MDW - LGA

$68 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 4/14. 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
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41 299 237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$136
Overall average: $263
Southwest
Sat 4/18Mon 4/20
MDW - LGA • Non-stop
Cheapest one-way
$68
Typical prices: $121-$173
Southwest
Tue 4/14
MDW - LGA • Non-stop
Top airlines
Southwest
Cheapest • from $136 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Every day
You can fly direct with Southwest. Average duration is 2h 01m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Avoid delays
Southwest
Most punctual • 81% on-time
Night flights
Best time • Fewest delays
Insights
Insights
Insights
Insights
Top layover airports
Atlanta (ATL)
Cheapest • Avg $205 (round-trip)
St. Louis (STL)
Shortest trip • 5h 05m (one-way)
Insights
Insights
Insights
Insights
When to book
3 weeks
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 45% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
October
Cheapest • 25% price drop
April
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
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

Sat, Apr 18 - Mon, Apr 20
Southwest Logo
5:30 am - 8:30 am
MDW
-
LGA
2h 00mnonstop
Southwest Logo
6:00 am - 7:25 am
LGA
-
MDW
2h 25mnonstop
$136Southwest
Sat, Apr 4 - Tue, Apr 7
Southwest Logo
7:25 pm - 10:25 pm
MDW
-
LGA
2h 00mnonstop
Southwest Logo
8:55 pm - 10:30 pm
LGA
-
MDW
2h 35mnonstop
$141Southwest
Mon, May 4 - Fri, May 8
Frontier Logo
4:14 pm - 10:00 pm
MDW
-
LGA
28h 46m
1 stop
Frontier Logo
8:25 pm - 4:13 pm
LGA
-
MDW
20h 48m
1 stop
$144Frontier
Mon, Mar 30 - Tue, Apr 7
Southwest Logo
6:40 pm - 9:45 pm
MDW
-
LGA
2h 05mnonstop
Southwest Logo
8:55 pm - 10:30 pm
LGA
-
MDW
2h 35mnonstop
$146Southwest
Wed, Apr 8 - Tue, Apr 14
Southwest Logo
5:15 am - 8:15 am
MDW
-
LGA
2h 00mnonstop
Southwest Logo
6:00 am - 7:25 am
LGA
-
MDW
2h 25mnonstop
$147Southwest
Thu, Mar 26 - Mon, Apr 27
Southwest Logo
8:20 pm - 11:20 pm
MDW
-
LGA
2h 00mnonstop
Southwest Logo
9:45 pm - 11:10 pm
LGA
-
MDW
2h 25mnonstop
$152Southwest
Tue, Apr 21 - Tue, Apr 21
Southwest Logo
5:15 am - 8:15 am
MDW
-
LGA
2h 00mnonstop
Southwest Logo
10:55 am - 12:20 pm
LGA
-
MDW
2h 25mnonstop
$155Southwest
Tue, Apr 21 - Wed, Apr 22
Frontier Logo
2:15 pm - 8:59 pm
MDW
-
LGA
5h 44m
1 stop
Frontier Logo
10:59 pm - 10:22 pm
LGA
-
MDW
24h 23m
1 stop
$156Frontier
Wed, Mar 18 - Mon, Mar 23
Southwest Logo
5:10 am - 8:10 am
MDW
-
LGA
2h 00mnonstop
Southwest Logo
9:55 pm - 11:20 pm
LGA
-
MDW
2h 25mnonstop
$157Southwest
Sat, Apr 25 - Sat, May 2
Southwest Logo
5:30 am - 8:30 am
MDW
-
LGA
2h 00mnonstop
Southwest Logo
9:55 am - 11:20 am
LGA
-
MDW
2h 25mnonstop
$158Southwest
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 Tuesday, 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 Tuesday 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 November, where the average cost of round-trip tickets is $417 and $390 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 3 weeks before departure, which saves you about 45% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 15 weeks before departure.

Find deals

Good to know

Low seasonSeptember
Cheapest flight$68
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly and prices are also 14% 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 $68 for a one-way ticket and $136 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 $124 or less one-way and $237 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 airline 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 4300 reviews
7.5Entertainment
8.1Boarding
8.6Crew
7.0Food
8.0Comfort
Airline reviews

I have not flown Southwest in awhile and had a very pleasant experience. From ticketing to boarding to the flight. The flight left on time and landed ahead of schedule. It won't be so long next time!!

10.0 ExcellentTy&Steph, Feb 2026
CLT - STL
Read more Southwest reviews

I have not flown Southwest in awhile and had a very pleasant experience. From ticketing to boarding to the flight. The flight left on time and landed ahead of schedule. It won't be so long next time!!

The Southwest experience has definitely taken a dive from its early days. You can no longer deferentiate from other airlines. Air travel is too expensive. Southwest is no longer budget friendly. They have lost me as a loyal customer.

Flight was hours late, unable to sit next to spouse, I have had so much better experiences. Substantially better, only saving grace was that it was a short flight.

An entire day of delays. Cost lots of money. Meals and a hotel.

The WiFi and crew on the plane were good, however, the boarding experience was awful. I paid for the Choice Preferred and was boarded in group 5 so all overhead storage was full. They found room for our luggage, but further back making getting off the plane a nightmare. Also, we were in row 6 and the seats were extremely uncomfortable. Both my daughter and I had no leg room and couldn’t wait to get off the plane.

The charges were ridiculous for an hour flight and the turbulence was very scary.

Still need to work out the kinks on the new assigned seating boarding process. Otherwise, a very good flight.

WiFi did not work. Boarding with the new seating assignments took too long. The temperature in the terminal was obnoxious. +/- 80°

The seats are now more narrow. I paid for front row the seats in the front are even more narrow than before.

Only downside was the legroom and seat width, which is always a problem unless I spend more for a premium seat.

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

Information on your arrival and departure airports

Chicago Midway Airport (MDW)
LaGuardia (LGA)