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$56 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 11/19. 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
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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 43,377,091 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
3:12 pm - 10:00 pmMDW-LGA
5h 48m1 stop
5:00 pm - 10:02 amLGA-MDW
18h 02m1 stop
$97Frontier
Find Deal
Tue, Jan 14 - Sat, Jan 18
11:18 am - 10:08 pmMDW-LGA
9h 50m1 stop
10:59 pm - 11:56 amLGA-MDW
13h 57m1 stop
$100Frontier
Find Deal
Tue, Nov 12 - Sat, Nov 16
11:59 am - 8:59 pmMDW-LGA
8h 00m1 stop
5:29 pm - 7:55 amLGA-MDW
15h 26m1 stop
$103Frontier
Find Deal
Wed, Nov 13 - Wed, Nov 20
7:55 pm - 11:00 pmMDW-LGA
2h 05mnonstop
9:55 pm - 11:20 pmLGA-MDW
2h 25mnonstop
$148Southwest
Find Deal
Wed, Nov 20 - Sat, Nov 23
6:00 am - 9:05 amMDW-LGA
2h 05mnonstop
6:30 am - 8:00 amLGA-MDW
2h 30mnonstop
$164Southwest
Find Deal
Tue, Dec 17 - Mon, Jan 6
9:38 am - 6:00 pmMDW-EWR
7h 22m1 stop
6:00 am - 8:58 amEWR-MDW
3h 58m1 stop
$166Delta
Find Deal
Tue, Dec 10 - Thu, Dec 12
1:30 pm - 7:35 pmMDW-EWR
5h 05m1 stop
6:00 am - 11:58 amEWR-MDW
6h 58m1 stop
$176Delta
Find Deal
Wed, Nov 20 - Thu, Nov 21
5:59 pm - 11:30 amMDW-EWR
16h 31m1 stop
10:11 pm - 11:42 amEWR-MDW
14h 31m1 stop
Mon, Dec 2 - Mon, Dec 9
9:09 pm - 10:05 amMDW-EWR
11h 56m1 stop
6:50 am - 4:40 pmEWR-MDW
10h 50m1 stop
Fri, Nov 22 - Mon, Nov 25
9:09 pm - 10:05 amMDW-EWR
11h 56m1 stop
10:55 am - 8:04 pmEWR-MDW
10h 09m1 stop
$415Allegiant Air
Find Deal
Fri, Nov 22 - Sun, Nov 24
11:33 am - 8:59 pmMDW-LGA
8h 26m1 stop
$56Frontier
Find Deal
Tue, Nov 19
6:50 am - 9:03 amMDW-JFK
25h 13m1 stop
$57Frontier
Find Deal
Wed, Dec 18
6:49 pm - 1:59 pmMDW-JFK
18h 10m1 stop
$58Frontier
Find Deal
Tue, Dec 17
6:00 am - 9:05 amMDW-LGA
2h 05mnonstop
$74Southwest
Find Deal
Wed, Dec 18
6:22 pm - 8:00 amMDW-LGA
12h 38m1 stop
Mon, Dec 16
5:50 pm - 11:16 pmMDW-EWR
4h 26m1 stop
$83Delta
Find Deal
Sat, Dec 7
5:42 pm - 11:17 pmMDW-EWR
4h 35m1 stop
$88Delta
Find Deal
Tue, Nov 19
6:00 am - 9:05 amMDW-LGA
2h 05mnonstop
$90Southwest
Find Deal
Fri, Jan 3
6:05 am - 1:08 amMDW-EWR
18h 03m2 stops
Sat, Nov 23
2:38 pm - 1:25 pmMDW-EWR
21h 47m3 stops
$285Spirit Airlines
Find Deal
Sat, Nov 16
11:59 am - 8:59 pmMDW-LGA
8h 00m1 stop
10:59 am - 5:12 pmLGA-MDW
7h 13m1 stop
$124Frontier
Find Deal
Wed, Nov 6 - Thu, Nov 21
11:59 am - 8:59 pmMDW-LGA
8h 00m1 stop
10:59 pm - 11:56 amLGA-MDW
13h 57m1 stop
$125Frontier
Find Deal
Wed, Nov 6 - Sat, Nov 9
3:25 pm - 6:30 pmMDW-LGA
2h 05mnonstop
7:15 am - 8:45 amLGA-MDW
2h 30mnonstop
$252Southwest
Find Deal
Sat, Nov 9 - Mon, Nov 11
8:10 am - 8:40 pmMDW-LGA
11h 30m2 stops
6:30 am - 8:00 amLGA-MDW
2h 30mnonstop
$276Southwest
Find Deal
Sat, Nov 9 - Wed, Nov 13
9:24 am - 4:25 pmMDW-EWR
6h 01m1 stop
6:00 am - 8:55 amEWR-MDW
3h 55m1 stop
$343Delta
Find Deal
Thu, Nov 7 - Sun, Nov 10
5:45 pm - 11:19 pmMDW-JFK
4h 34m1 stop
12:59 pm - 5:03 pmJFK-MDW
5h 04m1 stop
$373Delta
Find Deal
Fri, Nov 8 - Sat, Nov 9
8:32 am - 7:30 amMDW-LGA
21h 58m2 stops
9:55 am - 2:18 pmLGA-MDW
29h 23m3 stops
Fri, Nov 8 - Sun, Nov 10
8:32 am - 8:08 amMDW-EWR
22h 36m2 stops
7:40 am - 4:40 pmEWR-MDW
10h 00m2 stops
Fri, Nov 8 - Mon, Nov 11
11:15 am - 9:15 pmMDW-EWR
9h 00m1 stop
7:40 am - 4:40 pmEWR-MDW
10h 00m2 stops
$865Porter Airlines
Find Deal
Fri, Nov 8 - Mon, Nov 11
11:15 am - 9:15 pmMDW-EWR
9h 00m1 stop
6:50 am - 4:40 pmEWR-MDW
10h 50m1 stop
$885Porter Airlines
Find Deal
Fri, Nov 8 - Sun, Nov 10
7:55 pm - 11:00 pmMDW-LGA
2h 05mnonstop
6:30 am - 8:00 amLGA-MDW
2h 30mnonstop
$148Southwest
Find Deal
Mon, Nov 18 - Wed, Nov 20
6:00 am - 9:05 amMDW-LGA
2h 05mnonstop
6:30 am - 8:00 amLGA-MDW
2h 30mnonstop
$164Southwest
Find Deal
Tue, Dec 17 - Mon, Jan 6
5:00 pm - 8:05 pmMDW-LGA
2h 05mnonstop
6:00 am - 7:35 amLGA-MDW
2h 35mnonstop
$168Southwest
Find Deal
Sat, Jan 18 - Mon, Jan 20
6:00 am - 9:05 amMDW-LGA
2h 05mnonstop
6:30 am - 8:00 amLGA-MDW
2h 30mnonstop
$180Southwest
Find Deal
Wed, Nov 13 - Wed, Nov 20
1:10 pm - 4:10 pmMDW-LGA
2h 00mnonstop
6:30 am - 8:00 amLGA-MDW
2h 30mnonstop
$184Southwest
Find Deal
Tue, Dec 24 - Tue, Jan 7
5:50 pm - 9:00 pmMDW-LGA
2h 10mnonstop
4:45 pm - 6:15 pmLGA-MDW
2h 30mnonstop
$188Southwest
Find Deal
Mon, Dec 9 - Tue, Dec 10
7:55 pm - 11:00 pmMDW-LGA
2h 05mnonstop
2:50 pm - 4:15 pmLGA-MDW
2h 25mnonstop
$193Southwest
Find Deal
Wed, Dec 11 - Sat, Dec 14
6:00 am - 9:05 amMDW-LGA
2h 05mnonstop
11:10 am - 12:40 pmLGA-MDW
2h 30mnonstop
$195Southwest
Find Deal
Mon, Jan 6 - Mon, Jan 6
5:50 pm - 9:00 pmMDW-LGA
2h 10mnonstop
9:55 pm - 11:20 pmLGA-MDW
2h 25mnonstop
$200Southwest
Find Deal
Fri, Nov 15 - Wed, Nov 20
7:55 pm - 11:00 pmMDW-LGA
2h 05mnonstop
6:00 am - 7:35 amLGA-MDW
2h 35mnonstop
$207Southwest
Find Deal
Fri, Dec 13 - Sun, Jan 12

