Find Cheap Flights from Chicago to Jacksonville (CHI - JAX)

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Good to Know

Low Season:
September
Best time to beat the crowds
2%
expected price decrease
High Season:
July
Most popular time to fly
3%
expected price increase
Average Price:
$369
(avg. price over the last 2 weeks)
Good Deal:
$305
or less (round trip)

When to Book Flights from Chicago to Jacksonville

Average price per month
Flight prices as travel date approaches
-1 day
-2 days

Top tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for $304 or less.
The cheapest flight from Chicago to Jacksonville was found 71 days before departure, on average.
Book at least 2 weeks before departure in order to get a below-average price.
High season is considered to be June, July and August. The cheapest month to fly is September.
Morning departure is around 1% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking Chicago to Jacksonville Flights

How long does a flight from Chicago to Jacksonville take?
An average nonstop flight takes 2h 15m, covering a distance of 854 miles.
How many flights are there between Chicago and Jacksonville?
There are 213 (nonstop) flights between Chicago and Jacksonville per week, averaging 32 per day.
Which airlines provide the cheapest flights from Chicago to Jacksonville?
In the past 3 days, the cheapest round-trip tickets were found on Frontier ($161), Multiple Airlines ($213) and United ($279).
Do I need a passport to fly between Chicago and Jacksonville?
No.
Which airlines fly most frequently between Chicago and Jacksonville?
United (7 times daily), Air Canada (5 times daily), American Airlines (4 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Chicago to Jacksonville?
For Chicago to Jacksonville, Sunday is the cheapest day to fly on average and Monday is the most expensive. Flying from Jacksonville back to Chicago, the best deals are generally found on Tuesday, with Wednesday being the most expensive.

Book cheap flights from Chicago to Jacksonville (round-trip)

Airports
Origin
Chicago
$161
only
$161
$320
only
$320
Destination
Jacksonville
$161
only
$161
Sun, May 13
ORD
JAX
2h 15m
Thu, May 17
JAX
ORD
2h 48m
Trip: 5 days
5.7OkayShow reviews
Overall 5.7 Okay
Based on 33843 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
BUF
MCO
Good 7.3

Flight was great. Checkin etc was great

ORD
RSW
Good 6.0

Crew was super nice

Delayed 3 hours, boarded and was told would be another 30minutes because of mechanical issues.

DCA
DEN
Excellent 8.0

Friendly staff

Didn't like I wasn't offered a cup of water and they nickel and dime you for EVERYTHING!

DEN
ORD
Excellent 9.6

They left me alone.

Fold down tables are tiny

TPA
LAS
Okay 4.3

Very reasonable price.

You literally have to pay for even the basic things, including for seats to recline. Cushion on seats thin and seats don't recline. 5hrs flight and No entertainment, no tv, no radio, no complimentary food...they offered a cup of water.

Thu, Apr 12
ORD
JAX
22h 31m
Tue, Apr 17
JAX
ORD
5h 32m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Mon, Mar 5
ORD
JAX
13h 47m
Tue, Mar 6
JAX
ORD
2h 35m
Trip: 2 days
5.8OkayShow reviews
Overall 5.8 Okay
Based on 21 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.4
ORD
JAX
Excellent 10.0

Flight staff was fantastic!

ORD
ATL
Okay 5.6

I was so pleased that United offered the flexibility to change my flight before the chicago snowstorm without incurring a change fee.

I paid for seats on my original flight. But ended up sitting separate from my traveling companion on the new flight.

ORD
JAX
Good 6.6

Both airports what one expects when one hopes for a good flight.

ORD
JAX
Good 6.0

Courteous staff

Cramped quarters. Having to pay for entertainment. I didn't. Pretzels were only food offered. I'm gluten free, so pretzels a no-no. I bring my own bag of walnuts, anyway.

ORD
JAX
Excellent 8.6

I enjoyed the flight it was a good flight. The crew was friendly and very polite. Broading went very well. We actually got there about 15 minutes early. I would definitely fly again with them

In all honesty there wasn't much I didn't like everything went good and easy so like I said there wasn't much I did not like about it

Sat, Apr 14
MDW
JAX
4h 55m
Sat, Apr 21
JAX
MDW
4h 26m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
BOS
JFK
Excellent 9.3

The volume controls on the tv we’re pretty poor. Was either too loud or too soft with only 5-6 volume settings.

