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Low Price Flights from New York to Chicago

What to know about flights from New York to Chicago?

The approximate distance between New York and Chicago is 1,145.24km. Average flight time from New York to Chicago is around 3 hours 9 minutes. According to Trip.com data, travel demand hits its peak in January. The cheapest month to book flights is August.

Cheapest one-way
AU$ 112
Delta Air Lines Delta Air Lines NYC-CHI 2h 42m · Direct Wed, Nov 4
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Cheapest return
AU$ 290
Frontier Airlines Frontier Airlines NYC-CHI 13h · 1 stop Sat, Nov 14 - Mon, Nov 16
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Recommended airlines
Delta Air Lines Delta Air Lines Cheapest · From AU$ 112 American Airlines American Airlines Most booked
Best time to book
November
Cheapest
January
Peak season for travel
Route details
1,145.24km
Flight distance
3h 9m
Average flight time

Explore the cheapest one-way and round-trip flights from New York to Chicago over the next 90 days, with one-way fares from AU$ 112 and round-trip from AU$ 290. Based on Trip.com's latest 7-day flight data.

      • Cheapest nonstop
        JFK 15:21
        2h 58m
        Direct
        ORD 17:19
        New York - Chicago | Fri, Dec 4 | Delta Air Lines
        ORD 14:39
        2h 21m
        Direct
        LGA 18:00
        Chicago - New York | Tue, Dec 8 | Delta Air Lines
        AU$ 301 AU$ 452
        33% off
        33% off
        AU$ 452 AU$ 301
      • LGA 19:50
        2h 49m
        Direct
        ORD 21:39
        New York - Chicago | Fri, Dec 4 | American Airlines
        ORD 19:43
        2h 17m
        Direct
        EWR 23:00
        Chicago - New York | Tue, Dec 8 | American Airlines
        AU$ 302 AU$ 452
        33% off
        33% off
        AU$ 452 AU$ 302
      • LGA 06:30
        13h
        1 stop
        ORD 18:30
        New York - Chicago | Sat, Nov 14 | Frontier Airlines
        MDW 16:55
        2h 5m
        Direct
        LGA 20:00
        Chicago - New York | Mon, Nov 16 |
        AU$ 290 AU$ 452
        36% off
        36% off
        AU$ 452 AU$ 290
      • LGA 20:36
        12h 35m
        1 stop
        ORD 08:11
        New York - Chicago | Fri, Dec 4 | Frontier Airlines
        MDW 15:50
        7h 39m
        1 stop
        EWR 00:29
        Chicago - New York | Mon, Dec 7 | Frontier Airlines
        AU$ 292
        35% off
        AU$ 452 AU$ 292
      • EWR 11:30
        13h 25m
        1 stop
        ORD 23:55
        New York - Chicago | Mon, Oct 26 | Frontier Airlines
        ORD 14:03
        5h 50m
        1 stop
        LGA 20:53
        Chicago - New York | Wed, Oct 28 | Frontier Airlines
        AU$ 309
        32% off
        AU$ 452 AU$ 309
      • EWR 22:24
        9h 51m
        1 stop
        ORD 07:15
        New York - Chicago | Tue, Dec 1 | Frontier Airlines
        MDW 21:43
        22h 46m
        1 stop
        EWR 21:29
        Chicago - New York | Thu, Dec 3 | Frontier Airlines
        AU$ 340
        25% off
        AU$ 452 AU$ 340
      • EWR 11:30
        8h 1m
        1 stop
        ORD 18:31
        New York - Chicago | Wed, Oct 21 | Frontier Airlines
        MDW 06:15
        8h 59m
        1 stop
        LGA 16:14
        Chicago - New York | Fri, Oct 23 | Frontier Airlines
        AU$ 340
        25% off
        AU$ 452 AU$ 340
      • EWR 11:35
        7h 55m
        1 stop
        ORD 18:30
        New York - Chicago | Wed, Nov 11 | Frontier Airlines
        MDW 06:08
        12h 27m
        1 stop
        LGA 19:35
        Chicago - New York | Tue, Nov 17 | Frontier Airlines
        AU$ 343
        24% off
        AU$ 452 AU$ 343
      • NYC 13:00
        17h 25m
        1 stop
        CHI 14:00
        New York - Chicago | Wed, Oct 7 | Normal Airline
        CHI 15:00
        6h
        Direct
        NYC 16:00
        Chicago - New York | Fri, Oct 9 | Normal Airline
        Find more flights
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      • Cheapest nonstop
        LGA 20:50
        2h 42m
        Direct
        ORD 22:32
        New York - Chicago | Wed, Nov 4 | Delta Air Lines
        AU$ 112 AU$ 206
        46% off
        46% off
        AU$ 206 AU$ 112
      • LGA 21:20
        2h 49m
        Direct
        ORD 23:09
        New York - Chicago | Wed, Nov 4 | American Airlines
        AU$ 119 AU$ 206
        42% off
        42% off
        AU$ 206 AU$ 119
      • LGA 12:25
        2h 48m
        Direct
        ORD 14:13
        New York - Chicago | Tue, Oct 27 | American Airlines
        AU$ 141 AU$ 206
        32% off
        32% off
        AU$ 206 AU$ 141
      • JFK 15:40
        2h 54m
        Direct
        ORD 17:34
        New York - Chicago | Fri, Nov 20 | Delta Air Lines
        AU$ 149
        28% off
        AU$ 206 AU$ 149
      • JFK 19:35
        2h 58m
        Direct
        ORD 21:33
        New York - Chicago | Sat, Oct 31 | Delta Air Lines
        AU$ 152
        26% off
        AU$ 206 AU$ 152
      • LGA 20:55
        2h 40m
        Direct
        ORD 22:35
        New York - Chicago | Fri, Nov 6 | Delta Air Lines
        AU$ 156
        24% off
        AU$ 206 AU$ 156
      • EWR 11:35
        7h 12m
        1 stop
        MDW 17:47
        New York - Chicago | Tue, Nov 10 | Frontier Airlines
        AU$ 154
        25% off
        AU$ 206 AU$ 154
      • NYC 13:00
        17h 25m
        1 stop
        CHI 14:00
        New York - Chicago | Wed, Oct 7 | Normal Airline
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Flight.News
Flights from New York to Chicago operate an average of 189 times per day over the past 7 days, with a 33.1% on-time departure rate and a 77.8% on-time arrival rate.

