CHI - NYC

₪371 Find Cheap Flights from Chicago to New York - Compare and Save

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Everything you should know

Cheapest round-trip
₪709
Typical prices: ₪473–₪937
JetBlue
Tue 23.10Sat 27.10
ORD - JFK • Non-stop
Cheapest nonstop
₪845
Typical prices: ₪473–₪937
Delta
Sat 27.10Mon 29.10
ORD - LGA • Non-stop
Nonstop flights
You can fly nonstop with United Airlines, American Airlines and others. Average duration is 2h 20m.
Nonstop flights
+1
Nonstop flights
+1
Top route
Cheapest • 42% average savings
Most popular
Insights
Insights
Avoid delays
Most punctual • 87% on-time
Best time • Fewest delays
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 5 weeks in advance save around 40% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 33% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg ₪274 (round-trip)
Shortest trip • 3h 59m (one-way)
Insights
Insights
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Booking Insights
Flight Deals

Cheap Flights from Chicago to New York (CHI-NYC)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to New York

Fri, 23 Oct - Tue, 27 Oct
JetBlue Logo
06:10 - 09:30ORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
2h 20mnonstop
JetBlue Logo
13:26 - 19:29JFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
7h 03m1 stop Boston Logan Intl
₪709JetBlue
Thu, 5 Nov - Sun, 8 Nov
JetBlue Logo
13:00 - 19:59ORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
5h 59m1 stop Boston Logan Intl
JetBlue Logo
06:40 - 11:59JFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
6h 19m1 stop Boston Logan Intl
₪724JetBlue
Sat, 7 Nov - Sat, 14 Nov
JetBlue Logo
13:00 - 21:29ORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
7h 29m1 stop Boston Logan Intl
JetBlue Logo
06:40 - 12:00JFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
6h 20m1 stop Boston Logan Intl
₪836JetBlue
Fri, 6 Nov - Thu, 12 Nov
JetBlue Logo
13:00 - 19:59ORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
5h 59m1 stop Boston Logan Intl
JetBlue Logo
13:26 - 19:17JFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
6h 51m1 stop Boston Logan Intl
₪839JetBlue
Thu, 5 Nov - Thu, 12 Nov
JetBlue Logo
13:00 - 19:59ORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
5h 59m1 stop Boston Logan Intl
JetBlue Logo
13:26 - 19:17JFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
6h 51m1 stop Boston Logan Intl
₪842JetBlue
Tue, 27 Oct - Thu, 29 Oct
Delta Logo
14:30 - 17:51ORD  Chicago O'Hare Intl-LGA New York LaGuardia
2h 21mnonstop
Delta Logo
20:35 - 22:17LGA  New York LaGuardia-ORD Chicago O'Hare Intl
2h 42mnonstop
₪845Delta
Thu, 5 Nov - Thu, 12 Nov
JetBlue Logo
13:00 - 19:59ORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
5h 59m1 stop Boston Logan Intl
JetBlue Logo
13:26 - 19:17JFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
6h 51m1 stop Boston Logan Intl
₪845JetBlue
Wed, 28 Oct - Wed, 4 Nov
JetBlue Logo
13:00 - 19:59ORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
5h 59m1 stop Boston Logan Intl
JetBlue Logo
06:40 - 12:00JFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
6h 20m1 stop Boston Logan Intl
₪848JetBlue
Thu, 5 Nov - Thu, 12 Nov
JetBlue Logo
13:00 - 21:29ORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
7h 29m1 stop Boston Logan Intl
JetBlue Logo
06:40 - 12:00JFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
6h 20m1 stop Boston Logan Intl
₪851JetBlue
Tue, 20 Oct - Fri, 23 Oct
JetBlue Logo
12:38 - 16:00ORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
2h 22mnonstop
JetBlue Logo
13:00 - 19:00JFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
7h 00m1 stop Boston Logan Intl
₪854JetBlue
Booking Insights

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

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

How much is a round-trip flight from Chicago to New York?

Round-trip flights from Chicago to New York start at ₪709. Prices are typical for this route right now, with typical round-trip fares ranging from ₪473 to ₪937. The lowest price found in the past 5 days was ₪709 on JetBlue.

What is the cheapest Chicago to New York flight route?

