$113 Find Cheap Flights from Chicago to New York State - Compare and Save

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Cheap Flights from Chicago to New York

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
Buffalo
1h 30mNonstop
from $218per person
Rochester
1h 35mNonstop
from $238per person
New York
2h 03mNonstop
from $260per person
Albany
1h 50mNonstop
from $269per person
Syracuse
1h 52mNonstop
from $269per person
Ithaca
4h 12m2 stops
from $374per person
Islip
Islip
4h 05m2 stops
from $378per person
White Plains
2h 17mNonstop
from $431per person
Elmira
3h 46m2 stops
from $457per person
Binghamton
4h 05m2 stops
from $469per person
Watertown
6h 34m2 stops
from $767per person
Saranac Lake
17h 01m4 stops
from $955per person
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Booking Insights

Price, demand and travel trends for Chicago to New York State flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

What are the cheapest fares from Chicago to New York State recently?

Here are the cheapest round-trip fares from Chicago to New York State on KAYAK in the last week:

• Buffalo (BUF) from $218
• Greater Rochester Intl (ROC) from $238
• Albany Intl (ALB) from $269

How do fares into airports in New York State compare?

According to KAYAK data from the last 12 months, the cheapest airports to fly into New York State from Chicago are:

• New York John F Kennedy Intl (JFK) (avg. price $208)
• New York LaGuardia (LGA) (avg. price $256)
• Syracuse Hancock Intl (SYR) (avg. price $378)

Are flights from Chicago to New York State cheaper or more expensive than last year?

Fares from Chicago to New York State are about 40% higher than they were in November last year, averaging $334 round-trip.

What's the cheapest month to fly from Chicago to New York State?

January is typically the cheapest month to fly from Chicago to New York State, with round-trip fares averaging $160. October and November are usually the most expensive, averaging $338 and $301, respectively.

How do fares from Chicago to New York State vary by day of the week?

On average, Wednesday is the cheapest day to fly from Chicago to New York State and Sunday is the most expensive. Looking at the past 12 months of KAYAK data, it's 24% more expensive to fly on a Sunday compared to Wednesday.

What's the best time of day to fly from Chicago to New York State?

It's cheapest to fly to New York State in the morning with average prices of $277. The night is the most expensive time to fly, with average prices of $389.

What's the best time to book a flight from Chicago to New York State?

Book your flights 10 weeks before your trip. KAYAK data collected over the past 12 months shows that booking in this window can save you around 34% compared to booking at the last minute (within 2 weeks of departure).

Key details for Chicago to New York State flights

Low season

October

Cheapest flight

$113
Beat the crowds with an average 18% drop in travelers.
The most popular month to fly with an average 17% increase in travelers.
One-way flight from Chicago O'Hare Intl Airport to White Plains

Flights from Chicago to New York: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from Chicago to New York 
Verified travelerFlew with American Airlines-Apr 2026
travel to ohare is horror - work in extra time
mauriceFlew with Iberia-Sep 2024
You should arrive early, take a lighht snack and be prepared for delays.
AlexanderFlew with Spirit Airlines-May 2024
Know your connection options — specially when LaGuardia Airport (LGA) only has buses going to/from the airport to the rest of the city. Luckily, the one to the subway station (Q70) is free-of-charge to ride on!

Your Chicago to New York State flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • Is now a good time to book a flight from Chicago to New York State?

    Fares from Chicago to New York State are around their usual level right now. A round-trip under $188 is considered a good deal, so it's worth keeping an eye out, or setting a Price Alert to catch fare changes.

  • How much should I budget for a flight from Chicago to New York State?

    Over the past 12 months, round-trip fares from Chicago to New York State have typically cost between $188 and $390.

  • What are the main airports serving New York State?

    There are 24 airports in New York State. 63% of KAYAK users choose New York LaGuardia (LGA) as their arrival airport, while 17% choose New York John F Kennedy Intl (JFK).

  • Which airlines fly nonstop from Chicago to New York State?

    Based on the flight schedule for the next 3 months, 4 airlines offer nonstop flights on this route:

    • United Airlines
    • American Airlines
    • Southwest
    • Delta

  • Which destinations in New York State can I fly nonstop from Chicago?

    Based on the flight schedule for the next 3 months, you can fly nonstop from Chicago to 6 destinations in New York State. The most popular among KAYAK travelers are New York, Albany and Buffalo.

  • Is it cheaper to fly with a layover from Chicago to New York State?

    No, nonstop flights from Chicago to New York State are typically the cheaper option, averaging $264 over the past 12 months.

  • How long is a flight from Chicago to New York State?

    Nonstop flights from Chicago to New York State take 2h 12m on average. The fastest scheduled flight takes 1h 25m, flying into Buffalo (BUF).

