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Long Island Macarthur Airport to Chicago flight

Explore the cheapest one-way and round-trip flights from Long Island Macarthur Airport to Chicago over the next 90 days, with one-way fares from $127 and round-trip from $244. Based on Trip.com's latest 7-day flight data.

    • ISP 6:25 PM
      14h 6m
      1 stop
      ORD 7:31 AM
      Islip - Chicago | Sat, Oct 24 | Frontier Airlines
      ORD 9:51 AM
      6h 40m
      1 stop
      ISP 5:31 PM
      Chicago - Islip | Sat, Oct 31 | Frontier Airlines
      $244 $684
      64% off
      64% off
      $684 $244
    • ISP 6:25 PM
      14h 6m
      1 stop
      ORD 7:31 AM
      Islip - Chicago | Thu, Oct 15 | Frontier Airlines
      ORD 6:58 PM
      22h 2m
      1 stop
      ISP 6:00 PM
      Chicago - Islip | Sun, Oct 18 | Frontier Airlines
      $274 $684
      60% off
      60% off
      $684 $274
    • ISP 6:33 PM
      15h 13m
      1 stop
      ORD 8:46 AM
      Islip - Chicago | Sat, Oct 31 | Frontier Airlines
      ORD 9:51 AM
      6h 40m
      1 stop
      ISP 5:31 PM
      Chicago - Islip | Sat, Nov 7 | Frontier Airlines
      $292 $684
      56% off
      56% off
      $684 $292
    • ISP 6:25 PM
      14h 6m
      1 stop
      ORD 7:31 AM
      Islip - Chicago | Sun, Oct 25 | Frontier Airlines
      ORD 9:51 AM
      6h 40m
      1 stop
      ISP 5:31 PM
      Chicago - Islip | Thu, Oct 29 | Frontier Airlines
      $365
      47% off
      $684 $365
    • ISP 6:25 PM
      14h 6m
      1 stop
      ORD 7:31 AM
      Islip - Chicago | Thu, Oct 22 | Frontier Airlines
      ORD 8:11 PM
      20h 19m
      1 stop
      ISP 5:30 PM
      Chicago - Islip | Fri, Oct 23 | Frontier Airlines
      $377
      45% off
      $684 $377
    • ISP 6:55 PM
      13h 56m
      1 stop
      ORD 7:51 AM
      Islip - Chicago | Fri, Oct 16 | Frontier Airlines
      ORD 6:58 PM
      22h 2m
      1 stop
      ISP 6:00 PM
      Chicago - Islip | Sun, Oct 18 | Frontier Airlines
      $388
      43% off
      $684 $388
    • ISP 6:55 PM
      13h 56m
      1 stop
      ORD 7:51 AM
      Islip - Chicago | Mon, Oct 19 | Frontier Airlines
      ORD 8:11 PM
      20h 19m
      1 stop
      ISP 5:30 PM
      Chicago - Islip | Fri, Oct 23 | Frontier Airlines
      $407
      40% off
      $684 $407
    • ISP 6:00 AM
      18h 57m
      1 stop
      ORD 11:57 PM
      Islip - Chicago | Thu, Oct 29 | Jetblue Airways
      ORD 2:50 PM
      29h 47m
      1 stop
      ISP 9:37 PM
      Chicago - Islip | Mon, Nov 2 | Jetblue Airways
      $434
      37% off
      $684 $434
    • ISP 6:00 AM
      18h 30m
      1 stop
      ORD 11:30 PM
