For a quick departure, use the 'L' train to avoid Chicago traffic when heading to ORD.

Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $278 (CheapOair) |
One-way from | $84 (Kiwi.com) |
Popular in | December |
Cheapest in | August |
Average price | $403 |
Good round-trip deal | $312 or less |
Good one-way deal | $157 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoJacksonville
ORD - JAX
ORDJAX
Chicago O'Hare Intl
Tue 1/27
7:01 am-10:38 pm
1 stop14h 37m
Jacksonville
Tue 2/3
7:03 am-5:45 pm
1 stop11h 42m
ChicagoJacksonville
MDW - JAX
MDWJAX
Chicago Midway
Fri 11/21
8:41 pm-7:21 pm
2 stops21h 40m
Jacksonville
Sun 11/23
9:34 pm-11:30 am
1 stop14h 56m
ChicagoJacksonville
ORD - JAX
ORDJAX
Chicago O'Hare Intl
Wed 1/28
6:16 pm-9:54 pm
Nonstop2h 38m
Jacksonville
Sat 1/31
8:00 am-9:46 am
Nonstop2h 46m
ChicagoJacksonville
ORD - JAX
ORDJAX
Chicago O'Hare Intl
Mon 11/24
8:55 am-5:27 pm
1 stop7h 32m
Jacksonville
Thu 11/27
2:00 pm-6:52 pm
1 stop5h 52m
ChicagoJacksonville
ORD - JAX
ORDJAX
Chicago O'Hare Intl
Wed 1/7
11:12 am-2:46 pm
Nonstop2h 34m
Jacksonville
Wed 1/14
2:40 pm-4:26 pm
Nonstop2h 46m
ChicagoJacksonville
ORD - JAX
ORDJAX
Chicago O'Hare Intl
Thu 12/25
5:31 pm-11:56 pm
1 stop5h 25m
Jacksonville
Wed 12/31
1:44 pm-7:38 pm
1 stop6h 54m
ChicagoJacksonville
ORD - JAX
ORDJAX
Chicago O'Hare Intl
Mon 12/8
6:00 pm-9:32 pm
Nonstop2h 32m
Jacksonville
Mon 12/15
8:10 am-9:54 am
Nonstop2h 44m
ChicagoJacksonville
MDW - JAX
MDWJAX
Chicago Midway
Tue 12/9
1:45 pm-5:00 pm
Nonstop2h 15m
Jacksonville
Fri 12/12
3:50 pm-5:15 pm
Nonstop2h 25m
ChicagoJacksonville
ORD - JAX
ORDJAX
Chicago O'Hare Intl
Mon 12/15
6:00 pm-9:32 pm
Nonstop2h 32m
Jacksonville
Mon 1/12
1:45 pm-6:37 pm
1 stop5h 52m
ChicagoJacksonville
ORD - JAX
ORDJAX
Chicago O'Hare Intl
Sat 12/6
6:10 pm-12:11 am
1 stop5h 01m
Jacksonville
Sat 12/13
5:33 pm-10:43 pm
1 stop6h 10m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars |
The price you pay for your flight from Chicago to Jacksonville may vary depending on when you book. For the best chance of a lower fare, look to book 72 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, June is the cheapest month in which you can book a flight from Chicago to Jacksonville (average of $117). Flying from Chicago to Jacksonville in December is currently the most expensive (average of $259). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
It’s typically best to fly out from Chicago to Jacksonville at noon. Doing so could potentially save you 31% on the flight price compared to flying in the evening, which is usually more expensive.
Travelers seeking maximum savings on their Chicago to Jacksonville flight should consider departing on Sunday evenings when fares are most often at their lowest. Friday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from CHI to JAX are scheduled on a Monday (22 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (15 on average).
Entertainment
Crew
Food
Comfort
Overall
Boarding
Reviews
Sarah,Aug 2024
MDW - AUS
Entertainment
Crew
Food
Comfort
Overall
Boarding
Reviews
Sarah,Aug 2024
MDW - AUS
Entertainment
Crew
Food
Comfort
Overall
Boarding
Reviews
Sarah,Aug 2024
MDW - AUS
Entertainment
Crew
Food
Comfort
Overall
Boarding
Reviews
Sarah,Aug 2024
MDW - AUS
Entertainment
Crew
Food
Comfort
Overall
Boarding
Reviews
Sarah,Aug 2024
MDW - AUS
Entertainment
Crew
Food
Comfort
Overall
Boarding
Reviews
Sarah,Aug 2024
MDW - AUS
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$112 | Average$236 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$144 | Average$376 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$176 | Average$358 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$198 | Average$390 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$255 | Average$414 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$265 | Average$356 | FlexibilityNo cancel fee | On-time62% |