Which airlines are the most popular for New York to Chicago flights?

The most popular airlines flying from New York to Chicago are American Airlines, Jetblue Airways, and Delta Air Lines, among 4 carriers on this route. Delta Air Lines offers the lowest fares. Based on Trip.com's flight booking data from the previous 12 months.
American Airlines logo American Airlines
Jetblue Airways logo Jetblue Airways
Delta Air Lines logo Delta Air Lines
United Airlines logo United Airlines
Airlines are determined based on actual purchased flight tickets from New York to Chicago according to previous 12 months data from Trip.com.

Trip.com Price Insights on Flights from New York to Chicago

What is the cheapest month for one-way flights from New York to Chicago?

Average price of one-way flights from New York to Chicago purchased by Trip.com users by month over the past 12 months.

According to Trip.com's data, the cheapest month for flights from New York to Chicago is November, with an average price of AU$ 130. Conversely, the most expensive month is typically July, with an average price of up to AU$ 302.

AU$ 302
AU$ 216
AU$ 130
AU$ 44
    Cheapest
  • AU$ 228
    Oct
  • AU$ 130
    Nov
  • AU$ 207
    Dec
  • AU$ 156
    Jan
  • AU$ 168
    Feb
  • AU$ 136
    Mar
  • AU$ 216
    Apr
  • AU$ 258
    May
  • AU$ 251
    Jun
  • AU$ 302
    Jul
  • AU$ 214
    Aug
  • AU$ 222
    Sep

What is the cheapest month for return flights from New York to Chicago?

Average price of round-trip flights from New York to Chicago purchased by Trip.com users by month over the past 12 months.

According to historical data from Trip.com, the lowest prices for flights from New York to Chicago are found during January, with an average price of AU$ 246. Conversely, the highest prices are found during July, with an average price of up to AU$ 604.

AU$ 604
AU$ 425
AU$ 246
AU$ 67
    Cheapest
  • AU$ 427
    Oct
  • AU$ 412
    Nov
  • AU$ 368
    Dec
  • AU$ 246
    Jan
  • AU$ 374
    Feb
  • AU$ 380
    Mar
  • AU$ 379
    Apr
  • AU$ 477
    May
  • AU$ 551
    Jun
  • AU$ 604
    Jul
  • AU$ 502
    Aug
  • AU$ 525
    Sep

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

Data is based on the average flight price for each day of the week from New York to Chicago on Trip.com over the past 12 months.

Based on Trip.com data from the past 12 months, the cheapest day to fly from New York to Chicago is Tuesday, with average prices lower than on other days. Avoid Sunday, as prices are usually highest then.

AU$ 271
AU$ 233
AU$ 194
AU$ 156
  • AU$ 239
    Mon
  • AU$ 194
    Tue
  • AU$ 207
    Wed
  • AU$ 252
    Thu
  • AU$ 252
    Fri
  • AU$ 226
    Sat
  • AU$ 271
    Sun

Flight FAQs

  • Which airlines offer the cheapest flights from New York to Chicago?

