MDW - NYC

$49 Find Cheap Flights from Chicago Midway Airport to New York

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 New York departing on 2/12. 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.
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Search hundreds of travel sites at once for deals on flights to New York

 
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 47,107,125 times on KAYAK, and here is why:

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Cheap Flight Deals from Chicago Midway Airport to New York (MDW-NYC)

 
These are the cheapest deals for flights from Midway to New York currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Midway to New York

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Midway to New York.

Recent one-way flight deals from Midway to New York

Only flying one-way? Below are some of the best one-way flight deals from Midway to New York found on KAYAK recently.

Recent last minute flight deals from Midway to New York

Leaving soon but still want a bargain? Check out these latest deals for last minute flights from Midway to New York.

Recent direct flight deals from Midway to New York

The latest deals for direct flights from Midway to New York so you can sit back and relax without the need for a layover.

Cheap bus & train deals from Midway to New York

Find recent round-trip train or bus tickets from Midway to New York.

All round-trip flight deals to New York

The cheapest plane tickets to New York found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
12:43 pm - 6:30 amMDW-JFK
16h 47m1 stop
11:00 am - 3:43 pmJFK-MDW
5h 43m1 stop
$108Frontier
Find Deal
Thu, Jan 30 - Mon, Feb 3
7:25 am - 5:00 pmMDW-LGA
8h 35m1 stop
5:59 pm - 3:13 pmLGA-MDW
22h 14m1 stop
$114Frontier
Find Deal
Thu, Jan 16 - Wed, Jan 22
6:00 am - 9:10 amMDW-LGA
2h 10mnonstop
6:00 am - 7:35 amLGA-MDW
2h 35mnonstop
$148Southwest
Find Deal
Thu, Jan 30 - Sun, Feb 2
10:35 am - 1:40 pmMDW-LGA
2h 05mnonstop
6:15 am - 7:50 amLGA-MDW
2h 35mnonstop
$163Southwest
Find Deal
Tue, Feb 18 - Sat, Feb 22
6:28 pm - 11:09 pmMDW-EWR
3h 41m1 stop
7:00 am - 11:59 amEWR-MDW
5h 59m1 stop
$166Delta
Find Deal
Thu, Feb 6 - Wed, Feb 12
5:05 pm - 11:09 pmMDW-EWR
5h 04m1 stop
9:37 am - 1:08 pmEWR-MDW
4h 31m1 stop
$167Delta
Find Deal
Sat, Jan 11 - Mon, Jan 13
12:57 pm - 10:55 amMDW-EWR
20h 58m1 stop
10:14 am - 11:41 amEWR-MDW
26h 27m2 stops
Tue, Dec 10 - Thu, Dec 12
12:36 pm - 9:11 pmMDW-EWR
31h 35m2 stops
5:00 pm - 11:48 amEWR-MDW
19h 48m1 stop
Mon, Dec 9 - Thu, Dec 12
11:15 am - 6:00 pmMDW-EWR
5h 45m1 stop
6:50 am - 11:10 amEWR-MDW
5h 20m1 stop
$498Porter Airlines
Find Deal
Tue, Dec 10 - Wed, Dec 11
12:05 pm - 7:50 pmMDW-EWR
6h 45m1 stop
6:50 am - 11:10 amEWR-MDW
5h 20m1 stop
$504Porter Airlines
Find Deal
Wed, Dec 11 - Fri, Dec 13
8:12 am - 3:00 pmMDW-LGA
5h 48m1 stop
$49Frontier
Find Deal
Wed, Feb 12
8:12 am - 3:00 pmMDW-LGA
5h 48m1 stop
$50Frontier
Find Deal
Wed, Feb 12
6:00 am - 9:05 amMDW-LGA
2h 05mnonstop
$74Southwest
Find Deal
