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

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Good to Know

Low Season:
September
Best time to beat the crowds
2%
expected price decrease
High Season:
January
Most popular time to fly
2%
expected price increase
Average Price:
$359
(avg. price over the last 2 weeks)
Good Deal:
$298
or less (round trip)

When to Book Flights from Jacksonville to Chicago

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 $298 or less.
The cheapest flight from Jacksonville to Chicago was found 48 days before departure, on average.
Book at least 2 weeks before departure in order to get a below-average price.
Morning departure is around 17% more expensive 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 Jacksonville to Chicago Flights

How long does a flight from Jacksonville to Chicago take?
An average nonstop flight takes 2h 34m, covering a distance of 854 miles.
How many flights are there between Jacksonville and Chicago?
There are 282 (nonstop) flights between Jacksonville and Chicago per week, averaging 43 per day.
Which airlines provide the cheapest flights from Jacksonville to Chicago?
In the past 3 days, the cheapest round-trip tickets were found on Frontier ($161), Multiple Airlines ($190) and United ($193).
Do I need a passport to fly between Jacksonville and Chicago?
No.
Which airlines fly most frequently between Jacksonville and Chicago?
Air Canada (7 times daily), United (7 times daily), ANA (5 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Jacksonville to Chicago?
For Jacksonville to Chicago, Thursday is the cheapest day to fly on average and Saturday is the most expensive. Flying from Chicago back to Jacksonville, the best deals are generally found on Sunday, with Wednesday being the most expensive.

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

Airports
Origin
Jacksonville
$161
only
$161
Destination
Chicago
$161
only
$161
Thu, May 10
JAX
ORD
2h 48m
Sun, May 13
ORD
JAX
2h 15m
Trip: 4 days
5.7OkayShow reviews
Overall 5.7 Okay
Based on 33623 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
SFO
ATL
Mediocre 2.0

Nothing

Everything was horrible!

RSW
DEN
Good 7.0

No access to WiFi. Food selection. No entertainment

SLC
ATL
Excellent 10.0

I had my own row the whole trip.

AUS
IAD
Excellent 8.0

I reserved seats for both flights @ 13.00 per seat (2) and never got the seats I reserved.

MIA
PHL
Excellent 8.0

Seats don’t recline which is nice for tall people who don’t like having their knees smashed

You have to pay extra for a carry on, but I was able to bring my backpack on full of stuff for free so that’s good.

Tue, Apr 10
JAX
ORD
5h 32m
Wed, Apr 18
ORD
JAX
2h 26m
Trip: 9 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Mar 7
JAX
ORD
2h 38m
Sat, Mar 17
ORD
JAX
2h 27m
Trip: 10 days
6.8GoodShow reviews
Overall 6.8 Good
Based on 14 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
SFO
HND
Excellent 8.0

economy plua has a reasonable amount of room, good food for breakfast, nice movies in flight.

they canceled our flight to hanaeda and instead had us take an hour later flight to narita which is a 1 1/2 hour $30 bus ride away which they don’t pay for. this caused us to miss our connecting flight to Asahikawa, the last flight of the day. The connection time allowed was not nearly enough even if the plane had not been an hour late and there are no flights to asahikawa from narita. yo have to transfer to hanaeda. remind me not to fly United to Tokyo again as I’m pretty sure the flight was canceled because it was not full enough. Even the narita flight with all the hanaeda passengers rebooked on it was not full. So i suspect this may be a relatively common occurance on the hanaeda flight.

JAX
ORD
Good 6.6

Thumbs up

JAX
ORD
Mediocre 2.3

Nothing

SEA
SFO
Excellent 9.3

Nothing great, nothing bad. took off and landed on time.

paced seats, nit enough room for carry ons.

SFO
ABQ
Okay 5.2

comfortable seat

delayed 2.5 hrs, stood in jetway for 15 mins while crew fixed seatbelt issue. snack was poor; limited options for soda, small pour & only pretzels as snack!

