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MDW - LGA

$59 Find cheap flights from Chicago Midway Airport to New York LaGuardia Airport

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 6/5. 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
Sat 6/22
Sat 6/29

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 43,800,826 times on KAYAK, and here is why:

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Cheap flight deals from Midway to LaGuardia (MDW-LGA)

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.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
12:57 pm - 11:43 pmMDW-LGA
9h 46m1 stop
10:56 am - 8:49 pmLGA-MDW
10h 53m1 stop
$114Frontier
Find Deal
Wed, Jun 5 - Sat, Sep 21
12:57 pm - 11:43 pmMDW-LGA
9h 46m1 stop
6:00 am - 9:20 pmLGA-MDW
16h 20m2 stops
$121Frontier
Find Deal
Wed, Jun 5 - Tue, Jun 11
9:44 pm - 10:06 amMDW-LGA
11h 22m1 stop
10:56 am - 8:49 pmLGA-MDW
10h 53m1 stop
$122Frontier
Find Deal
Tue, Sep 3 - Sat, Sep 7
9:44 pm - 10:06 amMDW-LGA
11h 22m1 stop
10:56 am - 8:49 pmLGA-MDW
10h 53m1 stop
$123Frontier
Find Deal
Wed, Sep 4 - Sat, Sep 7
12:15 pm - 11:18 pmMDW-LGA
10h 03m1 stop
10:56 am - 8:49 pmLGA-MDW
10h 53m1 stop
$132Frontier
Find Deal
Wed, Aug 28 - Sat, Sep 7
1:05 pm - 11:00 pmMDW-LGA
8h 55m1 stop
6:00 am - 9:55 pmLGA-MDW
16h 55m1 stop
$142Frontier
Find Deal
Mon, Aug 12 - Wed, Aug 14
9:44 pm - 10:06 amMDW-LGA
11h 22m1 stop
6:00 am - 9:55 pmLGA-MDW
16h 55m1 stop
$150Frontier
Find Deal
Tue, Sep 3 - Fri, Sep 6
1:05 pm - 11:00 pmMDW-LGA
8h 55m1 stop
6:00 am - 9:55 pmLGA-MDW
16h 55m1 stop
$152Frontier
Find Deal
Mon, Aug 12 - Wed, Aug 14
5:55 am - 9:00 amMDW-LGA
2h 05mnonstop
6:35 am - 7:55 amLGA-MDW
2h 20mnonstop
$188Southwest
Find Deal
Thu, Jun 6 - Fri, Jun 7
5:50 pm - 9:00 pmMDW-LGA
2h 10mnonstop
6:10 am - 7:30 amLGA-MDW
2h 20mnonstop
$236Southwest
Find Deal
Mon, Jun 24 - Wed, Jun 26

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 Sunday, 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 Thursday 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 $186 on average. On the other hand, the most expensive months are June and July, where the average cost of tickets is $315 and $301 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 61 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 $59. KAYAK users also found Chicago Midway Airport to New York LaGuardia Airport round-trip flights on Frontier from $114 and on Southwest from $188.

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 8 and 14 nonstop flights that take off from Chicago Midway Airport and land in New York LaGuardia Airport, with an average flight time of 2h 06m. The most common departure time is 7:00 am and most flights take off in the morning. Each week, there are 77 flights. The most frequent day of departure is Friday, 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 5:45 am and will be landing in New York LaGuardia Airport at 8:50 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 8:20 pm and lands at 11:25 pm.

Good to know

Low season

January

High season

June

Cheapest flight

$59
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 32% 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 $59 for a one-way ticket and $114 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 737-800 Passenger/BBJ2 (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 Delta?

    The two airlines most popular with KAYAK users for flights from Chicago to New York are Southwest and Delta. With an average price for the route of $389 and an overall rating of 8.1, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $1,092 and an overall rating of 8.0.

