36m2 stops
$110Frontier
Find Deal
mar, apr 16 - mer, apr 24
9:33 pm - 8:02 amMDW-LGA
9h 29m1 stop
8:52 am - 1:53 pmLGA-MDW
6h 01m1 stop
mar, apr 16 - mar, apr 23
6:25 am - 9:30 amMDW-LGA
2h 05mnonstop
11:55 am - 1:10 pmLGA-MDW
2h 15mnonstop
$170Southwest
Find Deal
dom, apr 28 - lun, apr 29
5:55 am - 9:00 amMDW-LGA
2h 05mnonstop
11:25 am - 12:55 pmLGA-MDW
2h 30mnonstop
$238Southwest
Find Deal
lun, apr 1 - gio, apr 4
5:55 am - 9:00 amMDW-LGA
2h 05mnonstop
11:00 am - 4:45 pmLGA-MDW
6h 45m1 stop
$266Southwest
Find Deal
lun, apr 1 - gio, apr 4

Flights from Midway to LaGuardia - Travel Insights & Trends

Get data-powered insights and trends into flights from Midway to LaGuardia to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago Midway Airport to New York LaGuardia Airport?

The average price of all flights from Chicago Midway Airport to New York LaGuardia Airport clicked on KAYAK for each day over the last 12 months.
If your flying dates are flexible, you should consider flying to New York LaGuardia Airport on a Saturday, as we generally find the cheapest rates on that day for this route. On the other hand, Friday is the most expensive day to fly from Chicago Midway Airport to New York LaGuardia Airport. For your return ticket, we recommend flying on a Monday and avoiding Fridays for the best deals.

What is the cheapest month to fly from Chicago Midway Airport to New York LaGuardia Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago Midway Airport to New York LaGuardia Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago Midway Airport to New York LaGuardia Airport is January, where tickets cost $214 on average. On the other hand, the most expensive months are June and July, where the average cost of tickets is $338 and $306 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago Midway Airport to New York LaGuardia Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago Midway Airport to New York LaGuardia Airport, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 76 days before departure.

Which airlines provide the cheapest flights from Chicago Midway Airport to New York LaGuardia Airport?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 3 days, Frontier offered the best one-way deal for that route, at $53. KAYAK users also found Chicago Midway Airport to New York LaGuardia Airport round-trip flights on Frontier from $102 and on Southwest from $170.

Which airlines fly non-stop between Chicago Midway Airport and New York LaGuardia Airport?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Chicago Midway Airport to New York LaGuardia Airport.
There is just one airline that flies from Chicago Midway Airport to New York LaGuardia Airport direct and that is Southwest. The best one-way deal found from Southwest for the route is $288.

How many flights are there between Chicago Midway Airport and New York LaGuardia Airport per day?

Each day, there are between 6 and 16 nonstop flights that take off from Chicago Midway Airport and land in New York LaGuardia Airport, with an average flight time of 2h 04m. The most common departure time is 5:00 pm and most flights take off in the afternoon. Each week, there are 91 flights. The most frequent day of departure is Wednesday, when 18% of all weekly flights depart. The fewest flights depart on a Saturday.

Which cabin class options are there for flights between Chicago Midway Airport and New York LaGuardia Airport?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There is only one cabin class option available for the route, which is Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Chicago Midway Airport to New York LaGuardia Airport take?

The duration of a nonstop flight to New York LaGuardia Airport from Chicago Midway Airport is typically 2h 05m. The journey crosses a distance of 722 miles.

What’s the earliest departure time from Chicago Midway Airport to New York LaGuardia Airport?

Early birds can take the earliest flight from Chicago Midway Airport at 5:55 am and will be landing in New York LaGuardia Airport at 9:00 am.

What’s the latest departure time from Chicago Midway Airport to New York LaGuardia Airport?

If you prefer to fly at night, the latest flight from Chicago Midway Airport to New York LaGuardia Airport jets off at 8:25 pm and lands at 11:25 pm.

Good to know

Low season

May

High season

June

Cheapest flight

$53
Best time to beat the crowds with an average 65% drop in price.
Most popular time to fly with an average 75% increase in price.
Flight from Chicago Midway Airport to New York LaGuardia Airport

When to book flights from Midway to LaGuardia

Are your dates flexible? Find out the best times to travel from Midway to LaGuardia based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to New York LaGuardia Airport flights

  • What is the cheapest flight from Chicago Midway Airport to New York LaGuardia Airport?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to New York LaGuardia Airport was $53 for a one-way ticket and $102 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and New York LaGuardia Airport?

    No

  • Which airlines offer Wi-Fi service onboard planes from Chicago Midway Airport to New York LaGuardia Airport?

    Delta, and American Airlines offer inflight Wi-Fi service on the Chicago Midway Airport to New York LaGuardia Airport flight route.

  • Which aircraft models fly most regularly from Chicago Midway Airport to New York LaGuardia Airport?

