MDW - LGA

$60 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 9/3. 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
1 adult, Economy

KAYAK searches 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
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Flight Deals

Cheap Flights 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to LaGuardia

Wed, Sep 3 - Wed, Sep 10
Southwest Logo
10:40 am - 1:45 pmMDW-LGA
2h 05mnonstop
Southwest Logo
11:25 am - 12:50 pmLGA-MDW
2h 25mnonstop
$122Southwest
Find Deal
Sat, Sep 6 - Tue, Sep 9
Southwest Logo
2:35 pm - 5:40 pmMDW-LGA
2h 05mnonstop
Southwest Logo
6:00 am - 7:20 amLGA-MDW
2h 20mnonstop
$125Southwest
Find Deal
Wed, Sep 3 - Wed, Sep 3
Southwest Logo
6:00 am - 9:00 amMDW-LGA
2h 00mnonstop
Southwest Logo
2:10 pm - 3:35 pmLGA-MDW
2h 25mnonstop
$128Southwest
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Wed, Sep 3 - Wed, Sep 10
Southwest Logo
10:40 am - 1:45 pmMDW-LGA
2h 05mnonstop
Southwest Logo
6:15 pm - 10:25 pmLGA-MDW
5h 10m1 stop
$132Southwest
Find Deal
Wed, Sep 3 - Thu, Sep 4
Southwest Logo
10:40 am - 1:45 pmMDW-LGA
2h 05mnonstop
Southwest Logo
9:40 pm - 11:00 pmLGA-MDW
2h 20mnonstop
$134Southwest
Find Deal
Sat, Sep 6 - Tue, Sep 9
Southwest Logo
2:35 pm - 5:40 pmMDW-LGA
2h 05mnonstop
Southwest Logo
6:15 pm - 10:25 pmLGA-MDW
5h 10m1 stop
$135Southwest
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Sat, Sep 13 - Wed, Sep 17
Southwest Logo
5:40 pm - 8:50 pmMDW-LGA
2h 10mnonstop
Southwest Logo
6:00 am - 7:20 amLGA-MDW
2h 20mnonstop
$136Southwest
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Mon, Oct 6 - Wed, Oct 8
Southwest Logo
8:20 pm - 11:25 pmMDW-LGA
2h 05mnonstop
Southwest Logo
5:45 pm - 7:15 pmLGA-MDW
2h 30mnonstop
$137Southwest
Find Deal
Fri, Sep 5 - Sat, Sep 20
Southwest Logo
8:15 pm - 11:25 pmMDW-LGA
2h 10mnonstop
Southwest Logo
7:30 am - 8:50 amLGA-MDW
2h 20mnonstop
$140Southwest
Find Deal
Sat, Sep 6 - Mon, Sep 8
Southwest Logo
2:35 pm - 5:40 pmMDW-LGA
2h 05mnonstop
Southwest Logo
9:40 pm - 11:00 pmLGA-MDW
2h 20mnonstop
$143Southwest
Find Deal
Booking Insights

KAYAK's insights & trends for Midway to LaGuardia flights

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 round-trip 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 Wednesday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday 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 Wednesday and avoiding Mondays 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 round-trip 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 $208 (return) on average. On the other hand, the most expensive months are June and December, where the average cost of round-trip tickets is $381 and $319 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip 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 week.

To get a below average price on the flight from Chicago Midway Airport to New York LaGuardia Airport, you should book around 3 weeks before departure, which saves you about 38% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.

Good to know

Low seasonMarch
Cheapest flight$60
Best time to beat the crowds but there is an average 7% increase in price.
Most popular time to fly and prices are also 10% lower on average.
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 $60 for a one-way ticket and $122 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?

    American Airlines, JetBlue, Delta, and Alaska 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 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.

  • 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.

KAYAK’s top tips for finding a cheap flight from Chicago Midway Airport to New York LaGuardia Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $99 or less one-way and $169 or less round-trip.

Prefer to fly direct from Chicago Midway Airport to New York LaGuardia Airport?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago Midway to New York LaGuardia.
Find which airlines fly direct from Chicago Midway Airport to New York LaGuardia Airport, which days they fly and book direct flights.

Direct 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

Direct 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

Reviews of the top airlines flying 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.
8.0
SouthwestOverall score based on 4244 reviews
8.1Boarding
7.0Food
8.6Crew
7.5Entertainment
8.0Comfort
Airline reviews

Other than a bit of a delay, everything was good. Again, the boarding process and picking seats is the only thing I don't enjoy.

