$363 Business Class Flight Deals from Jacksonville to Chicago

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Stops

Nonstop
from $660
Up to 1 stop
$670

Airlines

American Airlines
$660

Cabin Class

First
$660

Departure Airports

Jacksonville International Airport
$660

Arrival Airports

Chicago O Hare Airport
$660

Layover Airports

Charlotte Douglas International Airport
$670
Dallas Fort Worth International Airport
$670
Miami International Airport
$670
Philadelphia International Airport
$713
Reagan Washington National Airport
$670

Best Price. GUARANTEED.

Exclusively for Priceline Members
Tired of searching? Book now!
We'll refund the difference if you find a lower price.

BUNDLE & SAVE

Book a flight & hotel together for extra savings.

On average save $240 per traveler

American Airlines

07/25/25

12:14pm

JAX

2h 46m

Direct

07/25/25

2:00pm

ORD

American Airlines

08/01/25

8:05am

ORD

2h 19m

Direct

08/01/25

11:24am

JAX

^$660

American Airlines

07/25/25

1:55pm

JAX

4h 42m

CLT

07/25/25

5:37pm

ORD

American Airlines

08/01/25

8:05am

ORD

2h 19m

Direct

08/01/25

11:24am

JAX

^$670

American Airlines

07/25/25

2:25pm

JAX

4h 59m

DCA

07/25/25

6:24pm

ORD

American Airlines

08/01/25

8:05am

ORD

2h 19m

Direct

08/01/25

11:24am

JAX

^$670

American Airlines

07/25/25

5:38pm

JAX

7h 39m

MIA

07/26/25

12:17am

ORD

American Airlines

08/01/25

8:05am

ORD

2h 19m

Direct

08/01/25

11:24am

JAX

^$670

American Airlines

07/25/25

7:01pm

JAX

5h 28m

DCA

07/25/25

11:29pm

ORD

American Airlines

08/01/25

8:05am

ORD

2h 19m

Direct

08/01/25

11:24am

JAX

^$670

American Airlines

07/25/25

8:30pm

JAX

4h 27m

CLT

07/25/25

11:57pm

ORD

American Airlines

08/01/25

8:05am

ORD

2h 19m

Direct

08/01/25

11:24am

JAX

^$670

American Airlines

07/25/25

4:34pm

JAX

8h 12m

DFW

07/25/25

11:46pm

ORD

American Airlines

08/01/25

8:05am

ORD

2h 19m

Direct

08/01/25

11:24am

JAX

^$670

American Airlines

07/25/25

6:11pm

JAX

6h 46m

CLT

07/25/25

11:57pm

ORD

American Airlines

08/01/25

8:05am

ORD

2h 19m

Direct

08/01/25

11:24am

JAX

^$670

American Airlines

07/25/25

11:06am

JAX

7h 31m

CLT

07/25/25

5:37pm

ORD

American Airlines

08/01/25

8:05am

ORD

2h 19m

Direct

08/01/25

11:24am

JAX

^$670

American Airlines

07/25/25

8:03pm

JAX

5h 56m

DFW

07/26/25

12:59am

ORD

American Airlines

08/01/25

8:05am

ORD

2h 19m

Direct

08/01/25

11:24am

JAX

^$670

American Airlines

07/25/25

7:35pm

JAX

5h 42m

MIA

07/26/25

12:17am

ORD

American Airlines

08/01/25

8:05am

ORD

2h 19m

Direct

08/01/25

11:24am

JAX

^$670

American Airlines

07/25/25

6:11pm

JAX

4h 20m

CLT

07/25/25

9:31pm

ORD

American Airlines

08/01/25

8:05am

ORD

2h 19m

Direct

08/01/25

11:24am

JAX

^$670

American Airlines

07/25/25

4:34pm

JAX

7h 18m

DFW

07/25/25

10:52pm

ORD

American Airlines

08/01/25

8:05am

ORD

2h 19m

Direct

08/01/25

11:24am