    The Boeing 737-700 Passenger/BBJ1 (winglets) is the aircraft model that flies most regularly on the Chicago Midway Airport to New York LaGuardia Airport flight route.

  • On which days can I fly direct from Chicago Midway Airport to New York LaGuardia Airport?

    There are nonstop flights from Chicago Midway Airport to New York LaGuardia Airport on a daily basis.

  • Which is the best airline for flights from Chicago to New York, Southwest or Frontier?

    The two airlines most popular with KAYAK users for flights from Chicago to New York are Southwest and Frontier. With an average price for the route of $389 and an overall rating of 8.2, Southwest is the most popular choice. Frontier is also a great choice for the route, with an average price of $197 and an overall rating of 6.3.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to New York LaGuardia Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to New York LaGuardia Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to New York LaGuardia Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to New York LaGuardia Airport from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to New York LaGuardia Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to New York LaGuardia Airport with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and LGA can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to New York LaGuardia Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to New York LaGuardia Airport from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight from MDW to New York LaGuardia Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $437 or less round-trip.

Prefer to fly non-stop from Chicago Midway Airport to New York LaGuardia Airport?

Find which airlines fly direct from Midway to LaGuardia, which days they fly and book direct flights.

Nonstop departures

Chicago Midway to New York LaGuardia

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Nonstop returns

New York LaGuardia to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights
See more direct flights

Top 3 airlines serving from Midway to LaGuardia

Need help choosing which airline to fly with from Midway to LaGuardia? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to KAYAK reviews.
8.2
SouthwestOverall score based on 6382 reviews
88crew
82overall
83boarding
74food
81comfort
79entertainment
Airline reviews

Long layover in Chicago. Wish that could have been lessened.

Long layover in Chicago. Wish that could have been lessened.

The crew at the gate in Baltimore were rude and intimidating and insensitive to the needs of traveling families. They treated us like nuisance children ruining their day rather than the reasons they were working, paying customers with children who were anxious about the boarding experience. I would only travel Southwest again if it were the only option, especially if traveling with my children.

Long delay due to mechanical issues. They should have just swapped the plane and not make us wait while they figure it out. Disappointed

Really full flight, checked in ASAP and still mid Cs.

no entertainment options available on a 4+ hour flight. packed in like sardines. one bathroom. late flight.

Flight was delayed but they still boarded us early knowing we were delayed. Were not able to move about the plane the majority of the flight.

Pros: "They allowed those on the RDU flight to board before everyone."
Cons: "Middle seats weren't empty"
Pros: "I was grateful for the social distancing and the crew was very pleasant."
Cons: "Flight was too crowded with customers only 4 feet apart during flight IN THE SAME ROW BUT NOT IN FRONT OR BEHIND YOU. Whats the point of social distancing when you have people directly behind you two feet away"
Cons: "My mom booked the flight so I could not use the in Flight entertainment"

Boarding was a sh!t show. JFK BOARDING was awful. The agent called three sections at a time Clogging the area then yelling at people to not block the walk way. How are you going to call delta one , premium select and comfort plus at once and the yell at highest paying passengers. Need to do a lot better and the flight attendants in the galley need to understand that their voices travel. They were talking about others and everyone in the cabin heard them

The main person that was coordinating everything was a short white/light skin Spanish man and he was very rude. It honestly made me feel like it was everyone’s First day at work. His announcements were very not reasonable and they did not make sense. The stewardess on the flight that made the announcements she didn’t even know what she was talking about she sounded inebriated. There were no snacks or drinks on our flight there wasn’t even much turbulence. This flight was not enjoyable nor was it what a Delta flight should be and just this past week I flew with Delta 3 times.

Horrible. First delta flight was delayed. I ran to my connecting flight and arrived to the gate 13 mins before departure. I told the gate agent “I’m here”, she told me flight was closed while giving my already confirmed seat to an stand by passenger. I said again “madam, I’m here with my confirmed seat” and she said “no you’re not here@ and gave two stand by people a boarding pass and let them board. I asked “madam, why do you do that?”, and she repeated “you’re not here”. That was very rude. I’m disappointed of delta. It used to have a good customer service. Things have changed, but not for good.

full flihgt but crew and passengers all helped eachother we landed early! however we then had to wait 40 minutes on the tarmac to get into the gate there were people trying get connecting flights, assume its an airport issue but still frustrating

The crew was horrible. Cleo was the most unwelcoming flight attendant I’ve ever had.

Do not get fooled by the term “Delta One” flat bed! The seats were super narrow. The ottoman for the feet was so narrow that when you recline the seat in flat bed position, you can only fit one foot in the 8” width space. There was only 1 flight attendant for First Class. The breakfast took 2 hours to get served. Instead of offering French Toast, the served bread pudding. The champagne with orange juice or Mimosa tasted terrible. Almost all the movies offered were ridiculously old. For a long flight from San Francisco to NY, it was frustrating! I DO NOT RECOMMEND this flight!!!