      Islip - Chicago | Sat, Oct 17 | Jetblue Airways
      ORD 2:55 PM
      29h 42m
      1 stop
      ISP 9:37 PM
      Chicago - Islip | Wed, Oct 21 | Jetblue Airways
      $482
      30% off
      $684 $482
    • ISP 1:00 PM
      17h 25m
      1 stop
      CHI 2:00 PM
      Islip - Chicago | Fri, Oct 16 | Normal Airline
      CHI 3:00 PM
      6h
      Nonstop
      ISP 4:00 PM
      Chicago - Islip | Sun, Oct 18 | Normal Airline
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    • Cheapest
      ISP 6:33 PM
      15h 13m
      1 stop
      ORD 8:46 AM
      Islip - Chicago | Thu, Oct 29 | Frontier Airlines
      $127 $306
      57% off
      57% off
      $306 $127
    • ISP 6:33 PM
      15h 13m
      1 stop
      ORD 8:46 AM
      Islip - Chicago | Sun, Nov 8 | Frontier Airlines
      $138 $306
      55% off
      55% off
      $306 $138
    • ISP 6:54 PM
      14h 52m
      1 stop
      ORD 8:46 AM
      Islip - Chicago | Fri, Oct 30 | Frontier Airlines
      $145 $306
      53% off
      53% off
      $306 $145
    • ISP 6:25 PM
      14h 6m
      1 stop
      ORD 7:31 AM
      Islip - Chicago | Thu, Oct 15 | Frontier Airlines
      $146
      52% off
      $306 $146
    • ISP 6:25 PM
      14h 6m
      1 stop
      ORD 7:31 AM
      Islip - Chicago | Sat, Oct 24 | Frontier Airlines
      $146
      52% off
      $306 $146
    • ISP 6:25 PM
      14h 6m
      1 stop
      ORD 7:31 AM
      Islip - Chicago | Sat, Oct 17 | Frontier Airlines
      $146
      52% off
      $306 $146
    • ISP 6:33 PM
      15h 13m
      1 stop
      ORD 8:46 AM
      Islip - Chicago | Sun, Nov 15 | Frontier Airlines
      $151
      51% off
      $306 $151
    • ISP 6:25 PM
      25h 37m
      1 stop
      ORD 7:02 PM
      Islip - Chicago | Thu, Oct 22 | Frontier Airlines
      $166
      46% off
      $306 $166
    • ISP 6:25 PM
      14h 6m
      1 stop
      ORD 7:31 AM
      Islip - Chicago | Sun, Oct 18 | Frontier Airlines
      $166
      46% off
      $306 $166
    • ISP 1:00 PM
      17h 25m
      1 stop
      CHI 2:00 PM
      Islip - Chicago | Fri, Oct 16 | Normal Airline
      Find more flights
      Find more flights
    • ISP 6:33 PM
      15h 13m
      1 stop
      ORD 8:46 AM
      Islip - Chicago | Thu, Nov 5 | Frontier Airlines
      $218 $295
      26% off
      26% off
      $295 $218
    • ISP 1:00 PM
      17h 25m
      1 stop
      CHI 2:00 PM
      Islip - Chicago | Fri, Oct 16 | Normal Airline
      Find more flights
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Displayed flight fares from Islip to Chicago are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Flight Schedule from Long Island Macarthur Airport to Chicago