CZM
ATL
Excellent 10.0

easy but long day coming home

however on the initial trip to cozumel we where rerouted from kc to huntvilles therefore missing our connecting flight to cozumel so the airline was accomodating and reseated us on a flight to cancun instead and I was thankful but i know that that flight was cheaper when i booked this but i didnt want to make the treak to cancun and bus and then ferry to cozumel but ended up doing that anyway is there any way at all to be compensated for the diffrence I am not upset at all but that made for a really long day getting there Just putting it out there

BOS
BNA
Excellent 8.0

Service vey Good. Nice choices. Comfort seating very nice

WiFi awful. Useless.

SMF
ATL
Excellent 8.6

The crew were so polite and happy!

Those seats! UGH!

ATL
MEX
Excellent 10.0

Flight was on time, crew was friendly, plane was clean, and boarding was painless and efficient. Food was served which was a huge plus. I appreciate having a choice of almonds for a snack.

Sun, May 27
ORD
JAX
2h 15m
Tue, May 29
JAX
ORD
2h 48m
Trip: 3 days
5.7OkayShow reviews
Overall 5.7 Okay
Based on 33843 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
MKE
TPA
Mediocre 2.0

the flights and attendents were good ,flight was delayed almost 2 hours on my return flight

didnt have to pay for luggage on first flight put under seat on return flight the girl at ticket counter was rude to me and charged me 45.00 for my bag i put under my seat and she was not a pleasant person to deal with, i wouldnt fly frontier again

IAD
SAT
Mediocre 3.6

The crew was helpful and apologetic.

They purposefully understaffed the check in counter, which you have to use. They charge for every little thing, even carry on bags and snacks. The seats might as well be lawn chairs. They are so close together everyone onboard will die from head injuries if there's an accident. I'll fly Southwest from now on.

ISP
MIA
Excellent 10.0

Great flight from Islip to MIA. Looked at another review about water on flights and I was told by the crew that water is FREE!

Seats are small but newly redesigned.

ATL
DEN
Excellent 8.0

The gate agent and the crew were great to accommodate the barrage of flight changes. Once we were cleared for takeoff the flight was very smooth and the cabin crew as well as the pilots did a fantastic job to ensure timely arrival and that everyone is accommodated.

I received at least 3 emails that that the flight was delayed: by 30min, 12min and then by 1min. Of course the mobile app did not reflect this (in an effort to make things more confusing). Once we boarded it was very very hot inside and the pilot informed us that we'll get cooled as soon as they start the engines.

TPA
LAS
Okay 4.3

Very reasonable price.

You literally have to pay for even the basic things, including for seats to recline. Cushion on seats thin and seats don't recline. 5hrs flight and No entertainment, no tv, no radio, no complimentary food...they offered a cup of water.

Mon, Aug 6
ORD
JAX
2h 36m
Sat, Aug 11
JAX
ORD
2h 46m
Trip: 6 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 28211 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.7
LAS
DFW
Excellent 8.0

Flight was punctual and service was good.

Gate change

JAX
DFW
Excellent 8.6

Polite. Clean. Nice business class.

Would like more Western food.

CLT
ILM
Mediocre 3.0

Three hours delay. I paid for a upgrade to first class. But because of the flight change i didn't get to keep my upgrade and I had to beg for a refund. I have had two trips in the past 5 days and all flights have been anywhere from 1 to 3 hours late. Worst experience with AA I have had in a long time.

JFK
EZE
Excellent 9.0

Beautiful design n great storage

Hard to get out of seat unless in fully upright biz class position

SJU
MIA
Excellent 9.3

New onboard entertainment

Tue, Jun 12
ORD
JAX
2h 15m
Tue, Jun 19
JAX
ORD
2h 48m
Trip: 8 days
5.7OkayShow reviews
Overall 5.7 Okay
Based on 33843 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
ORD
RSW
Good 6.0

Crew was super nice

Delayed 3 hours, boarded and was told would be another 30minutes because of mechanical issues.

TPA
LAS
Okay 4.3

Very reasonable price.

You literally have to pay for even the basic things, including for seats to recline. Cushion on seats thin and seats don't recline. 5hrs flight and No entertainment, no tv, no radio, no complimentary food...they offered a cup of water.

ISP
MIA
Excellent 10.0

Great flight from Islip to MIA. Looked at another review about water on flights and I was told by the crew that water is FREE!

Seats are small but newly redesigned.

DEN
ORD
Excellent 9.6

They left me alone.