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 $156 on average. On the other hand, the most expensive months are December and November, where the average cost of tickets is $256 and $241 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 180 days before departure.

Good to know

Low season

May

High season

October

Cheapest flight

$56
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly and prices are also 3% 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 $56 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?

    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 $266 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 $349 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 $94 or less one-way and $207 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 5089 reviews
8.7Crew
8.1Comfort
8.3Boarding
7.7Entertainment
7.2Food
Airline reviews

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.

10.0 ExcellentDouglas, Nov 2024PVD - MCO
Read more Southwest reviews

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.

Service was great, boarding and exiting went smoothly, and the flight was very pleasant.

Was as expected. Crowed planes. Too many carryons delaying takeoff. But the ride only took an hour and saved me a lot of time SFO is a not a great airport.

Was as expected. Crowed planes. Too many carryons delaying takeoff. But the ride only took an hour and saved me a lot of time SFO is a hell hole of an airport. It is the new LaGuardia. Everything Cobbled together. Security gates closed. Terri directional signage

Boarded the plane in Portland and sat on the tarmac for four hours before being given clearance to take off. Apparently a "scratch" was detected on the preflight inspection. This delay resulted in me missing my connection in Baltimore. I therefore had to stay overnight and then catch an early flight this morning, which resulted in my missing a mandatory class. I would like a refund / voucher to cover the cost of the missed flight. And additional voucher for the time spent on the plane in Portland would also be appreciated.