8.0 ExcellentBrian, Aug 2025BWI - CVG
Read more Southwest reviews

Other than a bit of a delay, everything was good. Again, the boarding process and picking seats is the only thing I don't enjoy.

If we are going to have to pay for luggage, make it easier to do. Put something on the app during check-in so I don't need to do it at the kiosk. I've done it twice recently and I ended up having to pay at the desk because something went wrong at the kiosk in Tampa.

Better and more food and drinks. Put msnbc and free speech tv on the news channel selection list.

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

The quality of Southwest Airlines continues to degrade each time I fly with them. If it were not for the free luggage, I would probably choose another airline. Their prices are a little bit competitive, but way too high for the quality of the service. Southwest is not unique in this way. Domestic flight in the United States of America has continued to be a lower and lower quality product. Very sad when you compare the quality of domestic airlines to that of many international airlines around the world.

Very smooth checking in our luggage with a super pleasant SW agent. I enjoyed a fun entertaining movie.

WiFi did not work. For as outrageous as these flights cost, when they’re advertised with certain services/ features they should be in working order

Worst experience I had on Southwest. Still better than most, but the seating was barely tolerable.

The Southwest employees (all two of them) were very nice and cheerful despite the fact the line to self-check a bag (simply drop it off) was hundreds of people long. Thank God I arrived early to the airport because I stood in this line for at least an hour. Once on the flight that had been delayed by an hour, we had no Wi-Fi and thus no entertainment. Finally, I hope the investor strong arm tactics against Southwest pay off in a short-term windfall to your C-Suite because the rest of you are screwed. I have been a faithful Southwest customer for 15 years due to everything you just got rid of. I'm flying to Idaho and Washington in October, both places I used to simply book with Southwest without a second thought now with Frontier (Washington) and United (Idaho) because they offer everything the "new" Southwest does but cheaper and at better times, destinations, etc. This really makes me sad...

It was okay. The plane was delayed from earlier in the day, but they kept updating the departure time, sometimes later, sometimes earlier. That was stressful. Once we finally got on and took off, it was fine. I was supposed to have a connection in Chicago to Los Angeles, and the time for so late I was rebooked to arrive in LA 3 hours late. The departure time to Chicago later became early enough to have taken my original connection and arrive earlier but that wasn't an option.

It was very bad it got delayed by 2 hours.Never going to travel with spirit airlines in future.

The flight times got delayed multiple times due to weather which is understandable, but later the time got prepared 30min. Made to the flight barely but got stressed too much.

Onboarding was an easy process. Staff waa friendly and courteous. Should have a complimentary snack and drink. We paid $900 round trip for two to myrtle from New York, which is an expensive fare. Going to the seats were not in good shape but our return home, the air plane seemed to be new with comfortable seating with slightly more space. If traveling again, we will still consider flying SpIrit.

It was absolutely awesome. The crew was welcoming to all, not just the first class. They were full of energy. The in-cabin music was an excellent choice, not boring like most airlines. We were ready for takeoff ahead of time. Pilots were great. Smooth takeoff and landing. The plane was beautiful and nicely cleaned. This was truly a fantastic flight. I fly Delta and American all the time. I was apprehensive about Spirit. I will definitely be looking for Spirit first. Thanks for a great experience.

Tell them to chose a better, less bumpy route :( my seat had no window all the way at the end 😔

All was good expecting the seats need a bit of cushion. Besides that I can’t complain.

Worst airline ever! The guy weighing my bag had his foot on the metal plate and when I called him out on it, I got this stupid little smirk. La is a scam and so is Spirit Airlines. All the flight attendants looked like they hated our flight just as much as we did.

Spirit is awful. Too expensive for what you get. Stop nickel and diming.

Seats are poor. They do not lean back. They do not even have pockets on the back, making it impossible to store a phone or a coke bottle. If you opt for basic economy cheap seats, they stick you always in the middle or window seat, even though there are unoccupied seats on the aisle. And then there is the nickel and diming. No carry-ons. And checking your carry-on is $70. At the end there is no price advantage but there is plenty of aggravation.

Good crew and safe. However, comfort and being nickeled-and-dimed are my issues. $75 each way for luggage is exhortation. The space to the next seat is so close you cannot open a laptop. The magazine rack doesn’t hold your items. Not a fan.

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