Fold down tables are tiny

MCO
CLT
Mediocre 3.3

The flight was ok

First of all the check in lady was rude and unprofessional. The company lost y luggage resulting in extra charges When I was looking for assistance mr Prince was extremely rude, rolling the eyes and not providing support, I was lost and seeking for guidance and I had to figure it out by myself

Thu, Apr 19
ORD
JAX
22h 31m
Tue, Apr 24
JAX
ORD
5h 32m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Sun, Aug 5
ORD
JAX
2h 15m
Thu, Aug 9
JAX
ORD
2h 50m
Trip: 5 days
5.7OkayShow reviews
Overall 5.7 Okay
Based on 33843 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
ISP
MIA
Excellent 10.0

Great flight from Islip to MIA. Looked at another review about water on flights and I was told by the crew that water is FREE!

Seats are small but newly redesigned.

MCO
CLT
Mediocre 3.3

The flight was ok

First of all the check in lady was rude and unprofessional. The company lost y luggage resulting in extra charges When I was looking for assistance mr Prince was extremely rude, rolling the eyes and not providing support, I was lost and seeking for guidance and I had to figure it out by myself

TPA
LAS
Okay 4.3

Very reasonable price.

You literally have to pay for even the basic things, including for seats to recline. Cushion on seats thin and seats don't recline. 5hrs flight and No entertainment, no tv, no radio, no complimentary food...they offered a cup of water.

BUF
MCO
Mediocre 3.3

The service was Ok, but our flight was 4 hours delayed and it wasn't mechanical or weather related delay, the airline made a scheduling error, we almost missed our car rental and we didn't get to our destination til really late at night when it should been there in the daytime. Overall, won't fly with them again

BUF
MCO
Good 7.3

Flight was great. Checkin etc was great

Sat, Mar 31
ORD
JAX
2h 27m
Tue, Apr 10
JAX
ORD
5h 32m
Trip: 11 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Jun 21
ORD
JAX
2h 15m
Sun, Jun 24
JAX
ORD
2h 48m
Trip: 4 days
5.7OkayShow reviews
Overall 5.7 Okay
Based on 33843 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
DEN
ORD
Excellent 9.6

They left me alone.

Fold down tables are tiny

ORD
RSW
Good 6.0

Crew was super nice

Delayed 3 hours, boarded and was told would be another 30minutes because of mechanical issues.

MKE
TPA
Mediocre 2.0

the flights and attendents were good ,flight was delayed almost 2 hours on my return flight

didnt have to pay for luggage on first flight put under seat on return flight the girl at ticket counter was rude to me and charged me 45.00 for my bag i put under my seat and she was not a pleasant person to deal with, i wouldnt fly frontier again

IAD
SAT
Mediocre 3.6

The crew was helpful and apologetic.

They purposefully understaffed the check in counter, which you have to use. They charge for every little thing, even carry on bags and snacks. The seats might as well be lawn chairs. They are so close together everyone onboard will die from head injuries if there's an accident. I'll fly Southwest from now on.

BUF
MCO
Good 7.3

Flight was great. Checkin etc was great

Tue, Jul 3
ORD
JAX
2h 15m
Sat, Jul 7
JAX
ORD
6h 13m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Mar 27
MDW
JAX
4h 13m
Tue, Apr 10
JAX
MDW
4h 29m
Trip: 15 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
BOS
JFK
Excellent 9.3

The volume controls on the tv we’re pretty poor. Was either too loud or too soft with only 5-6 volume settings.

BOS
BNA
Excellent 8.0

Service vey Good. Nice choices. Comfort seating very nice

WiFi awful. Useless.

ATL
JNB
Okay 4.0

Aircraft seemed shabby despite refresh of Comfort Plus, food was really mediocre. Steer clear of the Asian Veg option.

ATL
DTW
Excellent 10.0

Pls see above

BOS
ATL
Okay 4.0

Comfort Plus allowed us to board early, useful USB ports.

Wed, Apr 4
MDW
JAX
4h 03m
Tue, Apr 10
JAX
MDW
4h 24m
Trip: 7 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
DTW
YOW
Excellent 9.3

Please see above. Sherry was amazing

Plane was small and older but it was a short flight

ECP
ATL
Excellent 9.6

We have been on 6 flights over the last 8 days, all with Delta and we have already started telling people how wonderful the service was. Sherry on this last flight was amazing, working so hard all by herself as our flight attendant. We were very impressed. And the pilots all came out to say goodbye and thank you. All very nice...esp for me who needed some wheelchair assistance. We will certainly fly with you again in the future.

Smaller plane but ok for short flight

CZM
ATL
Excellent 10.0

easy but long day coming home

however on the initial trip to cozumel we where rerouted from kc to huntvilles therefore missing our connecting flight to cozumel so the airline was accomodating and reseated us on a flight to cancun instead and I was thankful but i know that that flight was cheaper when i booked this but i didnt want to make the treak to cancun and bus and then ferry to cozumel but ended up doing that anyway is there any way at all to be compensated for the diffrence I am not upset at all but that made for a really long day getting there Just putting it out there

SMF
ATL
Excellent 8.6

The crew were so polite and happy!