  • 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

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

 
See real verified KAYAK customer reviews for airlines flying from Chicago to New York. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
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 verified KAYAK customer reviews.
8.1
SouthwestOverall score based on 6004 reviews
8.1Comfort
8.7Crew
7.3Food
8.3Boarding
7.8Entertainment
Airline reviews

This was a connecting flight for me and I had already traveled for 7 hours. First, the Pilot didn’t show up and then the gate changed twice, after which the flight was rescheduled for 2 hours later. This made me late and I had to make other transportation arrangements to get home to Astoria another 1 hour & 45 minutes away. This cost me $250 more than it should have. Will not fly southwest again.

2.0 MediocreAnonymous, May 2024LAS - PDX
Read more about Southwest reviews

This was a connecting flight for me and I had already traveled for 7 hours. First, the Pilot didn’t show up and then the gate changed twice, after which the flight was rescheduled for 2 hours later. This made me late and I had to make other transportation arrangements to get home to Astoria another 1 hour & 45 minutes away. This cost me $250 more than it should have. Will not fly southwest again.

Southwest has a serious issue with keeping their passengers in the dark about delays. They also appear to lack the necessary crews to deal with any sort of hiccup in their operations. The way they run their day-to-day operations is a joke. You are telling me that a hail storm in Denver, where hail storms are incredibly common, results in hours of delays due to every plane needing to be inspected for hail damage? Understandable, but there seems to be a skeleton crew of maintenance workers undergoing this daunting task. There was no particular order of inspecting planes, leading to some planes only having an hour delay or less in others having four or more just because of the luck of the draw of what plane got inspected with no consideration to how long the respective delay was. The entire time the passengers were told nothing except the fact that there was lightning in the area and the ground crews could not load the bags. This always happens that Southwest will incrementally delay a flight with no information given, leaving many frustrated passengers fuming once they find out that their flight is canceled. Don't make people wait around for hours at the airport giving them no information, just to keep them on the hook and prevent any action from being taken by the passengers in terms of finding alternate routes of transportation or accommodations for the night. How many hours of people's times do you think you waste by operating like this? How about having a fully staffed crew in one of your busiest hubs that is famous for severe weather that can effectively deal with a situation like this, or how about having planes on standby to quickly replace in case something like this happens, like all the other major airlines do. This is just like the Christmas fiasco but on a Denver scale, but again this is literally just from a single thunderstorm going over Denver in the spring. I'm glad I've stopped using Southwest as my primary airline and have switched to United. Every single time I fly Southwest, something has to come up. It's ridiculous and I seriously can't wait to finish using my miles so I don't have to deal with your garbage anymore. You used to be so good and I don't know why you thought you could just scrap your quality and expect people to deal with it. Oh, and I walked by someone getting CPR for over 5 minutes in the concourse. I hope he was ok. Southwest needs something similar.

Southwest is a garbage airline and the people who fly it are garbage people.

Left GEG had the first flight of the morning and couldn’t leave due to broken plane then got redirected on to another flight which then I missed my connecting flight so they rescheduled my connecting flight then that one took off 3 1/2 hours late my 4 1/2 hour day turned into a 12 1/2 hour day

We stood on the tarmac for over an hour. Very bad turbulence the whole ride. Very to get to the restroom.

C Am handicapped and couldn't get help with my luggage.

Healthier snack would be much appreciated. Love traveling on Southwest!

Left on time and arrived early. Brand new plane and no parts missing. Comfortable seats. The actual Captain spoke prior to the flight and reassured everyone about safety. Crew was so nice and fun. Perfect flight!

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.

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

The 1st class male crew member was very pleasant - the short female with round glasses , maybe in 50’s had no personality- never spoke when delivering my food, drink, & never smiled the whole trip! In fact looked annoyed when the boarding proses was happening- I would never hire this woman - unfriendly . Have never dealt with a crew member like her-

A regional sized plane was used for a cross country flight with no overhead bin space. I had to "pink check" my laptop and my medications. I was NOT pleased!!!!

Best airline! Always friendly and welcoming. Skyclub was great and loved the fast free wifi on board. I also love that you can pre-order your meal on the app!

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

It was a crowded flight. They did the best they could.