Wed, Dec 18
12:57 pm - 8:00 amMDW-LGA
18h 03m1 stop
Tue, Dec 10
6:28 pm - 11:09 pmMDW-EWR
3h 41m1 stop
$83Delta
Find Deal
Tue, Jan 7
6:00 am - 12:10 pmMDW-EWR
5h 10m1 stop
$84Delta
Find Deal
Wed, Jan 8
5:24 pm - 3:59 pmMDW-EWR
21h 35m1 stop
Tue, Jan 7
7:55 pm - 11:00 pmMDW-LGA
2h 05mnonstop
$89Southwest
Find Deal
Tue, Dec 24
5:38 pm - 10:21 amMDW-SWF
15h 43m1 stop
$151Allegiant Air
Find Deal
Sun, Jan 5
9:14 am - 11:05 amMDW-EWR
24h 51m2 stops
$215Allegiant Air
Find Deal
Thu, Dec 12
6:30 am - 5:00 pmMDW-LGA
9h 30m1 stop
10:59 am - 4:16 pmLGA-MDW
6h 17m1 stop
$214Frontier
Find Deal
Sun, Nov 24 - Tue, Feb 11
9:00 am - 10:09 pmMDW-LGA
12h 09m1 stop
10:59 pm - 11:56 amLGA-MDW
13h 57m1 stop
$230Frontier
Find Deal
Thu, Nov 21 - Sat, Nov 23
6:00 am - 9:05 amMDW-LGA
2h 05mnonstop
6:30 am - 8:00 amLGA-MDW
2h 30mnonstop
$293Southwest
Find Deal
Sun, Nov 24 - Tue, Feb 11
6:10 am - 1:45 pmMDW-LGA
6h 35m1 stop
6:30 am - 8:00 amLGA-MDW
2h 30mnonstop
$302Southwest
Find Deal
Sun, Nov 24 - Tue, Feb 11
2:38 pm - 8:54 pmMDW-EWR
5h 16m1 stop
6:00 am - 11:58 amEWR-MDW
6h 58m1 stop
$342Delta
Find Deal
Sat, Nov 23 - Mon, Nov 25
9:09 pm - 10:05 amMDW-EWR
11h 56m1 stop
12:35 pm - 11:10 amEWR-MDW
23h 35m1 stop
Fri, Nov 22 - Sun, Nov 24
9:31 am - 4:27 pmMDW-EWR
5h 56m1 stop
6:00 am - 8:50 amEWR-MDW
3h 50m1 stop
$386Delta
Find Deal
Mon, Nov 25 - Wed, Dec 25
12:05 pm - 9:00 amMDW-LGA
19h 55m2 stops
8:55 am - 11:10 amLGA-MDW
27h 15m1 stop
Thu, Nov 21 - Sat, Nov 23
9:09 pm - 10:05 amMDW-EWR
11h 56m1 stop
10:55 am - 8:04 pmEWR-MDW
10h 09m1 stop
$607Allegiant Air
Find Deal
Fri, Nov 22 - Sun, Nov 24
9:09 pm - 10:05 amMDW-EWR
11h 56m1 stop
11:55 am - 7:25 pmEWR-MDW
8h 30m1 stop
$695Allegiant Air
Find Deal
Fri, Nov 22 - Sun, Dec 1
6:00 am - 9:10 amMDW-LGA
2h 10mnonstop
6:30 am - 8:00 amLGA-MDW
2h 30mnonstop
$148Southwest
Find Deal
Thu, Jan 16 - Wed, Jan 22
10:35 am - 1:40 pmMDW-LGA
2h 05mnonstop
6:15 am - 7:50 amLGA-MDW
2h 35mnonstop
$163Southwest
Find Deal
Tue, Feb 18 - Sat, Feb 22
7:55 pm - 11:00 pmMDW-LGA
2h 05mnonstop
9:35 pm - 11:05 pmLGA-MDW
2h 30mnonstop
$164Southwest
Find Deal
Fri, Jan 3 - Wed, Jan 8
1:10 pm - 4:10 pmMDW-LGA
2h 00mnonstop
9:55 pm - 11:20 pmLGA-MDW
2h 25mnonstop
$168Southwest
Find Deal
Tue, Dec 10 - Wed, Dec 11
6:00 am - 9:05 amMDW-LGA
2h 05mnonstop
9:55 pm - 11:20 pmLGA-MDW
2h 25mnonstop
$179Southwest
Find Deal
Thu, Dec 19 - Tue, Dec 24
8:00 pm - 11:00 pmMDW-LGA
2h 00mnonstop
6:30 am - 7:55 amLGA-MDW
2h 25mnonstop
$180Southwest
Find Deal
Thu, Mar 13 - Mon, Mar 17
12:45 pm - 3:50 pmMDW-LGA
2h 05mnonstop
12:05 pm - 1:40 pmLGA-MDW
2h 35mnonstop
$188Southwest
Find Deal
Sat, Jan 18 - Sat, Jan 25
7:55 pm - 11:00 pmMDW-LGA
2h 05mnonstop
6:00 am - 7:30 amLGA-MDW
2h 30mnonstop
$189Southwest
Find Deal
Wed, Dec 11 - Sat, Dec 28
7:55 pm - 11:00 pmMDW-LGA
2h 05mnonstop
6:30 am - 8:00 amLGA-MDW
2h 30mnonstop
$190Southwest
Find Deal
Tue, Dec 10 - Thu, Dec 12
7:55 pm - 11:00 pmMDW-LGA
2h 05mnonstop
9:55 pm - 11:20 pmLGA-MDW
2h 25mnonstop
$192Southwest
Find Deal
Wed, Dec 4 - Fri, Dec 6

