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MDW - LGA

Find cheap flights from Chicago Midway Airport to New York LaGuardia Airport from $51

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 5/15. 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 6/8
Sat 6/15

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 43,895,468 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

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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
12:09 pm - 11:19 pmMDW-LGA
10h 10m1 stop
6:00 am - 10:58 pmLGA-MDW
17h 58m1 stop
$97Frontier
Find Deal
Wed, May 29 - Wed, Jun 5
12:09 pm - 11:19 pmMDW-LGA
10h 10m1 stop
10:50 pm - 11:09 amLGA-MDW
13h 19m1 stop
$99Frontier
Find Deal
Wed, May 22 - Wed, May 29
12:15 pm - 11:18 pmMDW-LGA
10h 03m1 stop
4:20 pm - 9:52 pmLGA-MDW
6h 32m1 stop
$100Frontier
Find Deal
Wed, Aug 21 - Sat, Aug 24
12:57 pm - 11:43 pmMDW-LGA
9h 46m1 stop
6:00 am - 10:58 pmLGA-MDW
17h 58m1 stop
$103Frontier
Find Deal
Wed, Jun 5 - Wed, Jun 12
12:57 pm - 11:43 pmMDW-LGA
9h 46m1 stop
6:00 am - 9:20 pmLGA-MDW
16h 20m2 stops
$108Frontier
Find Deal
Wed, Jun 5 - Tue, Jun 11
12:09 pm - 11:19 pmMDW-LGA
10h 10m1 stop
10:50 pm - 12:00 pmLGA-MDW
14h 10m1 stop
$109Frontier
Find Deal
Wed, May 29 - Tue, Jun 4
12:09 pm - 11:19 pmMDW-LGA
10h 10m1 stop
6:00 am - 9:53 pmLGA-MDW
16h 53m1 stop
$110Frontier
Find Deal
Wed, May 22 - Wed, May 29
12:15 pm - 11:18 pmMDW-LGA
10h 03m1 stop
6:00 am - 9:55 pmLGA-MDW
16h 55m1 stop
$111Frontier
Find Deal
Wed, Aug 14 - Wed, Aug 21
8:15 pm - 11:20 pmMDW-LGA
2h 05mnonstop
1:00 pm - 4:55 pmLGA-MDW
4h 55m1 stop
$236Southwest
Find Deal
Mon, May 20 - Thu, May 23
8:15 pm - 11:20 pmMDW-LGA
2h 05mnonstop
6:30 am - 7:55 amLGA-MDW
2h 25mnonstop
$257Southwest
Find Deal
Mon, May 20 - Thu, May 23

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 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 $187 on average. On the other hand, the most expensive months are June and July, where the average cost of tickets is $330 and $305 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 $51. KAYAK users also found Chicago Midway Airport to New York LaGuardia Airport round-trip flights on Frontier from $97 and on Southwest from $236.

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 16 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 5:00 pm and most flights take off in the morning. Each week, there are 91 flights. The most frequent day of departure is Tuesday, 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

$51
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 $51 for a one-way ticket and $97 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 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 $1,084 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 6072 reviews
8.1Comfort
7.3Food
8.3Boarding
7.8Entertainment
8.7Crew
Airline reviews

Delay after delay after delay. Very disappointing I am about ready to give up on Southwest. One of the crewmembers sat and played games on her phone for the entire trip from Chicago to Baltimore. Unbelievable, very unprofessional, and very disappointing.

2.0 MediocreDavid, May 2024COS - MDW
Read more about Southwest reviews

Delay after delay after delay. Very disappointing I am about ready to give up on Southwest. One of the crewmembers sat and played games on her phone for the entire trip from Chicago to Baltimore. Unbelievable, very unprofessional, and very disappointing.

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

Southwest is going downhill. I'm more apt to fly other airlines now. And I'd appreciate it if your gate agents didn't invent non-existent laws. If Southwest is having issues getting flight crews, you need to go out of your way to accommodate passengers instead of saying it's weather related and not in your hands. We can all see the other carriers are getting their planes off the ground and to/from the cities/regions you claim are weather-impacted.

Southwest is a discount airline. I get it. You take the (usually) good pricing with the bad (cramped). But Southwest is becoming more and more like the cut-rate airlines *cough* Spirit *cough*. It used to actually be a fun experience. e.g. paying for WiFi is bad enough - having to pay for it on each leg of a flight is ridiculous. Yes, I've seen your numbers that it only "impacts a small percentage", but you and I both know that is misleading at best. While I used to try to fly SW exclusively when flying domestically, now I'll look elsewhere very frequently and price being equal (or close) I'm going to the other carriers.

Not good.,At first delayed due to weather, then still had to load all the luggage, then a mechanical issue. Upon finally arriving, clothes wet as suitcases sat out in the rain. In a hard side suitcase! Ruined some paper items inside. Not happy!

The flight itself was good. Delays were the problem. Original flight was scheduled for 8:10 pm. Got notifications all day -- actual time is 8:40; then 8:25; then 8:35; then 8:45. Then once I get through security, it's actually 9:35.

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.

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.