Chicago Midway Airport (MDW) to Newark Airport (EWR) is the cheapest Chicago to New York route, averaging ₪442 round-trip. Other Chicago to New York routes average ₪833, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from Chicago to New York?

Wednesday is the cheapest day of the week to fly from Chicago to New York and is 4% cheaper than the average day. Sunday is the most expensive day, with flight prices 26% higher than average. Based on deals found by KAYAK users in the last 12 months.

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

•January is the cheapest month to fly from Chicago to New York at ₪441 round-trip.
•June (₪833) and July (₪806) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 89% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Chicago to New York the cheapest?

Flights from Chicago to New York are cheapest 5 weeks before departure. Booking in this window typically costs about 40% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Key details for Chicago to New York flights

Low season

March

Cheapest flight

₪371
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly and prices are also 8% lower on average.
Flight from Chicago Midway Airport to New York LaGuardia Airport

When to book flights from Chicago to New York

Are your dates flexible? Find out the best times to travel from Chicago 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

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

Insights shared by verified travelers who flew the route from Chicago to New York 
Verified travelerFlew with ANA-Dec 2025
Give adequate time of more than 2 hours for your connection in Chicago O’Hare .. The terminals are not that far apart but still if it’s checked out and check in again process that involves TSA security screening again , 2 hours may not be enough ..
mauriceFlew with Iberia-Sept 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 flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines, and booking questions.

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

    These are the earliest and latest flight times available from Chicago to New York:

    • Earliest: departs at 05:00 and lands at 07:20
    • Latest: departs at 23:55 and lands at 02:15.

    The flight takes about 2h 20m.

  • What cabin classes can I book on flights from Chicago to New York?

    Only Economy Class is available on flights from Chicago to New York.

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

    A nonstop flight from Chicago to New York takes 2h 20m, covering 1,841 km.

  • Do I need a passport to fly from Chicago to New York?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

  • How much should I expect to pay for a Chicago to New York flight?

    Round-trip flights from Chicago to New York range from ₪473 to ₪937, with an average of ₪661 over the past 12 months. Anything below ₪473 counts as a good deal.

  • How expensive are last-minute Chicago to New York flights?

    Last-minute fares on this route - booked within 2 weeks of departure - run 41% above the route average of ₪661. Book 5 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from Chicago to New York?

    On this route, layover flights are cheaper than direct options on average. Layover fares average ₪274 round-trip via Miami (MIA), compared to ₪662 for direct flights.

  • How does JetBlue's on-time performance compare to other airlines on Chicago to New York flights?

    JetBlue is slightly above the route average for timely arrivals, while Delta has a lower on-time arrival rate. On-time arrival rates on Chicago to New York flights are:

    • JetBlue: 87% on time
    • Delta: 79% on time
    • Southwest: 77% on time

    On average, flights on this route are punctual 76% of the time.

  • What is the standard checked bag allowance on flights from Chicago to New York?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge ₪106–₪302 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • How are flight departures from Chicago to New York spread across the day?

    Morning is the busiest departure period on Chicago to New York flights, with 45% of flights leaving in that window. Afternoon departures account for 30%, evening flights for 24%, and night flights for 1%.

  • Have flight prices from Chicago to New York changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about ₪709 to ₪6,182. That means the highest observed fare was about 9x higher than the lowest one.

  • Which airlines offer Wi-Fi on Chicago to New York flights?

    Three airlines offer in-flight Wi-Fi on Chicago to New York flights:

    • American Airlines
    • Delta
    • JetBlue

    Pricing varies by airline and fare class. Some plans are included with the ticket or loyalty program; others are paid add-ons priced by flight length.

  • Is it cheaper to take a train or bus instead of flying between Chicago and New York?

    Based on prices from the last 5 days, flying between Chicago and New York is around ₪709 round-trip, with a flight time of about 2h 20m. Taking the train is much cheaper at around ₪579, with a trip time of about 20h 12m. The bus is similarly priced at around ₪543 and takes about 17h 05m. Compared to flying, recent train and bus fares are roughly 21% lower. However, those options take about 16+ hours longer each way.

  • How are flight prices from Chicago to New York looking right now?

    One-way fares from Chicago to New York are currently lower than usual. Average one-way flight prices are about ₪416, which is 22% below the typical average for this route.

  • What car rental options are available in New York?

