MDW - LGA

$63 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 1/28. 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, 0 bags

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
Travelers love KAYAK
41.299.237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$129
Overall average: $233
Frontier
Wed 1/7Sat 1/10
MDW - LGA • 1 stop
Cheapest non-stop
$138
Typical prices: $179-$295
Southwest
Thu 1/15Sun 1/18
MDW - LGA • Non-stop
When to book
4 weeks
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 44% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
October
Cheapest • 21% price drop
April
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to LaGuardia!
Flight Deals
Booking Insights
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, Jan 7 - Sat, Jan 10
Frontier Logo
5:10 pm - 11:14 pmMDW-LGA
29h 04m1 stop
Frontier Logo
10:14 pm - 3:18 pmLGA-MDW
18h 04m1 stop
$129Frontier
Find Deal
Tue, Jan 20 - Sun, Jan 25
Frontier Logo
1:20 pm - 10:35 pmMDW-LGA
8h 15m1 stop
Frontier Logo
6:20 am - 11:45 amLGA-MDW
6h 25m1 stop
$130Frontier
Find Deal
Thu, Jan 15 - Sun, Jan 18
Southwest Logo
8:10 pm - 11:10 pmMDW-LGA
2h 00mnonstop
Southwest Logo
9:45 pm - 11:15 pmLGA-MDW
2h 30mnonstop
$138Southwest
Find Deal
Thu, Jan 8 - Mon, Jan 12
Southwest Logo
7:15 pm - 10:20 pmMDW-LGA
2h 05mnonstop
Southwest Logo
9:45 pm - 11:15 pmLGA-MDW
2h 30mnonstop
$139Southwest
Find Deal
Fri, Jan 16 - Sun, Jan 18
Southwest Logo
8:10 pm - 11:10 pmMDW-LGA
2h 00mnonstop
Southwest Logo
6:00 am - 7:40 amLGA-MDW
2h 40mnonstop
$147Southwest
Find Deal
Thu, Jan 8 - Sun, Jan 11
Southwest Logo
5:55 pm - 9:00 pmMDW-LGA
2h 05mnonstop
Southwest Logo
6:00 am - 7:40 amLGA-MDW
2h 40mnonstop
$148Southwest
Find Deal
Mon, Dec 8 - Wed, Dec 10
Southwest Logo
7:15 pm - 10:20 pmMDW-LGA
2h 05mnonstop
Southwest Logo
6:00 am - 7:30 amLGA-MDW
2h 30mnonstop
$149Southwest
Find Deal
Thu, Jan 15 - Sun, Jan 18
Multiple Airlines Logo
9:13 am - 4:29 pmMDW-LGA
6h 16m1 stop
Multiple Airlines Logo
9:55 am - 5:05 pmLGA-MDW
8h 10m1 stop
$154Multiple Airlines
Find Deal
Thu, Jan 15 - Sun, Jan 18
Multiple Airlines Logo
9:13 am - 4:29 pmMDW-LGA
6h 16m1 stop
Multiple Airlines Logo
9:55 am - 5:05 pmLGA-MDW
8h 10m1 stop
$156Multiple Airlines
Find Deal
Thu, Jan 15 - Sun, Jan 18
Multiple Airlines Logo
9:13 am - 4:29 pmMDW-LGA
6h 16m1 stop
Multiple Airlines Logo
9:55 am - 5:05 pmLGA-MDW
8h 10m1 stop
$157Multiple Airlines
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 October, where tickets cost $229 (return) on average. On the other hand, the most expensive months are August and June, where the average cost of round-trip tickets is $417 and $381 respectively.

Can I save money by flying with a layover from Chicago Midway Airport to New York LaGuardia Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $238 on average.

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 4 weeks before departure, which saves you about 44% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 14 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$63
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly and prices are also 13% 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 $63 for a one-way ticket and $129 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 MAX 8 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 $149 or less one-way and $179 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 4252 reviews
8.6Crew
8.0Comfort
8.1Boarding
7.5Entertainment
7.0Food
Airline reviews

No delays and arrived to destination 30 min early. Staff was super friendly.

10.0 ExcellentIlevba, Nov 2025DCA - DAL
Read more Southwest reviews

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

Everything a cheap airline should be at normal airline rates.

Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Full cans of soda would be nice. A choice between two snacks would be appreciated.

Tried watching free movie and it kept freezing so I couldn’t finish.

Endless, trip oof my life, we still are in in plane waiting for getting off.after 3 hours delay. Not even a glass of water.

My experience was terrible. They cancelled my flight twice. They kept delaying it and leading me on, acting like the flight was going to go when it never had a chance. I missed out on valuable family time because of spirit and I won’t be flying with them again.

Spirit is low fare air line. Food also cost you. No free food.

The flight was delayed twice with minimal explanation. The terminal and airplane were filthy. The food voucher didn’t even cover a tiny pizza from a kiosk in the terminal. All in all, a pretty miserable experience for a flight to attend a funeral

Everyone was kind for the most part. I did travel with children and paid for seats and even then it was not as suitable. I tried calling their customer service prior to check in and I was told they couldn't help me because I didn't purchase my tickets with them.

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 😔

Everything you need to know for your flight from Midway to LaGuardia

Information on your arrival and departure airports