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Flights from Jacksonville to Chicago

Find cheap airlines flights from Jacksonville to Chicago

You can choose from 3 airlines that fly from Jacksonville to Chicago, including American Airlines, United Airlines, and Frontier Airlines. American Airlines has lowest fares on this route.
American Airlines logo American Airlines
United Airlines logo United Airlines
Frontier Airlines logo Frontier Airlines
Airlines are determined based on actual purchased flight tickets from Jacksonville to Chicago according to previous 12 months data from Trip.com.

Find flight deals from Jacksonville to Chicago for the next 3 months. Book one way flights from $103 or round trip flights from $200.

      • JAX 6:28 PM
        4h 40m
        1 stop
        MDW 10:08 PM
        Jacksonville - Chicago | Wed, Jul 8 | Frontier Airlines
        ORD 7:05 AM
        9h 28m
        1 stop
        JAX 5:33 PM
        Chicago - Jacksonville | Wed, Jul 15 | Frontier Airlines
        $200 $274
        27% off
        27% off
        $274 $200
      • JAX 2:48 PM
        4h 54m
        1 stop
        ORD 6:42 PM
        Jacksonville - Chicago | Tue, Jun 30 | Delta Air Lines
        ORD 5:30 AM
        4h 13m
        1 stop
        JAX 10:43 AM
        Chicago - Jacksonville | Tue, Jul 7 | Delta Air Lines
        $208 $274
        24% off
        24% off
        $274 $208
      • JAX 5:30 AM
        4h 5m
        1 stop
        ORD 8:35 AM
        Jacksonville - Chicago | Tue, Jul 21 | Delta Air Lines
        ORD 6:00 AM
        5h
        1 stop
        JAX 12:00 PM
        Chicago - Jacksonville | Tue, Jul 28 | Delta Air Lines
        $208 $274
        24% off
        24% off
        $274 $208
      • JAX 5:30 AM
        4h 5m
        1 stop
        ORD 8:35 AM
        Jacksonville - Chicago | Tue, Jul 7 | Delta Air Lines
        ORD 6:00 AM
        5h
        1 stop
        JAX 12:00 PM
        Chicago - Jacksonville | Wed, Jul 8 | Delta Air Lines
        $210
        23% off
        $274 $210
      • JAX 10:44 AM
        13h 43m
        1 stop
        ORD 11:27 PM
        Jacksonville - Chicago | Wed, Jul 15 | Frontier Airlines
        MDW 6:20 PM
        2h 25m
        Nonstop
        JAX 9:45 PM
        Chicago - Jacksonville | Wed, Jul 22 |
        $212
        23% off
        $274 $212
      • JAX 7:10 AM
        2h 48m
        Nonstop
        ORD 8:58 AM
        Jacksonville - Chicago | Tue, Jul 7 | American Airlines
        MDW 12:11 PM
        4h 23m
        1 stop
        JAX 5:34 PM
        Chicago - Jacksonville | Tue, Jul 14 | Frontier Airlines
        $216
        21% off
        $274 $216
      • JAX 5:30 AM
        4h 5m
        1 stop
        ORD 8:35 AM
        Jacksonville - Chicago | Wed, Jul 29 | Delta Air Lines
        ORD 7:05 AM
        9h 28m
        1 stop
        JAX 5:33 PM
        Chicago - Jacksonville | Tue, Aug 4 | Frontier Airlines
        $216
        21% off
        $274 $216
      • JAX 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Jacksonville - Chicago | Sat, Jun 20 | Normal Airline
        CHI 3:00 PM
        6h
        Nonstop
        JAX 4:00 PM
        Chicago - Jacksonville | Mon, Jun 22 | Normal Airline
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      • Cheapest nonstop
        JAX 7:10 AM
        2h 48m
        Nonstop
        ORD 8:58 AM
        Jacksonville - Chicago | Tue, Jul 21 | American Airlines
        $103 $144
        28% off
        28% off
        $144 $103
      • JAX 6:28 PM
        4h 40m
        1 stop
        MDW 10:08 PM
        Jacksonville - Chicago | Tue, Jul 14 | Frontier Airlines
        $98 $144
        32% off
        32% off
        $144 $98
      • JAX 1:05 PM
        4h 59m
        1 stop
        ORD 5:04 PM
        Jacksonville - Chicago | Wed, Jun 24 | Delta Air Lines
        $102 $144
        28% off
        28% off
        $144 $102
      • JAX 4:14 PM
        5h 19m
        1 stop
        ORD 8:33 PM
        Jacksonville - Chicago | Tue, Jul 21 | Delta Air Lines
        $102
        28% off
        $144 $102
      • JAX 6:00 AM
        4h 23m
        1 stop
        ORD 9:23 AM
        Jacksonville - Chicago | Wed, Aug 5 | Delta Air Lines
        $102
        28% off
        $144 $102
      • JAX 10:30 AM
        13h 57m
        1 stop
        ORD 11:27 PM
        Jacksonville - Chicago | Wed, Aug 5 | Frontier Airlines
        $106
        26% off
        $144 $106
      • JAX 11:40 AM
        7h 49m
        1 stop
        ORD 6:29 PM
        Jacksonville - Chicago | Wed, Jul 29 | Delta Air Lines
        $108
        25% off
        $144 $108
      • JAX 11:47 AM
        7h 42m
        1 stop
        ORD 6:29 PM
        Jacksonville - Chicago | Wed, Jul 22 | Delta Air Lines
        $112
        22% off
        $144 $112
      • JAX 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Jacksonville - Chicago | Sat, Jun 20 | Normal Airline
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Displayed flight fares from Jacksonville to Chicago are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Flight Info | Jacksonville to Chicago