JAX

^$706

American Airlines

07/25/25

1:55pm

JAX

6h 21m

CLT

07/25/25

7:16pm

ORD

American Airlines

08/01/25

8:05am

ORD

2h 19m

Direct

08/01/25

11:24am

JAX

^$706

American Airlines

07/25/25

6:55am

JAX

6h 22m

PHL

07/25/25

12:17pm

ORD

American Airlines

08/01/25

8:05am

ORD

2h 19m

Direct

08/01/25

11:24am

JAX

^$713

American Airlines

07/25/25

1:57pm

JAX

8h 16m

MIA

07/25/25

9:13pm

ORD

American Airlines

08/01/25

8:05am

ORD

2h 19m

Direct

08/01/25

11:24am

JAX

^$713

American Airlines

07/25/25

12:14pm

JAX

2h 46m

Direct

07/25/25

2:00pm

ORD

American Airlines

08/01/25

6:52pm

ORD

2h 30m

Direct

08/01/25

10:22pm

JAX

^$726

American Airlines

07/25/25

11:40am

JAX

6h 36m

DCA

07/25/25

5:16pm

ORD

American Airlines

08/01/25

8:05am

ORD

2h 19m

Direct

08/01/25

11:24am

JAX

^$728

American Airlines

07/25/25

1:57pm

JAX

6h 26m

MIA

07/25/25

7:23pm

ORD

American Airlines

08/01/25

8:05am

ORD

2h 19m

Direct

08/01/25

11:24am

JAX

^$728

American Airlines

07/25/25

3:20pm

JAX

8h 31m

PHL

07/25/25

10:51pm

ORD

American Airlines

08/01/25

8:05am

ORD

2h 19m

Direct

08/01/25

11:24am

JAX

^$728

American Airlines

07/25/25

6:55am

JAX

8h 17m

PHL

07/25/25

2:12pm

ORD

American Airlines

08/01/25

8:05am

ORD

2h 19m

Direct

08/01/25

11:24am

JAX

^$728

American Airlines

07/25/25

4:57pm

JAX

6h 54m

PHL

07/25/25

10:51pm

ORD

American Airlines

08/01/25

8:05am

ORD

2h 19m

Direct

08/01/25

11:24am

JAX

^$728

American Airlines

07/25/25

5:38pm

JAX

7h 39m

MIA

07/26/25

12:17am

ORD

American Airlines

08/01/25

6:52pm

ORD

2h 30m

Direct

08/01/25

10:22pm

JAX

^$736

American Airlines

07/25/25

12:14pm

JAX

2h 46m

Direct

07/25/25

2:00pm

ORD

American Airlines

08/01/25

3:33pm

ORD

6h 1m

DCA

08/01/25

10:34pm

JAX

^$736

American Airlines

07/25/25

7:01pm

JAX

5h 28m

DCA

07/25/25

11:29pm

ORD

American Airlines

08/01/25

6:52pm

ORD

2h 30m

Direct

08/01/25

10:22pm

JAX

^$736

American Airlines

07/25/25

2:25pm

JAX

4h 59m

DCA

07/25/25

6:24pm

ORD

American Airlines

08/01/25

6:52pm

ORD

2h 30m

Direct

08/01/25

10:22pm

JAX

^$736

American Airlines

07/25/25

4:34pm

JAX

8h 12m

DFW

07/25/25

11:46pm

ORD

American Airlines

08/01/25

6:52pm

ORD

2h 30m

Direct

08/01/25

10:22pm

JAX

^$736

American Airlines

07/25/25

7:35pm

JAX

5h 42m

MIA

07/26/25

12:17am

ORD

American Airlines

08/01/25

6:52pm

ORD

2h 30m

Direct

08/01/25

10:22pm

JAX

^$736

American Airlines

07/25/25

8:03pm

JAX

5h 56m

DFW

07/26/25

12:59am

ORD

American Airlines

08/01/25

6:52pm

ORD

2h 30m

Direct

08/01/25

10:22pm

JAX

^$736

American Airlines

07/25/25

8:03pm

JAX

5h 56m

DFW

07/26/25

12:59am

ORD

American Airlines

08/01/25

5:15am

ORD

4h 1m

CLT

08/01/25

10:16am

JAX

^$746

Top Deals on flights Business Class from Jacksonville to Chicago

Jacksonville, US (JAX) - Chicago, US (CHI)