Flights from Midway to New York - Travel Insights & Trends

Get data-powered insights and trends into flights from Midway to New York to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago Midway Airport to New York flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from Chicago Midway Airport to New York.
Our data shows that the cheapest route for a one-way flight from Chicago Midway Airport to New York cost $74 and was between Chicago Midway Airport and New York LaGuardia Airport. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $148.

What’s the cheapest day of the week to fly from Chicago Midway Airport to New York?

The average price of all flights from Chicago Midway Airport to New York clicked on KAYAK for each day over the last 12 months.
For Chicago Midway Airport to New York, Wednesday is the cheapest day to fly on average and Sunday is the most expensive. Flying from New York back to Chicago Midway Airport, the best deals are generally found on Tuesday, with Sunday being the most expensive.

What is the cheapest month to fly from Chicago Midway Airport to New York?

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, 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 is September, where tickets cost $157 on average. On the other hand, the most expensive months are December and November, where the average cost of tickets is $257 and $242 respectively.

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

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, 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, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 164 days before departure.

Good to know

Low season

May

High season

October

Cheapest flight

$49
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly and prices are also 9% lower on average.
Flight from Chicago Midway Airport to New York LaGuardia Airport

When to book flights from Midway to New York

Are your dates flexible? Find out the best times to travel from Midway to New York 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 flights

  • What is the cheapest flight from Chicago Midway Airport to New York?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to New York was $49 for a one-way ticket and $108 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and New York?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Chicago Midway Airport to New York?

    On your way to New York, you’ll fly out from Chicago Midway. You’ll be landing in one of New York’s 3 airports: Newark, New York John F Kennedy Intl, or New York LaGuardia.

  • Which airlines offer Wi-Fi service onboard planes from Chicago Midway Airport to New York?

    American Airlines, JetBlue, and Delta offer inflight Wi-Fi service on the Chicago Midway Airport to New York flight route.

  • Which aircraft models fly most regularly from Chicago Midway Airport to New York?

    The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Chicago Midway Airport to New York flight route.

  • On which days can I fly direct from Chicago Midway Airport to New York?

    There are nonstop flights from Chicago Midway Airport to New York 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 $260 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 $368 and an overall rating of 8.0.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to New York?

    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.

  • 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?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to New York 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?

    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 with an airline and back to Chicago Midway Airport with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to New York?

    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 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

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

  • Looking for a cheap flight? 25% of our users found flights on this route for $119 or less one-way and $193 or less round-trip.

Prefer to fly non-stop from Chicago Midway Airport to New York?

Find which airlines fly direct from Chicago Midway Airport to New York, which days they fly and book direct flights.

Nonstop departures

Chicago Midway to New York

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 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 4 airlines serving from Midway to New York

 
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 New York? 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 5015 reviews
8.1Comfort
8.2Boarding
7.2Food
7.7Entertainment
8.7Crew
Airline reviews

This was a nicer flight - not fully booked and so we were able to spread out.

10.0 ExcellentJohn, Nov 2024LAS - IND
Read more Southwest reviews

This was a nicer flight - not fully booked and so we were able to spread out.

We had a nice flight. Boarding was easy, our seats were comfortable and the on board service was pleasant.

Planes are aged. The wifi is unreliable and on many fights, no-existent. The flight attendants were very good.

I had a wonderful flight, but the only thing that annoyed me was how crowded TSA was. I still believe airports and all planes work together to bunch everyone together to drive up cost.

Easy to book and to get check in and get on and off.

The last 30 min or so, they put the heat on full. We thought we were being basted.

Excellent experience. WiFi worked on this leg of My trip

Flight was great, but golf bag never made it until later in the day. Even though I had a nonstop flight it was placed on a different one. They made it right with flight credits and I was able to get it the same day.

It seems as though the provisions are even less. Although SWA used to be an economy Airline, that isn't really the case anymore. I paid over $700. for a round trip to Denver and I could have flown just about any airline for the price. The drinks are now in a 6-ounce cup and with ice I'm sure a can would fill more than 2 cups. However, I am very proud of SWA for using paper rather than continuing to contribute to the millions of plastic cups being used each day. I've thought of this fr many years and am so glad to see it come to fruition, if not by only SWA so far.