Sat, Feb 17
JAX
ORD
4h 23m
Sat, Feb 24
ORD
JAX
6h 27m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15421 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ATL
TYS
Excellent 9.5

Flight less than 2/3 full, lots of room for comfort. On time, no need to gate check carry on.

nothing, it was great.

MSP
CUN
Good 6.3

On time, pretty friendly crew

Too small a plane for that long a trip. Bathrooms were VERY small & rare.

JFK
CUN
Okay 4.0

The flight was delayed for 4 hours.

JFK
SLC
Good 6.3

Too many turbulences !!!

ATL
SJD
Excellent 8.0

On time departure, actually got to Cabo early.

The seat in front of mine had a broken reclining lock mechanism and the passenger kept trying to switch from recline to sitting up and it wouldn't latch in the upright position, so he kept jerking the seatback up and down for the entire 4 hour flight. Also the rows were so tight, and seatbacks were so close together, that the reclining seat in front of me was 6 inches from my face.

Thu, May 17
JAX
ORD
2h 48m
Sun, May 20
ORD
JAX
2h 15m
Trip: 4 days
5.7OkayShow reviews
Overall 5.7 Okay
Based on 33623 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
SLC
ATL
Excellent 10.0

I had my own row the whole trip.

ATL
LAX
Excellent 10.0

Very like it !

MKE
MCO
Okay 4.0

The staff was nice

The seats are just awful

SFO
ATL
Mediocre 2.0

From checkin to in flight service. It was horrible. The 5 hours flight with nothing, no tv, movie, nor complimentary snacks or drink. Everything need to be purchased, even a small orange juice cup will cost about $4. The only free is a cup of ice water. When I asked for another water, they told me they only give 2 cups of 2 waters. If I need more, I need to purchase it. Omg! Really? I seriously think they hire those stewardesswith a minimum wage and they have to sale stuff for commission. Why would they need 5 stewardesses when they didn’t even serve.

SFO
ATL
Mediocre 2.0

Nothing

Everything was horrible!

Wed, Apr 11
JAX
ORD
5h 32m
Wed, Apr 18
ORD
JAX
2h 26m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Mar 8
JAX
ORD
2h 38m
Sat, Mar 17
ORD
JAX
2h 27m
Trip: 9 days
6.8GoodShow reviews
Overall 6.8 Good
Based on 14 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
SEA
SFO
Excellent 9.3

Nothing great, nothing bad. took off and landed on time.

paced seats, nit enough room for carry ons.

JAX
ORD
Mediocre 3.5

The flight was delayed an hour and a half due to computer issues. In chicago they stated it was weather, thereby absolving them of any responsibility. We landed at 12, flight departed at 12:25, United did not hold flight for the 8 passengers. Next flight wasn't until 11:36 pm, I instead rentied a car to drive home 5 hours.

JAX
ORD
Good 6.6

Thumbs up

JAX
ORD
Mediocre 2.3

Nothing

SFO
ABQ
Okay 5.2

comfortable seat

delayed 2.5 hrs, stood in jetway for 15 mins while crew fixed seatbelt issue. snack was poor; limited options for soda, small pour & only pretzels as snack!

Tue, Feb 27
JAX
ORD
4h 39m
Wed, Feb 28
ORD
JAX
4h 12m
Trip: 2 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15421 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ATL
SJD
Excellent 8.0

On time departure, actually got to Cabo early.

The seat in front of mine had a broken reclining lock mechanism and the passenger kept trying to switch from recline to sitting up and it wouldn't latch in the upright position, so he kept jerking the seatback up and down for the entire 4 hour flight. Also the rows were so tight, and seatbacks were so close together, that the reclining seat in front of me was 6 inches from my face.

MSP
SMF
Good 6.3

For a 3 hour flight no onboard entertainment. Such a let down

SJD
ATL
Good 7.6

Our Delta plane was brand spanking new. Everything worked and the inflight entertainment system was fantastic with many movies to choose from, free headphones, games, tv shows, etc. The crew was polite and the seating at least as comfortable as expected for a 4 hour flight.