    Based on Trip.com data, Delta Air Lines offers Cheapest nonstop one-way flights from AU$ 112 (for example, LGA–ORD on Wed, Nov 4). For a Cheapest nonstop return flight, Frontier Airlines offers fares from AU$ 290, departing on Sat, Nov 14 and returning on Mon, Nov 16.
  • At the moment, you can catch a direct flight from New York to Chicago with the following airlines, including: American Airlines Jetblue Airways Delta Air Lines United Airlines Selected airlines are based on historical data collected from flight bookings users made on Trip.com within the last 90 days.
  • It takes about 3 hours 9 minutes to fly from New York (NYC) to Chicago (CHI).
  • By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from New York to Chicago is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.
  • On average, 218 direct flights operate each week between New York and Chicago. See below the schedules of the main airlines serving this route:
    United Airlines: S/M/T/W/T/F/S – UA2290 (departure at 09:29)
  • Here are some tips for finding the best flight deals from New York to Chicago on Trip.com:
    · Be flexible with your travel dates. The cheapest flight is currently on Wed, Nov 4, with one-way fares from just AU$ 112.
    · Compare airlines. Delta Air Lines currently offers the lowest fares on this route.
    · Set up a price alert to track fare changes without searching every day.
    · Check Trip.com regularly for flight deals and available promo codes.
    · Avoid peak season or book early. January is generally the busiest month for travel to Chicago.
    · Get exclusive promo codes on the Trip.com app.
  • The cheapest month to book a flight from New York to Chicago is usually August, when demand is lower.
  • After crunching the numbers on our October flight calendar, it's currently cheapest to fly from New York to Chicago on October 6, 2026 with Delta Air Lines, with prices starting at AU$ 96.
  • Flights to Chicago can arrive at: Chicago Midway International Airport (MDW), O'Hare International Airport (ORD) and Chicago Rockford International Airport (RFD). The most common route connects John F. Kennedy International Airport and O'Hare International Airport (JFK–ORD).
  • The time difference between Chicago and New York is 1h.
  • Tickets can only be changed or cancelled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.
  • Based on Trip.com data for flights departing in the next 30 days, the average one-way fare from New York to Chicago is AU$ 268. Fares vary by travel date, airline and availability.
  • Based on Trip.com data for travel in the next 30 days, the average round-trip fare from New York to Chicago is AU$ 489. The final price depends on the outbound and return dates, airline and fare conditions.
  • Enter New York and Chicago, choose your travel dates and passengers, then compare flights by price, duration and baggage. Select a fare, review the change and cancellation rules, enter traveler details and complete payment to receive your confirmation.
  • Jetblue Airways and Frontier Airlinesare the most popular budget airlines flying from New York to Chicago. Check baggage, seat and payment fees before comparing the final price.

Trip.com Airline Insights on Flights from New York toChicago

Which airlines offer the cheapest nonstop flights from New York to Chicago?

Data is based on the average price of all nonstop flights from New York to Chicago on Trip.com in the past 12 months.

Based on Trip.com data from the past 12 months, Frontier Airlines offers the cheapest nonstop flights from New York to Chicago, with an average price of AU$ 142.

AU$ 71
AU$ 142
AU$ 213
AU$ 284
AU$ 355
Frontier Airlines
AU$ 142
Frontier Airlines
Spirit Airlines
AU$ 149
Spirit Airlines
Delta Air Lines
AU$ 261
Delta Air Lines
Jetblue Airways
AU$ 273
Jetblue Airways
American Airlines
AU$ 278
American Airlines
United Airlines
AU$ 355
United Airlines

Which airlines operate the most flights from New York to Chicago?

Data is based on the number of flights from New York to Chicago operated by each airline on Trip.com in the past month.

Based on Trip.com data from the past month, United Airlines operates the most flights from New York to Chicago, with 233 flight per week.

7
82
158
233
United Airlines
233
United Airlines
Air New Zealand
183
Air New Zealand
American Airlines
149
American Airlines
Air Canada
98
Air Canada
Delta Air Lines
89
Delta Air Lines
Alaska Airlines
82
Alaska Airlines

How many flights are there each day from New York to Chicago?

The data is based on the flight numbers for each day of the week from New York to Chicago within the Trip.com database over the past month.

Based on Trip.com data from the past month, the most flights from New York to Chicago depart on Friday, and the fewest flights depart on Monday.

955
845
735
625
Highest
735
Mon
763
Tue
742
Wed
768
Thu
955
Fri
818
Sat
837
Sun

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Note: Prices shown on this page are estimated lowest price and include all taxes and fees found in the last 24 hours.

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Prices displayed in this page are all-inclusive prices (incl. taxes, fuel surcharge, regulatory fees, etc) with all fees confirmed before payment. Fees for baggage, meals, Wi-Fi, or other additional services are also included as shown in the flight cards.

Real-time pricing updates

Prices, availability, and travel information on this page were updated within last 24 hours—even in real-time. The more popular the route, the more precise the data.

Change & Cancellation Policy

Trip.com displays flight cancellation and change policies for each flight ticket during the booking process, including fees and applicable conditions. Please check the following scenarios:
Voluntary cancellation/change:
To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy.
Cancellation/change due to a flight schedule change:
If the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.