  • Which cabin classes are available from Chicago to New York State?

    On flights from Chicago to New York State you can book Economy Class, Premium Economy Class, Business Class or First Class.

  • What are some popular landmarks around New York State?

    New York State is home to many popular sights. KAYAK travelers' favorites include:

    • Times Square
    • New York City Center
    • Madison Square Garden
    • Rockefeller Center

  • What are the earliest and latest flights from Chicago to New York State?

    The earliest nonstop flight from Chicago to New York State departs at 5:00 am and the latest leaves at 11:55 pm. Nonstop flights take about 2h 12m.

Your guide to booking Chicago to New York State flights

Get tips on when to book, when to fly and what to know before your trip.
  • If you can plan ahead, the sweet spot for booking your flight is 10 weeks before your trip. KAYAK data shows fares in this window are around 34% lower than last-minute bookings (made within 2 weeks of departure). Not ready to commit? Set a Price Alert and we'll let you know when prices change.
  • Flexible with your dates? Fly in January to save some money. It's typically the cheapest month on this route, while flights in October will cost you the most.
  • Fly out on a Wednesday to get the cheapest fares. Avoid Sunday flights, which are about 24% more expensive.
  • If you're watching your budget, fly into New York John F Kennedy Intl (JFK) which has the lowest average airfare in the region. Just remember to budget for any onward travel by bus, car or domestic flight.
  • Start your trip in New York, the most popular destination in New York State. From there, it's easy to continue on to other popular spots such as Brooklyn, Queens and Niagara Falls.
  • Time or money? If speed matters most, fly from Chicago to Buffalo (BUF). If you're after the lowest fares, New York John F Kennedy Intl (JFK) is usually your best bet.

Reviews of the top 5 airlines serving from Chicago to New York

 
Need help choosing which airline to fly with from Chicago 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
SouthwestOverall score based on 4220 reviews
8.1Boarding
7.0Food
8.6Crew
7.5Entertainment
8.0Comfort
Airline reviews

Multiple delays due to weather in Chicago, but the crew did their best to get flights rescheduled and on to their destination. I felt like the crews handled a frustrating situation very well, kudos to them! I was very glad to not have a cancelled flight.

8.0 ExcellentEmmalee, Oct 2026
Read more Southwest reviews

Multiple delays due to weather in Chicago, but the crew did their best to get flights rescheduled and on to their destination. I felt like the crews handled a frustrating situation very well, kudos to them! I was very glad to not have a cancelled flight.

Southwest’s point to point system caused a 2 hour delay due to the crew being late from their inbound flight. Also, the WiFi and entertainment didn’t work on the plane.

A) Checked my luggage at the gate but never got to pre board B) if we are helping with checking our carryon and waiting 40 minutes for it we should have some privileges c) luggage took 40-45 minutes to come.. d) I asked for another snack and was told the plane is full.. seriously a small snack

I like the staff members they were super nice and helpful very sweet people :)

Boarding process of asking for volunteers to check bags goes against the system you had before with 2 bags checked free. This process is more of a guilt trip than a caring attitude toward the customer. In addition bag-size scrutiny has increased which also slows down the process of boarding. My wife said she will not fly on your airline again unless there is no other option.

Overall good, just screaming kids in the area the whole flight.

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

My flight to Chicago left and landed early. My return flight left two minutes late and arrived 2 minutes late. My seat selections were ideal! There were no snacks going to Chicago and no snacks on the return trip. There are no charging outlets on board.

It good. Just not that plane didn’t have power outlets to charge devices etc.

No beverage/snack service without any explanation or reason. Late boarding and delayed flight.

The cabin and bathroom experience was poor as the cabin and bathroom were dirty and showed signs of an older plane that had not been updated for Customer’s, comfort and health. There was gum on my seat when I arrived and dirt spots around the fan and light controls. The flight was almost entirely full, so there was no way I could be moved from my seat. Th bathroom had the peeling paint.

I'm 6' 2" and even in economy plenty of leg room

Horrible experience. Delta delayed the flight to 11pm which happens. Apparently the pilots were there but we were waiting for flight attendants to arrive from Detroit and they were delayed. They could have made arrangements but that’s fine. What was truly horrible was that at 10:50pm the pilot comes out and says the flight will be cancelled but hasn’t been cancelled yet in the system. It’s being cancelled because the pilots have timed out. As soon as that plane got delayed past 10:50pm delta knew it couldn’t fly. Yet they made us wait around for hours. When the flight finally got cancelled all the area hotels were booked and flights for the next day were unavailable until midday. All I wanted was to spend one day with my family before needing to fly abroad on another delta flight. That will be my last flight with them. I’ll take my 800k miles flown and annual spend to an airline that isn’t so thoughtless.