The restrooms in the rear of the plane were remarkably small, even by airline standards. I'm a somewhat larger person and I fit, but I know a lot of people who would literally not be able to fit on the toilet without touching both of the sidewalls or risk getting stuck in there. The boarding process at San Jose Del Cabo was the most ridiculous setup I've ever experienced. There were numerous flights boarding out of the same gates and at least 3 or 4 lines for different destinations forming on a ramp just outside the gates. There were guys with signs trying to herd people into the correct lines and then loading the people onto buses which took you out to the planes. The planes were loading from both the front and rear doors and people were getting tangled up inside because of the haphazard loading process. Very easy for a person to end up on an incorrect plane!!

ATL
TYS
Excellent 9.5

Flight less than 2/3 full, lots of room for comfort. On time, no need to gate check carry on.

nothing, it was great.

DEN
SLC
Mediocre 2.0

Nothing!

Everything

Tue, Feb 6
JAX
ORD
5h 31m
Wed, Feb 14
ORD
JAX
5h 06m
Trip: 9 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Mar 10
JAX
ORD
2h 38m
Sat, Mar 17
ORD
JAX
2h 27m
Trip: 7 days
6.8GoodShow reviews
Overall 6.8 Good
Based on 14 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
JAX
ORD
Mediocre 2.3

Nothing

SFO
HND
Excellent 8.0

economy plua has a reasonable amount of room, good food for breakfast, nice movies in flight.

they canceled our flight to hanaeda and instead had us take an hour later flight to narita which is a 1 1/2 hour $30 bus ride away which they don’t pay for. this caused us to miss our connecting flight to Asahikawa, the last flight of the day. The connection time allowed was not nearly enough even if the plane had not been an hour late and there are no flights to asahikawa from narita. yo have to transfer to hanaeda. remind me not to fly United to Tokyo again as I’m pretty sure the flight was canceled because it was not full enough. Even the narita flight with all the hanaeda passengers rebooked on it was not full. So i suspect this may be a relatively common occurance on the hanaeda flight.

SEA
SFO
Excellent 9.3

Nothing great, nothing bad. took off and landed on time.

paced seats, nit enough room for carry ons.

JAX
ORD
Good 7.3

Flight was on time. Crew was pleasant and friendly.

JAX
ORD
Good 6.6

Thumbs up

Wed, Feb 28
JAX
ORD
5h 21m
Wed, Mar 7
ORD
JAX
5h 21m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15421 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
MSP
SMF
Good 6.3

For a 3 hour flight no onboard entertainment. Such a let down

ORD
ATL
Excellent 10.0

My flight was great. Boarding was easy and the seats were comfortable.

JFK
SLC
Good 6.3

Too many turbulences !!!

ATL
SJD
Excellent 8.0

On time departure, actually got to Cabo early.

The seat in front of mine had a broken reclining lock mechanism and the passenger kept trying to switch from recline to sitting up and it wouldn't latch in the upright position, so he kept jerking the seatback up and down for the entire 4 hour flight. Also the rows were so tight, and seatbacks were so close together, that the reclining seat in front of me was 6 inches from my face.

TYS
ATL
Excellent 8.4

Everything went well...on time, quick boarding and free gate check of bag.

Tue, Feb 13
JAX
ORD
5h 31m
Thu, Feb 22
ORD
JAX
4h 58m
Trip: 10 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Mar 13
JAX
ORD
2h 34m
Sat, Mar 17
ORD
JAX
2h 27m
Trip: 5 days
6.8GoodShow reviews
Overall 6.8 Good
Based on 14 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
SFO
HND
Excellent 8.0

economy plua has a reasonable amount of room, good food for breakfast, nice movies in flight.

they canceled our flight to hanaeda and instead had us take an hour later flight to narita which is a 1 1/2 hour $30 bus ride away which they don’t pay for. this caused us to miss our connecting flight to Asahikawa, the last flight of the day. The connection time allowed was not nearly enough even if the plane had not been an hour late and there are no flights to asahikawa from narita. yo have to transfer to hanaeda. remind me not to fly United to Tokyo again as I’m pretty sure the flight was canceled because it was not full enough. Even the narita flight with all the hanaeda passengers rebooked on it was not full. So i suspect this may be a relatively common occurance on the hanaeda flight.