Exceptional crew! Friendly and professional. Pleasant attitude and treated everyone with respect.

I sat in comfort plus. It was fine. Seats were comfortable. I got drinks and snacks.

Good and consistent Printer in lounge did not work for me :(

Flight heavily delayed. No food available despite purchasing an upgrade. No in cabin service.

It was not in Delta's control, but when we landed, we ended up parking at the wrong gate, and so everyone was already ready to deplane and had their carryon bags, ready to leave. But we had to sit down and move to the proper gate. This process took over 30 minutes. Again, not Delta's fault - more so on the staff at JFK

My Flight was cancelled and there was no other options available for me to Travel on that date and my options for the next day was all connecting flights that would have me in the airports all day before reaching my destination

First, the flight was schedule to leave at 12:08. Delayed to 12:38. It is 12:58 and I am sitting at the gate. The staff are not communicating with us (just tell me it’s gonna be five hours if that’s the case, quit hufflepuffing around like you’re trying to board us when the plane isn’t even here and you don’t know where your crew are. I’m still waiting for any communication about the further delay. This is a rebooked flight from a cancelled flight yesterday, when the airline failed to fulfill its fiduciary responsibility to hotel and cover transport for overnight cancelations. Asking about the food on the flight? What food?!? Delta doesn’t serve meals unless you pay for them and you really want me to give delta a high rating for passing out processed snacks (fun size!)? Can we be for real. Delta is cementing itself in history as one of the cheap, stingy, outdated, glory days are over airlines, and it shows. I took this flight knowing delta was going to provide below level service but this is beyond burgers!! I can’t believe a multi billion or dollar company looked straight in my eyes yesterday and I told me this wasn’t their fault and there for the extra cost in hotel and hundreds of dollars in Ubers are MY RESPONSIBILITY. The only thing I am at fault for is believing delta is reputable company worthy of my dollars. I’m not even sure I want to be compensated unless it is cash because I would rather die never traveling again than to put money in their pockets.

Flight was delayed. Had to get rebooked. Diamond medallion but stuck in a crappy seat. Rebooked flight then got delayed again. Then when we finally boarded, we waited another hour for a new crew. Then landed in JFK and sat for another 40 minutes waiting for a crew to come to the gate to be able to deplane. Hot mess all around, which unfortunately is becoming the norm for Delta

My seat was changed at the last minute and I was moved to the last row, right next to the bathroom despite selecting my seat well in advance. I was also made to check my carry on due to space but when I got on the plane there was significant empty overhead space. Picking up my carry on from the luggage carousel added time to my trip which had already been extended due to delay.

3 hours late and all they have is was a $12 meal voucher. That’s not even enough to cover fast food.

Friendly flight attendants. Comfort plus seats were very comfortable and had lots of leg room. 10A and 10 B.

Easy! As long as you don’t mind no frills, our flight was enjoyable and on time

Fantastic. Had handicapped traveler and they helped us through security, helped with boarding, helped put wheelchair together, and were all very patient. A pleasant change from previous spirit flights I’ve taken. Highly recommend.

particularly nothing to like plane just turned to be a hmm flying bus, yet in buses from another country at least drink and snack are free ... and seat could be just a bit more ..adjustable? ok ok i know i am asking for too much but ..dreaming is not forbidden yet

The flight was delayed, and we waited for more than an hour on the plane.

Could at least have little recline in economy seats and windows to the last row, they were super uncomfortable and lots of chit chat and disturbance from the operation of crew members and other passengers

Was told by one of the helpers at spirit in Detroit that I had to pay for my bag that could fit on the over head bin after I asked her repeatedly well what about the over head bin can’t my bag fit in there she said no I had to check it. Then sent me the long way to the tsa when my gate was the other way. I didn’t have that problem in Chicago.

Cancelled after 3 hour delay with no aside from a rebooking three days later.

Horrible experience, they cancelled the flight , and we had to lose money on car rentals and hotels and tickets for extraction

Nothing. Will never ever travel on Spirit or Frontier. Both of them Garbage Airlines.

There was no water offered to passengers during a four hour flight, five hours on the plane. There is no entertainment on board. The crew interrupt everyone often to sell credit cards and reward packages. Other than that, pretty typical flight. You get what you pay for.

Booked direct in July '24. Turned into a 14 hr layover (both ways) in Denver. My 5 day vaca turned into a 1 day . Not good, BUT,... Thank you for the people @ Frontier who were professionally friendly & approachable.