The distance between Jacksonville and Chicago is approximately 1,382.54 km. It takes around 2 hours 44 minutes on average to fly from Jacksonville to Chicago. Based on Trip.com's data travel demand peaks in July. The off-season for travel is October.

Cheapest one-way flight price$98
Cheapest round-trip ticket price$200
Off-season for travelOctober
Peak season for travelJuly
Flight distance1,382.54 km
Average flight time2 hours 44 minutes
Popular airlineAmerican Airlines
Flight statistics for the Jacksonville–Chicago route are based on aggregated booking data from Trip.com over the past 12 months.

Frequently Asked Questions

  • What are the cheapest flights from Jacksonville to Chicago (JAX-CHI)?

    Based on Trip.com data, Frontier Airlines offers one-way fares as low as $98 on Cheapest nonstop routes (e.g. JAX to MDW on Tue, Jul 14), while Frontier Airlines offers Cheapest nonstop round-trips from $200 departing on Wed, Jul 8 and returning on Wed, Jul 15.
  • At the moment, you can catch a nonstop flight from Jacksonville to Chicago with the following airlines, including: American Airlines 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 around 2 hours 44 minutes to fly from Jacksonville (JAX) 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 Jacksonville 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.
  • Based on Trip.com data in the past 4 weeks, there is 37 flight per week flying from Jacksonville to Chicago. You can check the weekly schedule for popular airlines on this route below: United Airlines: S/M/T/W/T/F/S -- UA5452 (11:41) United Airlines: S/M/T/W/T/F/S -- UA1733 (07:23)
  • To find best deals on flights from Jacksonville to Chicago, you can use various tools on Trip.com:
    · Be flexible with your travel dates to get the cheapest flight deal. Now the cheapest flight deal is on Tue, Jul 14, with one-way flights priced at just $98.
    · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is American Airlines.
    · Set up price alerts to easily monitor ticket prices without having to check every day.
    · Check Trip.com flight deals and promo codes frequently.
    · Avoid peak season unless you book very early. It seems the peak season for Chicago travel is around July.
    · Get exclusive promo codes for Trip.com app users.
  • The cheapest months to fly from Jacksonville to Chicago is October, when demand for travel is lower.
  • After crunching the numbers on our June flight calendar, it's currently cheapest to fly from Jacksonville to Chicago on June 30, 2026 with Delta Air Lines, with prices starting at $208.
  • You can land at any one of the following hubs in Chicago, with Jacksonville International Airport to Chicago Midway International Airport (JAX-MDW) is by far the most common option on this route: Chicago O'Hare International Airport (ORD) Chicago Midway International Airport (MDW) Chicago Rockford International Airport (RFD).
  • The time difference between Chicago and Jacksonville is 1h.
  • Tickets can only be changed or canceled 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.

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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.

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 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.