    Since New York is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
    Near New York John F Kennedy Intl Airport (JFK) – daily rates from around ₪63:

    • Ace
    • Budget
    • Hertz
    • Dollar
    • Avis

    Near New York LaGuardia Airport (LGA) – daily rates from around ₪48:

    • Ace
    • Budget
    • Hertz
    • Dollar
    • Avis

    Near Newark Airport (EWR) – daily rates from around ₪85:

    • Ace
    • Budget
    • Alamo
    • Dollar
    • Hertz

  • Which airports can I use when flying from Chicago to New York?

    Flights from Chicago to New York may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD), with arrivals available at airports in New York area such as Newark (EWR), New York John F Kennedy Intl (JFK) and New York LaGuardia (LGA).

  • How do delay rates compare for morning and evening flights from Chicago to New York?

    Night flights have the fewest delays on this route. Delays tend to pile up throughout the day as one late flight pushes the next, so earlier departures are usually more reliable.

  • At what point is a flight from Chicago to New York considered delayed?

    A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Chicago to New York route, 24% of flights were delayed in the past 3 months, with delays averaging 2 hours 31 minutes.

  • Which airports do connecting flights from Chicago to New York pass through?

    One-stop flights from Chicago to New York most commonly connect through:

    • Atlanta Hartsfield-Jackson (ATL) - 50% of one-stop connections
    • Chicago O'Hare Intl (ORD) - 30% of one-stop connections
    • Detroit Metropolitan Wayne County (DTW) - 9% of one-stop connections
    • Fort Lauderdale (FLL) - 3% of one-stop connections

    Atlanta Hartsfield-Jackson (ATL) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Chicago to New York?

    Yes. Being flexible with your travel dates can save you up to 24% on the Chicago to New York route. Wednesday is the cheapest departure day at ₪637 round-trip on average, while Sunday is the most expensive at ₪836, a difference of ₪199. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines are available from Chicago to New York?

    5 airlines operate flights between Chicago and New York. The airlines offering direct flights on this route include:

    • United Airlines
    • American Airlines
    • Delta
    • Southwest
    • JetBlue

  • How much time can I save by choosing a different layover airport from Chicago to New York?

    Flying via Pittsburgh (PIT) gives the shortest average 1-stop total travel time at 3h 59m, compared with 4h 35m via Washington, D.C. Reagan-National (DCA) and 4h 43m via Detroit Metropolitan Wayne County (DTW).

  • What is the time difference between Chicago and New York?

    New York is 1 hour ahead of Chicago (Eastern Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in New York?

    Some of the most popular sights in New York are Times Square, New York City Center and Columbus Circle. These are among the most viewed places in New York on KAYAK.

  • Which airlines offer extra legroom and free seat selection on Chicago to New York flights?

    Among airlines operating Chicago to New York flights:

    • United Airlines: offers extra legroom; offers free seat selection
    • American Airlines: offers extra legroom; offers free seat selection
    • Delta: offers extra legroom; offers free seat selection
    • JetBlue: offers extra legroom; offers free seat selection
    • Southwest: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Chicago to New York flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • United Airlines: a cabin bag and a checked bag in Economy Class
    • American Airlines: a cabin bag and a checked bag in Economy Class
    • Delta: a cabin bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

  • What is the fastest way to get from downtown Chicago to Chicago Midway Airport?

    A speedy way to get to from one airport to the other is using the Orange Line on the Chicago L Train system. The train runs to and from the Midway Transportation Center just east of the terminal building.

  • Are there any pet relief areas at Chicago O'Hare International?

    Chicago O'Hare International has four pet relief areas, three of which are outside and one that is located inside of the airport past the security checkpoint. The outdoor areas are located at Terminal 1, Terminal 2, and Terminal 5, while the indoor area is situated in Terminal 3.

  • What public transportation method is best to get from Downtown Chicago to Chicago O'Hare International?

    The Chicago Transit Authority Blue Line Train is the easiest way to get to the airport. The train runs 24 hours a day, and they offer more frequent service during morning and evening rush hour.

  • How can I get an Uber to Chicago O'Hare International?

    Just launch the app and request a ride from your location to be on your way to Chicago O'Hare International in no time. The cost of the trip will depend on your starting location and traffic conditions.