THI IS THE 3RD CONSECUTIVE FLIGHT FROM ORD TO MSP THAT HAS BEEN DELAYED 2+ HOURS. CRAZY

The plane was a rather tired 737-800, with old style small luggage bins. Poor air flow. USB charger in the infotainment system was not functioning. The flight was 2 hours late due to crew rest requirements (not their fault). On arrival in Seattle, waited on the tarmac for 30 minutes with very few updates from the crew.

The crew was very inconsiderate and rude. My flight was scheduled to depart at 6:00am. I received a call from the crew at 5:40am, asking if I was going to make the flight because I was the only one that hasn't boarded yet and boarding ends at 5:50am. I let them know that I will be at the gate in a few minutes, before the 5:50am cutoff. When I arrived at the gate at 5:45am the gate was closed. Departing early on last minute notice without having all passengers on board is inconsiderate and unprofessional.

Very easy to use and convenient, you can perform any action within the same portal

Okay considering we had weather delays which the Pilot notified us of immediately!

This was one of the worst flights I’ve been on in years. I upgraded to comfort and had such an uncomfortable experience. The person next to me was oversized - which I understand - however, they took up their space and mine. I could only use about 50% of my seat space to not be physically touching this person the entire flight and there was no spatial awareness. I also could not use the seat outlet because their body was obstructing it. It was very inconvenient. Their body kept touching me repeatedly during the flight and I felt very uncomfortable. To pay more for an upgraded space and then not even being able to use it was highly disappointing.

Very uncomfortable and cramped seats. Everything else was okay, the crew members were nice but nothing was exceptional.

Waited on tarmac for approximately 15-25 minutes before taking off. When landing, the time it took to taxi to our gate was the also 15-25 minutes.

Connection times always good online, but not in reality when first leg is delayed (2 out of 2 times this trip).

It was good flight was smooth, little cold on the plane but other wise good.

Great flight and crew. Need more legroom and DO NOT allow seats to recline.

The guy in front of me was talking constantly, even when the pilot was making announcements. I found this very disrespectful to the pilot and to others.

The TVs on the plane were all broken and inoperable. No snacks or food were served. Plane was very old and uncomfortable.

It would have been better if the crew has supported my husband's reasons for needing to keep the space clear around his feet, rather than insisting that he put his knapsack in that space.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

All good. Flight crew was super friendly at the end of a long day

AA was fine....the overall experience was subpar, but not due to the airline due to broader issues

Good flight, regional jet so old and seats could use an upgrade

gate crew was courteous and helpful, flight attendant was nice and friendly once we got going. But we pushed off from the gate relatively on time, then sat there like 10 ft away, for an hour, with no announcement or explanation. Taxiing then took forever, and I get that there was runway congestion, but would be helpful to keep us posted on whats going on

Long delays to board due to mechanical issues with plane.

Significant delays on my trip to Chicago and my trip back to NY

I almost missed my flight and they helped me out enormously

Pretty awful. 2 hours late due to operational issues and finally deboarded around 2am.

Delayed an hour due to operational issues. Minimal apologies or care for the significant inconvenience caused. Landed at nearly 1am and they still couldn’t find ground staff to get us off the plane promptly.

Plane was delayed an hour causing me to miss my flight to London and now I am not arriving until Sunday instead of Friday. I am stranded at airport and they give me $12 of food vouchers. It's a joke and everyone I talked to was rude

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

Better than expected. Staff were friendly and nice on both flights.

Just know that everything, and I mean everything is “ala cart”. 60$ just to put something in the overhead bin. I will never fly Frontier again nor do I recommend them to anyone else.

Great for the price. No wifi or entertainment, but gate agents and crew were fantastic and we boarded quickly and left on time.

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.

I didn’t have enough time to catch my connecting flight and had to use a different Airline. I will be requesting a refund.

I brought a ticket and car rental through Travelocity. There was no where to add a KTN. So I thought i’d add it by looking up ticket on frontier website. I tried 3 times with the frontier chat bot to add my KTN it never updated my boarding pass. So then I tried showing up early to do it in person at the airport. The first employee update my ktn in the system and gave me a new boarding pass. I was sent back by tsa to join regular line. Then I was told to add my Ktn. It would cost me $25 extra. Given the length of the cue I did pay. Congratulations! BUT I will NEVER fly frontier again. Plus the plane was very old. It had actual ashtrays and old looking tray backs. Worst travel experience ever. Im warning my friends and family not to use frontier ever.

It was delayed 9 hours for operational reasons, despite the plane arriving to the airport on time.

Was just ok with over selling I guess. A lot of people in a short space and when we finally arrive i20 minutes, waiting to get out from the plain because we were waiting authorization for out boarding? Something like that.

They changed my flight and did not want to accommodate me or try to help me in any way. They do not care about their customers.

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