Really big guy next to me Attendants moved him to an open row

the entertainment for the flight from DAL-LGA was not available.

The plane was frigid, and leaked water from the ceiling all over me and my seat.

Pros: "Not much"
Cons: "Crew kept bumping me in flight. Deplaning took too long."

There was no wifi, there was no usb charger on the planes Frontier lowered the weight limit on suitcases from 50 to 40 pounds Frontier now charges for a seat...really? If i don't pay for a basic seat, do i stand the whole flight? Frontier now charges for the carry on, just like for the checked suitcase The bundle pricing is way over priced.

I am HIGHLY unhappy with the amount of money I spent on the flight. Paid in advance only to find the flight at a discount price a week or so before the flight. I will not fly frontier again and have bad mouthed your business since to anyone I have spoken with about flying (which has been many a people). Crew was mediocre and instead of moving me to a spot where I could gain some leg room they sat their flight attendant there. Won’t be flying frontier in the future.

They changed my flight and did not want to accommodate me or try to help me in any way. They do not care about their customers.

Plane was clean but they do not allow bag drop until 1 hour before flight. Just encouraging late fees and other issues. The worst I have experienced. Total hostage situation, pay or you miss your flight.

Everything was good, 20/30 minutes late waiting on a crew member. It’s hard to keep employees. Or serious employees I know. I remember one flight from Houston of Frontiers was almost 18 hours late. And another 4 hours late very poor. But I would rather be late and safe than the on the news. Thank you.

Well, I didn’t have food! So NA wasn’t an option. I’ll be back!

Bought seats on the flight and they were supposed to be 2 and a jumpseat. Plane clearly changed and it was a regular 3 seat row. Asked for a refund and was denied. If I wanted to sit next to someone else I wouldn't have bought the seats..

I dunno. Depressing, uncomfortable (I’m poor), but on time and efficient.

Everything was good, and most importantly on time. They have been extremely tardy in some of my flights

First time flying with Frontier . From buying tickets ,getting boarding pass and boarding plane was super easy. Definitely would fly again with Frontier .

Book cheap flights from Chicago to New York

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to New York found on KAYAK in the last 72 hours.
4/24mer
1 stopFrontier
5h 14mMDW-LGA
$53
4/9mar
1 stopFrontier
5h 28mMDW-LGA
$54
5/8mer
1 stopFrontier
5h 14mMDW-LGA
$57
4/17mer
1 stopFrontier
5h 14mMDW-LGA
$58
4/9mar
1 stopFrontier
11h 17mMDW-LGA
$59
4/9mar
1 stopFrontier
11h 17mMDW-LGA
$60
5/22mer
1 stopFrontier
10h 03mMDW-LGA
$61
4/9mar
1 stopFrontier
11h 17mMDW-LGA
$64
4/3mer
1 stop
14h 40mMDW-LGA
$70
3/28gio
nonstopSouthwest
2h 05mMDW-LGA
$179

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Last minute flights from Midway to LaGuardia

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to New York that are departing in the next 10 days.
3/19mar
multi-stopFrontier
7h 34mMDW-LGA
3/26mar
multi-stopFrontier
10h 28mLGA-MDW
$249
3/19mar
multi-stopFrontier
7h 34mMDW-LGA
3/25lun
multi-stopFrontier
10h 19mLGA-MDW
$278
3/19mar
multi-stopFrontier
7h 34mMDW-LGA
3/20mer
multi-stopFrontier
10h 18mLGA-MDW
$328
3/19mar
multi-stopFrontier
25h 02mMDW-LGA
3/24dom
multi-stopFrontier
14h 46mLGA-MDW
$330
3/22ven
nonstopSouthwest
2h 05mMDW-LGA
3/28gio
nonstopSouthwest
2h 25mLGA-MDW
$386
3/22ven
multi-stopSouthwest
7h 45mMDW-LGA
3/28gio
nonstopSouthwest
2h 25mLGA-MDW
$395
3/22ven
multi-stop
27h 12mMDW-LGA
3/26mar
multi-stop
11h 41mLGA-MDW
$443
3/20mer
multi-stop
21h 52mMDW-LGA
3/27mer
multi-stop
6h 23mLGA-MDW
$501
3/20mer
multi-stopDelta
4h 56mMDW-LGA
3/24dom
multi-stopDelta
3h 46mLGA-MDW
$1,061
3/19mar
multi-stopDelta
8h 58mMDW-LGA
3/22ven
multi-stopDelta
3h 46mLGA-MDW
$1,157

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Chicago Midway Airport - New York LaGuardia Airport Flights

Departure:

Chicago Midway Airport (MDW)United States

Destination:

New York LaGuardia Airport (LGA)United States

Return flight deals:

New York LaGuardia Airport - Chicago Midway Airport

Cabin classes:

$377