Your guide to booking Chicago to New York flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Wednesday departure instead of Sunday. On this route, Wednesday flights average ₪637 - about ₪199 less than Sunday (24% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 5 weeks before you fly. On this route, that window historically saves about 40% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago to New York trip for January. Fares historically average ₪441 round-trip in that month - typically ₪392 less than the most expensive month, which is June (based on the last 12 months).
  • If arriving on time is high on your priority list, JetBlue is the strongest pick on this route. 87% of JetBlue flights from Chicago to New York arrived on time in the past 3 months, slightly above the route's average on-time arrival rate of 76%. When flights on this route do arrive late, the average delay is 2 hours31 minutes, so choosing a carrier with strong on-time performance can make a difference on tight schedules.
  • If you have the time, taking a 1-stop flight through Miami Airport (MIA) can be cheaper than flying nonstop. The cheapest layover option averages ₪274 round-trip on this route – about ₪388 less than nonstop flights (based on the last 12 months).
  • Before boarding United flights from Chicago to New York, passengers should stop in at the United Polaris Lounge located near gate C18 at Chicago O'Hare International. The Polaris Lounge has seating suites with pull-out tables that offer convenient power receptacles and USB charging ports. The lounge also features eight shower suites that have heated floors, and the staff will even press your clothes while you are freshening up. If you need to catch a nap before your flight, they have four daybeds available that come with earplugs and eye shades, plus a soothing sound generator. There is a buffet, a dining room, and a lounge to pass the time with great food and beverages before your flight.
  • If the whole family is making the trip to New York, stop by Kids on the Fly located in Terminal 2 just beyond the TSA checkpoints. This interactive exhibit delights children while also educating them. The play stations include an air traffic control tower, a giant helicopter powered by hand and foot pedals, and a small check-in counter with a working luggage scale, and a enormous cargo plane, complete with foam cargo boxes.
  • Passengers on flights from Chicago to New York departing out of Chicago Midway have a wealth of dining choices before their trip. Chicago sports legend Harry Caray's offers an array of steaks and chops, Woodgrain offers quick-service pizza options, and Tabo Sushi offers a variety of sushi favorites.
  • If you are looking for a meal before your flight from Chicago O'Hare International, there are choices aplenty. Wicker Park Seafood, located in the main hall of Terminal 2, offers a variety of sushi and seafood in their upscale lounge. The Publican Tavern is a great breakfast spot and is vegetarian friendly. If you are in the mood for Italian food, then Romano's Macaroni Grill, located in Terminal 3, has you covered.
  • You might not think of an airport as an excellent place to buy a new suit, but travelers that have some time before flights from Chicago to New York can stop in at Brooks Brothers, located in Terminal 3, Concourse H in Chicago O'Hare International. This location carries a full line of Brooks Brothers shirts, slacks, and suits to outfit you from head to toe.

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

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

Nonstop departures

Chicago to New York

Monday

American Airlines,Delta,JetBlue, +2 more

American Airlines,Delta, +3 more

Tuesday

American Airlines,Delta,JetBlue, +2 more

American Airlines,Delta, +3 more

Wednesday

American Airlines,Delta,JetBlue, +2 more

American Airlines,Delta, +3 more

Thursday

American Airlines,Delta,JetBlue, +2 more

American Airlines,Delta, +3 more

Friday

American Airlines,Delta,JetBlue, +2 more

American Airlines,Delta, +3 more

Saturday

American Airlines,Delta,JetBlue, +2 more

American Airlines,Delta, +3 more

Sunday

American Airlines,Delta,JetBlue, +2 more

American Airlines,Delta, +3 more

See more direct flights

Nonstop returns

New York to Chicago

Monday

American Airlines,Delta,JetBlue, +2 more

American Airlines,Delta, +3 more

Tuesday

American Airlines,Delta,JetBlue, +2 more

American Airlines,Delta, +3 more

Wednesday

American Airlines,Delta,JetBlue, +2 more

American Airlines,Delta, +3 more

Thursday

American Airlines,Delta,JetBlue, +2 more

American Airlines,Delta, +3 more

Friday

American Airlines,Delta,JetBlue, +2 more

American Airlines,Delta, +3 more

Saturday

American Airlines,Delta,JetBlue, +2 more

American Airlines,Delta, +3 more

Sunday

American Airlines,Delta,JetBlue, +2 more

American Airlines,Delta, +3 more

See more direct flights

More options for your flight from Chicago to New York

Complete your trip to New York with a hotel stay or car rental