SEA
SFO
Excellent 9.3

Nothing great, nothing bad. took off and landed on time.

paced seats, nit enough room for carry ons.

JAX
ORD
Good 6.0

When comparing flights between only United flights, the economy & economy plus categories are a distraction. Especially if you are traveling with more than two people. When comparing across airlines, it is annoying because you have to add back costs that the "other" airline include in their price. In the future I am going to compare all "other" flights without United and then check United as the "low cost provider".

MEM
IAH
Excellent 10.0

Terminal was great, flight was great, crew was fruendly

No free movie on thos flight

JAX
ORD
Mediocre 3.6

The credit was polite, hat was about it

We were delayed coming out bc the plane needed de-icing... IN JACKSONVILLE, but they were unable to get manager approval for de-icing and then the truck was out of fuel. Finally, the pilot moved the plane into the sun (which should have happened much sooner). During the flight, the cabin temperature dropped to low 60s and everyone was freezing.

Thu, Mar 1
JAX
ORD
8h 53m
Mon, Mar 5
ORD
JAX
6h 38m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15421 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
DTW
PVR
Excellent 8.6

Easy flight from check-in to boarding to deplaning.

Nothing really! No entertainment and nothing but almonds eaten.

MSP
SMF
Good 6.3

For a 3 hour flight no onboard entertainment. Such a let down

SJD
ATL
Good 7.6

Our Delta plane was brand spanking new. Everything worked and the inflight entertainment system was fantastic with many movies to choose from, free headphones, games, tv shows, etc. The crew was polite and the seating at least as comfortable as expected for a 4 hour flight.

The restrooms in the rear of the plane were remarkably small, even by airline standards. I'm a somewhat larger person and I fit, but I know a lot of people who would literally not be able to fit on the toilet without touching both of the sidewalls or risk getting stuck in there. The boarding process at San Jose Del Cabo was the most ridiculous setup I've ever experienced. There were numerous flights boarding out of the same gates and at least 3 or 4 lines for different destinations forming on a ramp just outside the gates. There were guys with signs trying to herd people into the correct lines and then loading the people onto buses which took you out to the planes. The planes were loading from both the front and rear doors and people were getting tangled up inside because of the haphazard loading process. Very easy for a person to end up on an incorrect plane!!

ATL
MEX
Excellent 10.0

In some Delta flights that I had in the past the plane was just ok, not bad, not good. But this plane ATL-MEX was great, very nice and conformable plane, it looks and feels excellent!

DEN
SLC
Mediocre 2.0

Nothing!

Everything

Wed, Apr 18
JAX
ORD
5h 32m
Wed, Apr 25
ORD
JAX
4h 47m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Mar 24
JAX
ORD
2h 38m
Sat, Mar 31
ORD
JAX
2h 27m
Trip: 8 days
6.8GoodShow reviews
Overall 6.8 Good
Based on 14 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
JAX
ORD
Good 7.3

Flight was on time. Crew was pleasant and friendly.

JAX
ORD
Mediocre 3.5

The flight was delayed an hour and a half due to computer issues. In chicago they stated it was weather, thereby absolving them of any responsibility. We landed at 12, flight departed at 12:25, United did not hold flight for the 8 passengers. Next flight wasn't until 11:36 pm, I instead rentied a car to drive home 5 hours.

JAX
ORD
Mediocre 2.3

Nothing

SEA
SFO
Excellent 9.3

Nothing great, nothing bad. took off and landed on time.

paced seats, nit enough room for carry ons.