American Airlines

Jul 25

12:14pm

JAX

2h 46m

Direct

Jul 25

2:00pm

ORD

as low as

^$363

Jacksonville, US (JAX) - Chicago, US (CHI)

American Airlines

Jul 25

8:03pm

JAX

5h 56m

DFW

Jul 26

12:59am

ORD

as low as

^$373

Jacksonville, US (JAX) - Chicago, US (CHI)

American Airlines

Jul 25

7:35pm

JAX

5h 42m

MIA

Jul 26

12:17am

ORD

as low as

^$373

Jacksonville, US (JAX) - Chicago, US (CHI)

American Airlines

Jul 25

6:11pm

JAX

4h 20m

CLT

Jul 25

9:31pm

ORD

as low as

^$373

Jacksonville, US (JAX) - Chicago, US (CHI)

American Airlines

Jul 25

2:25pm

JAX

4h 59m

DCA

Jul 25

6:24pm

ORD

as low as

^$373

Jacksonville, US (JAX) - Chicago, US (CHI)

American Airlines

Jul 25

11:06am

JAX

7h 31m

CLT

Jul 25

5:37pm

ORD

as low as

^$373

Jacksonville, US (JAX) - Chicago, US (CHI)

American Airlines

Jul 25

4:34pm

JAX

8h 12m

DFW

Jul 25

11:46pm

ORD

as low as

^$373

Jacksonville, US (JAX) - Chicago, US (CHI)

American Airlines

Jul 25

7:01pm

JAX

5h 28m

DCA

Jul 25

11:29pm

ORD

as low as

^$373

Jacksonville, US (JAX) - Chicago, US (CHI)

American Airlines

Jul 25

1:57pm

JAX

8h 16m

MIA

Jul 25

9:13pm

ORD

as low as

^$416

Jacksonville, US (JAX) - Chicago, US (CHI)

American Airlines

Jul 25

6:55am

JAX

6h 22m

PHL

Jul 25

12:17pm

ORD

as low as

^$416

Jacksonville, US (JAX) - Chicago, US (CHI)

American Airlines

Jul 25

4:57pm

JAX

6h 54m

PHL

Jul 25

10:51pm

ORD

as low as

^$431

Jacksonville, US (JAX) - Chicago, US (CHI)

American Airlines

Jul 25

7:00am

JAX

2h 38m

Direct

Jul 25

8:38am

ORD

as low as

^$703

Frequently Asked Questions

What are the most convenient layover airports for the flight?

The most convenient layover airports for your flight from Jacksonville to Chicago are Dallas Fort Worth International Airport, Hartsfield-Jackson Atlanta International Airport, Charlotte Douglas International Airport, Miami International Airport, and Philadelphia International Airport.

What is the cheapest and fastest flight from Jacksonville to Chicago?

The cheapest flight is with American Airlines for $660, taking 2 hours 46 minutes. The fastest flight is also with American Airlines for $1000, taking 2 hours 38 minutes.

What are all possible destination arrival airports?

The possible destination arrival airport is Chicago O'Hare Airport, as all listed flights from Jacksonville International Airport arrive there.

What is the time difference between destination and arrival?

The time difference between Jacksonville and Chicago is one hour, with Chicago being one hour behind Jacksonville.

Is there a direct flight from Jacksonville to Chicago?

Yes, there is a direct flight from Jacksonville International Airport to Chicago O Hare Airport with American Airlines priced at $660 for the cheapest option, and $1000 for the fastest option.

Are there convenient layover flights from Jacksonville to Chicago?

Yes, there is a convenient one-stop flight from Jacksonville to Chicago offered by American Airlines at a price of $670, with a layover at Dallas Fort Worth International Airport and a total flight time of 5 hours 56 minutes.

Flights to Chicago

Top Destinations

Origins

Return flights

Cabin Class

Flights
North America
United States
Florida
Jacksonville

➔ Business Class Flights From Chicago To Jacksonville

➔ Flights From Jacksonville To Chicago

Business Class Flight Deals from Jacksonville to Chicago from $363

Stops

Airlines

Cabin Class

Departure Airports

Arrival Airports

Layover Airports

Best Price. GUARANTEED.

Top Deals on flights Business Class from Jacksonville to Chicago

Frequently Asked Questions

Flights to Chicago