Boarding was great. The flight landed early. It took the crew over an hour and a half to bring out drinks. I paid to upgrade my seat to Comfort+ only to be near a crying/screaming baby who was seldom quiet. Noise-cancelling earbuds didn’t even help. Waste of money to upgrade.

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.

The Frontier app wasn’t working. So I could not pay for a carry on the week prior to flying. They charged me 99$ at the gate to carry on a duffle bag.

Good for the price. My only complaint is that the pilot should keep the air flowing while passengers are waiting to getting out of airplane.

Plane could have been more on time. More leg room .

I arrived 1 hour prior to boarding, and they said I was too late for a domestic flight. First time I heard that :-(

Check in online was easy. Seats aren’t very comfortable

Fecal matter in seat back pocket. Presumably from a kids diaper.

Worst airline to travel with. They treat you like a prisoner in a jailhouse barking out orders and threats. Nickle and dime you to the same price or higher than a respectable airline like one of the big 3 . Might as well fly with standard airlines

Well I mean u get what u pay for so 🤷‍♂️

Over an hour delay in departure but I was notified beforehand. Another delay on tarmac upon arrival at LGA. We ended up departing the plane almost 2 hours later than expected

I fly Frontier because it’s affordable. I understand that the seats are tight and not the most comfortable…but that’s part of it. The problem with this flight was that there was a group of travelers directly behind me at the back of the plane who were ridiculously loud and obnoxious the entire flight. I’m pretty sure they were drunk and I could periodically smell an odd odor that I believe was one of them using a smokeless vape pen. The stewards had to remind them to keep quiet during the pre-flight instruction, but that was it. They never said another thing to them for the rest of the flight. It was a miserable.

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.
6/5Wed
1 stopFrontier
9h 46mMDW-LGA
$59
6/5Wed
1 stopFrontier
9h 46mMDW-LGA
$63
8/21Wed
1 stopFrontier
10h 03mMDW-LGA
$67
6/13Thu
nonstopSouthwest
2h 05mMDW-LGA
$122
7/10Wed
nonstopSouthwest
2h 05mMDW-LGA
$127
6/25Tue
1 stopDelta
8h 26mMDW-LGA
$153
6/7Fri
2 stops
23h 54mMDW-LGA
$161
6/3Mon
2 stops
16h 16mMDW-LGA
$173
6/28Fri
1 stopDelta
13h 06mMDW-LGA
$187
6/8Sat
2 stopsSpirit Airlines
16h 07mMDW-LGA
$214

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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.
5/28Tue
multi-stopFrontier
31h 34mMDW-LGA
6/1Sat
multi-stopFrontier
13h 19mLGA-MDW
$257
5/28Tue
multi-stopFrontier
15h 00mMDW-LGA
5/29Wed
multi-stopFrontier
16h 53mLGA-MDW
$261
5/28Tue
multi-stopFrontier
15h 00mMDW-LGA
5/29Wed
multi-stopFrontier
16h 53mLGA-MDW
$268
5/28Tue
multi-stopFrontier
30h 15mMDW-LGA
6/1Sat
multi-stopFrontier
13h 19mLGA-MDW
$272
5/28Tue
multi-stopFrontier
15h 00mMDW-LGA
5/29Wed
multi-stopFrontier
16h 53mLGA-MDW
$275
5/28Tue
multi-stopFrontier
31h 34mMDW-LGA
6/1Sat
multi-stopFrontier
13h 19mLGA-MDW
$280
5/27Mon
multi-stop
29h 55mMDW-LGA
6/3Mon
multi-stop
14h 43mLGA-MDW
$652
5/24Fri
multi-stopDelta
4h 57mMDW-LGA
5/26Sun
multi-stopDelta
9h 36mLGA-MDW
$1,395
5/24Fri
multi-stopDelta
8h 48mMDW-LGA
5/29Wed
multi-stopDelta
7h 35mLGA-MDW
$1,451
5/24Fri
multi-stopDelta
7h 27mMDW-LGA
5/31Fri
multi-stopDelta
6h 25mLGA-MDW
$2,761

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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:

$415