Check the schedule for flights from Long Island Macarthur Airport to Chicago and find the flight that best matches your travel plans.

Flight info.
Departure
Arrival
Weekly Schedule

  1. 9K210

    Long Island Macarthur Airport

    7:30 AM

    ISP

    1h 27m

    Nonstop

    8:57 AM

    BOS

    S M T W T F S
    Search

  2. AA2600

    Boston Logan International Airport

    10:29 AM

    BOS

    3h 4m

    Nonstop

    12:33 PM

    ORD

    S M T W T F S

  3. 9K214

    Long Island Macarthur Airport

    3:10 PM

    ISP

    1h 24m

    Nonstop

    4:34 PM

    BOS

    S M T W T - S
    Search

  4. AA888

    Boston Logan International Airport

    4:48 PM

    BOS

    3h 12m

    Nonstop

    7:00 PM

    ORD

    S M T W T F S

  5. 9K210

    Long Island Macarthur Airport

    7:30 AM

    ISP

    1h 27m

    Nonstop

    8:57 AM

    BOS

    S M T W T F S
    Search

  6. AA3067

    Boston Logan International Airport

    11:57 AM

    BOS

    3h 2m

    Nonstop

    1:59 PM

    ORD

    S M T W T F S

  7. 9K210

    Long Island Macarthur Airport

    7:30 AM

    ISP

    1h 27m

    Nonstop

    8:57 AM

    BOS

    S M T W T F S
    Search

  8. DL2804

    Boston Logan International Airport

    8:10 PM

    BOS

    2h 54m

    Nonstop

    10:04 PM

    ORD

    S M T W T F S

  9. F92149

    Long Island Macarthur Airport

    6:25 PM

    ISP

    3h

    Nonstop

    9:25 PM

    MCO

    S - - W T F S
    Search

  10. F93043

    Orlando Intl. Airport

    5:20 AM

    MCO

    3h 11m

    Nonstop

    7:31 AM

    ORD

    S M T W T F S

  11. B6513

    Long Island Macarthur Airport

    5:55 AM

    ISP

    3h 10m

    Nonstop

    9:05 AM

    FLL

    S M T W T F S
    Search

  12. B6863

    Fort Lauderdale-Hollywood International Airport

    9:15 PM

    FLL

    3h 15m

    Nonstop

    11:30 PM

    ORD

    S M T W T F S

  13. 9K214

    Long Island Macarthur Airport

    3:10 PM

    ISP

    1h 24m

    Nonstop

    4:34 PM

    BOS

    S M T W T - S
    Search

  14. AA1509

    Boston Logan International Airport

    7:00 AM

    BOS

    3h 6m

    Nonstop

    9:06 AM

    ORD

    S M T W T F S

  15. 9K212

    Long Island Macarthur Airport

    11:53 AM

    ISP

    1h 27m

    Nonstop

    1:20 PM

    BOS

    - - - - T - S
    Search

  16. AA3324

    Boston Logan International Airport

    5:49 AM

    BOS

    3h 9m

    Nonstop

    7:58 AM

    ORD

    S M T W T F S

  17. 9K214

    Long Island Macarthur Airport

    3:10 PM

    ISP

    1h 24m

    Nonstop

    4:34 PM

    BOS

    S M T W T - S
    Search

  18. AA2600

    Boston Logan International Airport

    10:29 AM

    BOS

    3h 4m

    Nonstop

    12:33 PM

    ORD

    S M T W T F S

  19. 9K210

    Long Island Macarthur Airport

    7:30 AM

    ISP

    1h 27m

    Nonstop

    8:57 AM

    BOS

    S M T W T F S
    Search

  20. AA3324

    Boston Logan International Airport

    5:49 AM

    BOS

    3h 9m

    Nonstop

    7:58 AM

    ORD

    S M T W T F S
Find more flights and airlines

What to know about flights from Long Island Macarthur Airport to Chicago?

Cheapest one-way flight price $127
Off-season for travel September
Peak season for travel July

FAQs for Long Island Macarthur Airport to Chicago Flights

  • When is peak season for travel to Chicago?

    ؜The peak travel time for visiting Chicago is October. During this time, flights from Long Island Macarthur Airport to Chicago are the most expensive. Cheap tickets can still be booked on Trip.com.
  • Flights from Long Island Macarthur Airport (ISP) to Chicago Midway International Airport (CHI) take around 4 hours 15 minutes.
    • The distance from O'Hare International Airport to downtown is about 25 km. It takes about 40 minutes by taxi.
    • The distance from Chicago Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.
  • The cheapest one-way flight from Long Island Macarthur Airport to Chicago currently starts from $127, with round-trip fares from $244. The lowest fare is offered by Frontier Airlines departing on Thu, Oct 29; prices are subject to availability.
  • Based on Trip.com flight data for departures within the next 30 days, the average one-way fare from Long Island Macarthur Airport to Chicago is $293, and the average round-trip fare is null. Prices may vary depending on the departure date, airline, and availability.
  • The earliest flight from Long Island Macarthur Airport to Chicago departs at 16:35, and the latest one departs at 16:35. There are approximately 1 flights per day. Flight times may change, so please check the latest departure and arrival times before your trip.

Popular Destinations

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

Book with no extra fees

Prices displayed in this page are all-inclusive prices (incl. taxes, fuel surcharge, civil aviation development fund, etc) with all fees confirmed before payment. Fees for luggage, meals, WLAN, 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 25 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.