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Find cheap flights from Chicago Midway Airport to New York from $60

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 5/8. 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
lun 5/27
lun 6/3

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Best New York Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

New York
New York1 stop$119
Buffalo
Buffalo1 stop$149
Syracuse
Syracuse1 stop$146
Rochester
Rochester1 stop$253
Albany
Albany1 stop$278
Ithaca
Ithaca2 stops$718
Binghamton
Binghamton1 stop$293
Burlington
Burlington1 stop$333

Good to know

Low season

April

High season

November

Cheapest flight

$60
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly and prices are also 13% lower on average.
Flight from Chicago Midway Airport to New York LaGuardia Airport

FAQs - booking New York State flights

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

    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 State.

  • 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 State?

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

    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 State 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 State?

    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 State 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

Top tips for finding cheap flights to New York State

  • Morning departure is around 11% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 3 airlines serving from Midway to New York

 
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.
8.0
DeltaOverall score based on 10966 reviews
8.0entertainment
7.4food
8.6crew
8.2boarding
7.9comfort
Airline reviews

It was a crowded flight. They did the best they could.

6.0 GoodNetty, Apr 2024SYR - JFK
Read more about Delta reviews

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. Flight ORD to CGH was okay, but Paris was a nightmare. Old planes, delays, involuntary downgrades, broken planes, terrible communication. CGH to CPT was my worst flight ever.

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

We flew early evening on New Year's Eve. Our plane was less than half full... Great for the passenger experience -- not so much for the airline lol. Comfortable, spacious, smooth flight -- and early arrival!

The boarding process was terrible especially with an indirect flight Chicago to Seattle to San Diego was terrible talking about we overbooked a flight idk if I’d take this airline ever again we got off our flight from Chicago to Seattle and we traveled for business and they told us our connecting flight was over booked and their was no seats asking people to take a delayed next flight and they don’t tell anyone coughing to wear masks seats 30A-B were terrible during the flight no one wants to sit next to people coughing all around I don’t want to be sick traveling for work or get sick anytime it’s very upsetting the staff doesn’t take this stuff serious to tell them to wear masks when they see people coughing and sneezing

The crew was horrible. Cleo was the most unwelcoming flight attendant I’ve ever had.

They didn’t let me get my boarding pass through the app because I have a lap infant. The ticket said to see a gate agent but there was no gate agent available. I was supposed to go to the kiosk. Ended up missing my flight and they said that I never checked in to my flight so there was nothing that could be done. I will never fly spirit again. Not even worth the hassle and poor customer service.

I like strict carry on policy. Quick to board, quick to leave. Less time at gate and get there quicker

The flight attendants were very personable, extremely friendly, and had a very good feeling of the energy around them not to mention they’re very funny and engaging. What made up for the discomfort of the seats and the fact that the plane sat for a long time on the Turmac. Not sure if the pilot was new, but the landing was very rough sort of like I was at a magic mountain theme park ride that was built in 1959

comfortable flight. not fond of the idea to pay for every little detail. baggage checkin or carry ons, basic snack, or some sort of basic entertainment/wifi. would be nice to offer these as perks and stop with the penny pinching.

Flight was delayed 2+ hours missed a concert because of it…

The seats were larger & more roomy than the old planes. the crew was excellent. . overall a very good flight.

No water for handwashing and they charged $5 for water. Spirit up-charges for every little thing and the planes themselves are old and nauseating.

Seats could use more padding. Kind of hard on the tush.

Flying with Spirit is simple- it’s a minimalist airline that gets you from Point A to Point B. I have flown Spirit many times & have never had a problem with it, just don’t expect luxury or convenience. And know that, because the tickets are so affordable, the real charge comes in the bags, food, & extra purchases. The planes are simple, modern, and clean. They function in a way that moves large amounts of people in a more efficient manner, so the seats aren’t the most comfortable but I always bring a pillow and have no problem. I will continue to fly Spirit & would recommend to others

Comfortable experience but the boarding process was not efficient and the delay in departure caused some anxieties for the connecting flight. Flight from FLL to LGA was on time but the legroom for a taller person was a bit uncomfortable

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.

Flight was OK. Seats were good no cell phone charges on the plane no TVs or entertainment.

There were 3 leg for the trip and each leg was delayed by 90 minutes or more. The boarding process takes forever with people waiting on the jetway even though most folks do not have carry-on. The whole process is poorly managed.

Flight cancelled and was told by a rude gate agent that they don’t accommodate on other airlines. Had to wait 5 hours for a connecting flight that had a 7 hour layover. Would not allow bags to be checked early so we couldn’t go through security .Had to rent a car for the afternoon to store bags and get a meal. Also incurred a hotel fee. No apology or reason given for the cancellation- just rudeness.