JAX
ORD
Mediocre 3.6

The credit was polite, hat was about it

We were delayed coming out bc the plane needed de-icing... IN JACKSONVILLE, but they were unable to get manager approval for de-icing and then the truck was out of fuel. Finally, the pilot moved the plane into the sun (which should have happened much sooner). During the flight, the cabin temperature dropped to low 60s and everyone was freezing.

Mon, Mar 5
JAX
ORD
4h 54m
Tue, Mar 6
ORD
JAX
6h 08m
Trip: 2 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15421 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ORD
ATL
Excellent 10.0

My flight was great. Boarding was easy and the seats were comfortable.

MSP
SMF
Good 6.3

For a 3 hour flight no onboard entertainment. Such a let down

DTW
PVR
Excellent 8.6

Easy flight from check-in to boarding to deplaning.

Nothing really! No entertainment and nothing but almonds eaten.

TYS
ATL
Excellent 8.4

Everything went well...on time, quick boarding and free gate check of bag.

ATL
MEX
Excellent 10.0

In some Delta flights that I had in the past the plane was just ok, not bad, not good. But this plane ATL-MEX was great, very nice and conformable plane, it looks and feels excellent!

Tue, Feb 13
JAX
ORD
2h 40m
Tue, Feb 20
ORD
JAX
2h 25m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Mon, Mar 26
JAX
ORD
2h 44m
Wed, Apr 4
ORD
JAX
2h 27m
Trip: 10 days
6.8GoodShow reviews
Overall 6.8 Good
Based on 14 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
SFO
ABQ
Okay 5.2

comfortable seat

delayed 2.5 hrs, stood in jetway for 15 mins while crew fixed seatbelt issue. snack was poor; limited options for soda, small pour & only pretzels as snack!

JAX
ORD
Mediocre 3.6

The credit was polite, hat was about it

We were delayed coming out bc the plane needed de-icing... IN JACKSONVILLE, but they were unable to get manager approval for de-icing and then the truck was out of fuel. Finally, the pilot moved the plane into the sun (which should have happened much sooner). During the flight, the cabin temperature dropped to low 60s and everyone was freezing.

JAX
ORD
Good 6.0

When comparing flights between only United flights, the economy & economy plus categories are a distraction. Especially if you are traveling with more than two people. When comparing across airlines, it is annoying because you have to add back costs that the "other" airline include in their price. In the future I am going to compare all "other" flights without United and then check United as the "low cost provider".

JAX
ORD
Good 6.6

Thumbs up

JAX
ORD
Excellent 10.0

Everything went smoothly.

Thu, Mar 8
JAX
ORD
7h 04m
Mon, Mar 19
ORD
JAX
4h 46m
Trip: 11 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15421 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
TYS
ATL
Excellent 8.4

Everything went well...on time, quick boarding and free gate check of bag.

ATL
TYS
Excellent 9.5

Flight less than 2/3 full, lots of room for comfort. On time, no need to gate check carry on.

nothing, it was great.

MSP
CUN
Good 6.3

On time, pretty friendly crew

Too small a plane for that long a trip. Bathrooms were VERY small & rare.

JFK
CUN
Okay 4.0

The flight was delayed for 4 hours.

ATL
SJD
Excellent 8.0

On time departure, actually got to Cabo early.

The seat in front of mine had a broken reclining lock mechanism and the passenger kept trying to switch from recline to sitting up and it wouldn't latch in the upright position, so he kept jerking the seatback up and down for the entire 4 hour flight. Also the rows were so tight, and seatbacks were so close together, that the reclining seat in front of me was 6 inches from my face.

Show more results

Jacksonville to Chicago Flight Information

Avg. Flight Duration 2h 32m
Flights Arrive in Chicago
Flights Depart from Jacksonville
Flight Price $161
Distance 854 miles
Airlines Frontier, United, Delta
*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

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Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

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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.