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

I checked a bag because it was $5 less than carry on. They managed to lose my bag on a 2.5 hr direct flight! Frontier has no airport staff at baggage claim to help. As soon as I got home around 11 pm I tried to use their online system to file the claim for lost bag - system wouldn't take the # on my baggage claim ticket - said it was not the correct number. Also said that I had not checked a bag, which wasn't true - even my online boarding pass showed that I had checked a bag. Wasted about an hour on that process with no luck. Tried again in the morning - same thing. So tried online chat with Frontier bot - waited 35-40" twice to be connected to a baggage agent and it never happened. Eventually drove to PDX after work and waited 2 hrs for the Frontier ticket agents to arrive prior to the next Frontier flight out of PDX and FINALLY got some help from one of them, to take me to lost luggage area where I was able to retrive my bag. Probably took 4-5 hrs. of my time and endless frustration to get my bag. This was my first -- and LAST -- experience flying Frontier Airlines. Check-in was also extremely difficult and time consuming. The flight itself (and staff) were fine but everything else about the experience was a total disaster! The fact that Frontier literally has NO WAY to connect to a human voice for customer service (in this case for lost luggage) is the WORST!!!!!

Frontier is a crappy airline nothing about it is honest

I didn't get to do this flight l, hard to review

Not good 😐 Over priced baggage fees Small hard seats No wifi or entertainment options 😕

Didn't like anything!! Horrible flight. Small seating area and hard seats. Butt was sore after 2 hour flight to Seattle No entertainment or free refreshments No wifi or USB charging receptacles to charge phone entoute like other airliners Luggage rates were 3 times as much as competitors. Difficult to navigate online luggue process to pre pay before flight Overall bad experience WILL NEVER RIDE OR RECOMMEND FRONTIER TO FRIENDS OR FAMILY MEMBERS!!! THIS IS A SHAME!! MOST MESERIBLE FLIGHT OF MY LIFE!! AND I THOUGHT SPIRIT WAS 👎 YOU GOT THEM BEAD HANDS DOWN!!

Flight was a little late taking off. Seats are too upright, no ports to charge devices, no wifi, no entertainment

Six hour delay. Poor customer service. No voucher. Bad communication. Missed important appointments.

Our flight was delayed an hour, then when we got to board our flight finally, we were waiting in our seats for take off for 45 minutes before it was communicated that there was a maintenance issue therefore we waited on the plane for over an hour while that was resolved. We did not get to Phoenix until almost 3 hours after we were originally supposed to. This was the first and last time I will be flying Frontier.

Flight was canceled with little warning. Flight was rebooked through Ontario, California and connecting flight was delayed by over three hours. Frontier is living up to their Greyhound of the skies reputation for sure.

I purchased a carry on bag online…was supposed to cost $72 but after a whole slew of bs charges, the total was over $175.00. Because of these hidden charges, I will not even consider flying Frontier ever again. It’s just not worth the hassle. I’m scratching this company off my list forever.

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.
5/15Wed
1 stopFrontier
5h 14mMDW-LGA
$51
5/15Wed
1 stopFrontier
5h 14mMDW-LGA
$52
5/22Wed
1 stopFrontier
10h 10mMDW-LGA
$55
6/5Wed
1 stopFrontier
9h 46mMDW-LGA
$56
7/18Thu
nonstopSouthwest
2h 10mMDW-LGA
$85
7/18Thu
1 stopSouthwest
5h 15mMDW-LGA
$94
5/14Tue
1 stop
24h 00mMDW-LGA
$103
7/10Wed
1 stopDelta
8h 46mMDW-LGA
$152
6/10Mon
3 stops
23h 55mMDW-LGA
$171
5/30Thu
1 stopDelta
9h 41mMDW-LGA
$202

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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.
5/14Tue
multi-stopFrontier
10h 08mMDW-LGA
5/21Tue
multi-stopFrontier
11h 34mLGA-MDW
$194
5/14Tue
multi-stopFrontier
10h 08mMDW-LGA
5/22Wed
multi-stopFrontier
16h 53mLGA-MDW
$211
5/14Tue
multi-stopFrontier
10h 08mMDW-LGA
5/21Tue
multi-stopFrontier
11h 34mLGA-MDW
$234
5/14Tue
nonstopSouthwest
2h 05mMDW-LGA
5/15Wed
nonstopSouthwest
2h 25mLGA-MDW
$322
5/14Tue
nonstopSouthwest
2h 05mMDW-LGA
5/15Wed
multi-stopSouthwest
9h 15mLGA-MDW
$331
5/14Tue
multi-stopSouthwest
8h 35mMDW-LGA
5/15Wed
nonstopSouthwest
2h 25mLGA-MDW
$336
5/14Tue
multi-stopDelta
9h 23mMDW-LGA
5/15Wed
multi-stopDelta
8h 19mLGA-MDW
$858
5/14Tue
multi-stopDelta
9h 23mMDW-LGA
5/15Wed
multi-stopDelta
8h 30mLGA-MDW
$872
5/14Tue
multi-stopDelta
13h 12mMDW-LGA
5/15Wed
multi-stopDelta
11h 26mLGA-MDW
$901
5/14Tue
multi-stopDelta
7h 21mMDW-LGA
5/15Wed
multi-stopDelta
11h 26mLGA-MDW
$921

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Chicago Midway Airport - New York LaGuardia Airport Flights

Departure:

Chicago Midway Airport (undefined)United States

Destination:

New York LaGuardia Airport (LGA)United States

Return flight deals:

New York LaGuardia Airport - Chicago Midway Airport

Cabin classes:

$332