Stop changing gates at sfo. When you are elderly going back for it’s not fun.

We understand and comply with Frontier’s bag sizes. We’ve had some problems in past while having to await other passengers who do not understand the baggage restrictions or have not prepaid and that is usually our biggest concern (others delaying us) with flying Frontier. Flying OUT of ONT, however, has always been a great experience. I’ve also noted even on delayed Frontier flights very knowledgeable pilots who manage expectations well.

There was no easy way to check in. I don't want to install an app to checkin. I will use alaska from now on because they have a web check in method that is easy.

The crew was ghetto lol I felt like I was on an inner city field trip

Horrible! The short distance flight ended up taking 5 hrs! There was a 3 hr delay for the flight to take off and there was a 70 min wait on the tarmac for some bogus reason that the pilot said the gate he was supposed to board was taken up. After a 30 min wait he said the plane that was supposed to push out of the gate called a medical emergency and 40 min later he ended up boarding another gate. For the initial 3 hr delay there was no information/alert about the gate or delay in the app or the boards up until the boarding time and even beyond! Had to walk all the way to the end of the terminal to find the frontier staff to ask what was going on. Avoid this airline at all costs! If you have carryon bags or checked bags , their prices come equivalent to the prices of more reliable airlines. They are the worst in timeliness at 60% (reported as delayed) this year (check the data) by a high margin even compared to the second worst airline. If you are ok with having a miserable flight experience with the odds close to flip of a coin, feel free to try them. If you value your time , money and flying experience, stay away.

There was nothing to like, flight delayed had to move to different departure areas, disorganized to say the leasr

Delayed for two hours due to trivial issues. No reimbursment. Also on arrival further delay due to terminal malfunction.

Our flight was canceled for no known reason. We weren’t told until we were checking in at 5:00 am. This was after our last flight with Frontier where we sat on the plane for three hours (not an exaggeration) before we took off because of a mechanical issue. We won’t be flying Frontier again.

Allowed me to chose my seat without extra charge (I purchased full-price ticket) and boarding was in group1. Didn't even serve water.

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.
2/12Wed
1 stopFrontier
5h 48mMDW-LGA
$49
2/12Wed
1 stopFrontier
5h 48mMDW-LGA
$50
12/18Wed
nonstopSouthwest
2h 05mMDW-LGA
$74
12/10Tue
1 stop
18h 03mMDW-LGA
$76
1/7Tue
1 stopDelta
3h 41mMDW-EWR
$83
1/8Wed
1 stopDelta
5h 10mMDW-EWR
$84
1/7Tue
1 stop
21h 35mMDW-EWR
$87
12/24Tue
nonstopSouthwest
2h 05mMDW-LGA
$89
1/5Sun
1 stopAllegiant Air
15h 43mMDW-SWF
$151
12/12Thu
2 stopsAllegiant Air
24h 51mMDW-EWR
$215

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Last minute flights from Midway to New York

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.
11/24Sun
multi-stopFrontier
9h 30mMDW-LGA
2/11Tue
multi-stopFrontier
6h 17mLGA-MDW
$214
11/21Thu
multi-stopFrontier
12h 09mMDW-LGA
11/23Sat
multi-stopFrontier
13h 57mLGA-MDW
$230
11/24Sun
nonstopSouthwest
2h 05mMDW-LGA
2/11Tue
nonstopSouthwest
2h 30mLGA-MDW
$293
11/24Sun
multi-stopSouthwest
6h 35mMDW-LGA
2/11Tue
nonstopSouthwest
2h 30mLGA-MDW
$302
11/23Sat
multi-stopDelta
5h 16mMDW-EWR
11/25Mon
multi-stopDelta
6h 58mEWR-MDW
$342
11/22Fri
multi-stop
11h 56mMDW-EWR
11/24Sun
multi-stop
23h 35mEWR-MDW
$366
11/25Mon
multi-stopDelta
5h 56mMDW-EWR
12/25Wed
multi-stopDelta
3h 50mEWR-MDW
$386
11/21Thu
multi-stop
19h 55mMDW-LGA
11/23Sat
multi-stop
27h 15mLGA-MDW
$405
11/22Fri
multi-stopAllegiant Air
11h 56mMDW-EWR
11/24Sun
multi-stopAllegiant Air
10h 09mEWR-MDW
$607
11/22Fri
multi-stopAllegiant Air
11h 56mMDW-EWR
12/1Sun
multi-stopAllegiant Air
8h 30mEWR-MDW
$695

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Everything you need to know for your flight from Midway to New York

Information on your arrival and departure airports

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