The fluidity of the entire process of boarding the plane the flight attendants attentiveness. The flight attendants also provided coloring books for my kids who loved it.

I used to fly SWA all the time. I know the crew has their little acts that are often fun, and entertaining. On this flight one of the crew was just not nice. Very surprising.

It was really nice! I appreciate the gate attendant allowing families with small children to board early on in the process… that was very helpful! The internet service didn’t work with the app I was trying to use even though I paid the $8… other than that it was great! Oh and I should’ve asked for the whole cranberry cocktail can. That cup was about 2 sips…

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.

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

The 1st class male crew member was very pleasant - the short female with round glasses , maybe in 50’s had no personality- never spoke when delivering my food, drink, & never smiled the whole trip! In fact looked annoyed when the boarding proses was happening- I would never hire this woman - unfriendly . Have never dealt with a crew member like her-

The flight was very smooth, crew were fantastic but food was lacking.

The best thing about AA is that the onboard entertainment allows me to watch on my iPad. This was not working. USB ports were not working and the flight attendant said they often don’t work. The flight attendants, one in particular, were uncaring. I was very disappointed.

I liked the onboard entertainment that allowed me to watch on my iPad.

Deparature was late, which is annoying but the arrival was fine and the baggage came early.

No explanation of why there was no snack and drink service (unless requested) when there was service in the other direction.

The First class experience was really good!! Customer service was excellent.

Easy trip, left on time. Very impressed. Great pilot who talked to us

Service was excellent with the staff they all did an fantastic job well done 👏. But the entertainment with the wifi service was very bad couldn't login to read or watch a movie. An also I couldn't get any rest because there was some ppl making noise talking along with kids was misbehaving. Also I prefer person u there head phone while using there devices . But it was a very smooth flight. Thanks you all 😀😀

While the airline gas made a significant improvement in terms of service, the following could bolster the level of service event more: 1) distribute the headphones before takeoff 2) be more mindful when driving the cart during meal time by not smashing it to the armrests of the isleside seats 3) be more mindful not pushing the arm and/or shoulder of passengers that are seated while passing the isle when having wider hips

Worst business class flight crew I have seen in a long time. Inattentive, chaotic and confused.

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.

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.
11/19Tue
1 stopFrontier
8h 26mMDW-LGA
$56
12/18Wed
1 stopFrontier
25h 13mMDW-JFK
$57
12/17Tue
1 stopFrontier
18h 10mMDW-JFK
$58
12/18Wed
nonstopSouthwest
2h 05mMDW-LGA
$74
12/16Mon
1 stop
12h 38mMDW-LGA
$76
12/7Sat
1 stopDelta
4h 26mMDW-EWR
$83
11/19Tue
1 stopDelta
4h 35mMDW-EWR
$88
1/3Fri
nonstopSouthwest
2h 05mMDW-LGA
$90
11/23Sat
2 stops
18h 03mMDW-EWR
$147
11/16Sat
3 stopsSpirit Airlines
21h 47mMDW-EWR
$285

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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.
11/6Wed
multi-stopFrontier
8h 00mMDW-LGA
11/21Thu
multi-stopFrontier
7h 13mLGA-MDW
$124
11/6Wed
multi-stopFrontier
8h 00mMDW-LGA
11/9Sat
multi-stopFrontier
13h 57mLGA-MDW
$125
11/9Sat
nonstopSouthwest
2h 05mMDW-LGA
11/11Mon
nonstopSouthwest
2h 30mLGA-MDW
$252
11/9Sat
multi-stopSouthwest
11h 30mMDW-LGA
11/13Wed
nonstopSouthwest
2h 30mLGA-MDW
$276
11/7Thu
multi-stopDelta
6h 01mMDW-EWR
11/10Sun
multi-stopDelta
3h 55mEWR-MDW
$343
11/8Fri
multi-stopDelta
4h 34mMDW-JFK
11/9Sat
multi-stopDelta
5h 04mJFK-MDW
$373
11/8Fri
multi-stop
21h 58mMDW-LGA
11/10Sun
multi-stop
29h 23mLGA-MDW
$714
11/8Fri
multi-stop
22h 36mMDW-EWR
11/11Mon
multi-stop
10h 00mEWR-MDW
$714
11/8Fri
multi-stopPorter Airlines
9h 00mMDW-EWR
11/11Mon
multi-stopPorter Airlines
10h 00mEWR-MDW
$865
11/8Fri
multi-stopPorter Airlines
9h 00mMDW-EWR
11/10Sun
multi-stopPorter Airlines
10h 50mEWR-MDW
$885

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

Information on your arrival and departure airports