They cancelled the flight then did nothing to help us rebook. It was awful - I won’t fly with them again

The process of buying the ticket and navigating all the hidden charges that Frontier throws at you was a terrible experience. The actual airport experience and flying was fine.

The truck that was refueling the plane drove away with the hose still connected to the plane and ripped part of the plane off with it

Not have to pay for every single item to take a flight. Seating and delays sucked.

Flight was cancelled and I had to spend the night in the airport lugging my suitcase around

If you don’t check in 24 hours in advance, they will charge you $110 to check your bag instead of the $30. I did not get an email with this information and did not check in. In addition, my flight home was cancelled at layover and I had to spend the night in the airport, and then have another layover at another airport before making it home. Will not fly frontier again.

Book cheap flights from Chicago to New York State

Recent round-trip flight deals

5/8mer
1 stopFrontier
5h 14mMDW-LGA
5/11sab
1 stopFrontier
11h 31mLGA-MDW
$119
5/8mer
1 stopFrontier
5h 14mMDW-LGA
5/11sab
1 stopFrontier
11h 31mLGA-MDW
$120
5/15mer
1 stopFrontier
5h 14mMDW-LGA
5/22mer
1 stopFrontier
16h 53mLGA-MDW
$123
5/8mer
1 stopFrontier
5h 14mMDW-LGA
5/11sab
1 stopFrontier
11h 31mLGA-MDW
$129
9/17mar
1 stopDelta
4h 00mMDW-EWR
9/24mar
1 stopDelta
5h 58mEWR-MDW
$178
6/12mer
1 stopDelta
5h 06mMDW-EWR
6/15sab
1 stopDelta
3h 43mEWR-MDW
$183
5/23gio
1 stopPorter Airlines
13h 10mMDW-EWR
5/28mar
1 stopPorter Airlines
6h 12mEWR-MDW
$474
5/26dom
1 stopPorter Airlines
5h 50mMDW-EWR
5/28mar
1 stopPorter Airlines
6h 12mEWR-MDW
$487
5/26dom
1 stop
7h 40mMDW-EWR
6/2dom
2 stops
20h 41mEWR-MDW
$517
5/26dom
2 stops
10h 10mMDW-EWR
6/2dom
2 stops
20h 41mEWR-MDW
$522

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Recent one-way flight deals

5/8mer
1 stopFrontier
5h 14mMDW-LGA
$60
5/17ven
1 stopFrontier
9h 04mMDW-SYR
$64
10/15mar
1 stopDelta
4h 57mMDW-BUF
$78
10/16mer
1 stopDelta
5h 17mMDW-EWR
$89
5/22mer
nonstopSouthwest
1h 30mMDW-BUF
$98
5/2gio
nonstopSouthwest
2h 05mMDW-LGA
$114
5/21mar
2 stops
26h 06mMDW-LGA
$126
5/21mar
2 stops
26h 33mMDW-EWR
$126
5/22mer
1 stopPorter Airlines
7h 30mMDW-EWR
$241
5/27lun
3 stopsPorter Airlines
32h 45mMDW-EWR
$267

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Last minute flights from Midway to New York

Last minute flight, train and bus deals

4/29lun
multi-stopFrontier
11h 32mMDW-BUF
5/6lun
multi-stopFrontier
17h 36mBUF-MDW
$217
5/1mer
multi-stopFrontier
14h 23mMDW-BUF
5/5dom
multi-stopFrontier
14h 59mBUF-MDW
$225
4/27sab
multi-stopFrontier
13h 28mMDW-LGA
5/4sab
multi-stopFrontier
11h 31mLGA-MDW
$239
5/1mer
multi-stopFrontier
9h 47mMDW-LGA
5/8mer
multi-stopFrontier
11h 21mLGA-MDW
$244
5/1mer
multi-stopDelta
6h 31mMDW-ROC
5/3ven
multi-stopDelta
5h 24mROC-MDW
$318
4/30mar
multi-stopDelta
6h 10mMDW-EWR
5/7mar
multi-stopDelta
8h 21mEWR-MDW
$336
4/29lun
nonstopSouthwest
2h 10mMDW-LGA
5/1mer
nonstopSouthwest
2h 30mLGA-MDW
$416
4/29lun
nonstopSouthwest
2h 05mMDW-LGA
5/1mer
multi-stopSouthwest
10h 25mLGA-MDW
$425
5/1mer
multi-stopPorter Airlines
5h 20mMDW-EWR
5/9gio
multi-stopPorter Airlines
6h 12mEWR-MDW
$725
5/1mer
multi-stopPorter Airlines
7h 30mMDW-EWR
5/3ven
multi-stopPorter Airlines
8h 22mEWR-MDW
$774

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Chicago Midway Airport - New York State Flights