Those seats! UGH!

ATL
MEX
Excellent 10.0

Flight was on time, crew was friendly, plane was clean, and boarding was painless and efficient. Food was served which was a huge plus. I appreciate having a choice of almonds for a snack.

Tue, Feb 27
ORD
JAX
9h 34m
Wed, Feb 28
JAX
ORD
15h 30m
Trip: 2 days
Overall 0.0 Poor
Based on 0 reviews
Wed, May 9
MDW
JAX
4h 03m
Mon, May 14
JAX
MDW
5h 38m
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
ATL
MEX
Excellent 10.0

Flight was on time, crew was friendly, plane was clean, and boarding was painless and efficient. Food was served which was a huge plus. I appreciate having a choice of almonds for a snack.

ECP
ATL
Excellent 9.6

We have been on 6 flights over the last 8 days, all with Delta and we have already started telling people how wonderful the service was. Sherry on this last flight was amazing, working so hard all by herself as our flight attendant. We were very impressed. And the pilots all came out to say goodbye and thank you. All very nice...esp for me who needed some wheelchair assistance. We will certainly fly with you again in the future.

Smaller plane but ok for short flight

DTW
MEX
Excellent 8.3

Even though I was disappointed by not being able to get the boarding passes from Delta for Aeromexico’s connecting flight to Bogota, I had an agent greet me after customs in Mexico to issue the boarding pass so I could use the transfer flight line. Excellent service throughout the entire trip.

Confusion over my boarding pass at the Delta terminal in Detroit.

ATL
JNB
Okay 4.0

Aircraft seemed shabby despite refresh of Comfort Plus, food was really mediocre. Steer clear of the Asian Veg option.

ATL
DTW
Excellent 10.0

Pls see above

Sat, Jun 16
ORD
JAX
2h 31m
Tue, Jun 19
JAX
ORD
2h 48m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Sat, May 26
MDW
JAX
4h 23m
Tue, May 29
JAX
MDW
4h 23m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
ATL
DTW
Excellent 10.0

Pls see above

DTW
YOW
Excellent 9.3

Please see above. Sherry was amazing

Plane was small and older but it was a short flight

ATL
MEX
Excellent 10.0

Flight was on time, crew was friendly, plane was clean, and boarding was painless and efficient. Food was served which was a huge plus. I appreciate having a choice of almonds for a snack.

ATL
JNB
Okay 4.0

Aircraft seemed shabby despite refresh of Comfort Plus, food was really mediocre. Steer clear of the Asian Veg option.

SJC
SLC
Excellent 8.8

Good clean aircraft. Fairly comfortable seats. Even had a power outlet in my row. Not too bad for an aircraft from the late 70s.

for some reason, i had to pay to gate check a bag. It didnt seem like anyone else did while boarding my flight.

Sat, Mar 10
ORD
JAX
2h 27m
Tue, Mar 13
JAX
ORD
9h 59m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Mar 8
MDW
JAX
4h 13m
Tue, Mar 13
JAX
MDW
6h 26m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
DTW
YOW
Excellent 9.3

Please see above. Sherry was amazing

Plane was small and older but it was a short flight

ATL
MEX
Excellent 10.0

Flight was on time, crew was friendly, plane was clean, and boarding was painless and efficient. Food was served which was a huge plus. I appreciate having a choice of almonds for a snack.

ATL
JNB
Okay 4.0

Aircraft seemed shabby despite refresh of Comfort Plus, food was really mediocre. Steer clear of the Asian Veg option.

ECP
ATL
Excellent 9.6

We have been on 6 flights over the last 8 days, all with Delta and we have already started telling people how wonderful the service was. Sherry on this last flight was amazing, working so hard all by herself as our flight attendant. We were very impressed. And the pilots all came out to say goodbye and thank you. All very nice...esp for me who needed some wheelchair assistance. We will certainly fly with you again in the future.

Smaller plane but ok for short flight

BOS
ATL
Okay 4.0

Comfort Plus allowed us to board early, useful USB ports.

Show more results

Chicago to Jacksonville Flight Information

Avg. Flight Duration 2h 34m
Flights Arrive in Jacksonville
Flights Depart from Chicago
Flight Price $161
Distance 854 miles
Airlines Frontier, United, Delta, American Airlines
*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

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The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.