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CHI - OAJ

$159 Find cheap flights from Chicago to Jacksonville, North Carolina

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Jacksonville departing on 6/22. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sat 6/15
Sat 6/22

Search hundreds of travel sites at once for deals on flights to Jacksonville

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Jacksonville, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Jacksonville, as well as popular online travel agencies
In the last 7 days travelers have searched 42,211,976 times on KAYAK, and here is why:

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Cheap flight deals from Chicago to Jacksonville (CHI-OAJ)

 
These are the cheapest deals for flights from Chicago to Jacksonville currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Chicago to Jacksonville

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Chicago to Jacksonville.

Recent one-way flight deals from Chicago to Jacksonville

Only flying one-way? Below are some of the best one-way flight deals from Chicago to Jacksonville found on KAYAK recently.

Recent last minute flight deals from Chicago to Jacksonville

Leaving soon but still want a bargain? Check out these latest deals for last minute flights from Chicago to Jacksonville.

Recent direct flight deals from Chicago to Jacksonville

The latest deals for direct flights from Chicago to Jacksonville so you can sit back and relax without the need for a layover.

Cheap bus & train deals from Chicago to Jacksonville

Find recent round-trip train or bus tickets from Chicago to Jacksonville.

All round-trip flight deals to Jacksonville

The cheapest plane tickets to Jacksonville found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
8:30 am - 2:36 pmORD-OAJ
5h 06m1 stop
7:07 am - 12:17 pmOAJ-ORD
6h 10m1 stop
$349American Airlines
Find Deal
Wed, Jul 10 - Wed, Jul 17
9:45 am - 5:45 pmORD-OAJ
7h 00m1 stop
7:07 am - 10:31 amOAJ-ORD
4h 24m1 stop
$374American Airlines
Find Deal
Tue, Jul 2 - Sat, Jul 6
3:45 pm - 10:54 pmMDW-OAJ
6h 09m1 stop
1:15 pm - 5:14 pmOAJ-MDW
4h 59m1 stop
$428Delta
Find Deal
Wed, Jun 19 - Sat, Aug 24
3:40 pm - 10:54 pmORD-OAJ
6h 14m1 stop
1:15 pm - 7:48 pmOAJ-ORD
7h 33m1 stop
$428Delta
Find Deal
Wed, Jun 19 - Sat, Aug 24
1:24 pm - 10:54 pmMDW-OAJ
8h 30m2 stops
1:15 pm - 5:14 pmOAJ-MDW
4h 59m1 stop
$433Delta
Find Deal
Wed, Jun 19 - Sat, Aug 24
3:40 pm - 10:54 pmORD-OAJ
6h 14m1 stop
1:15 pm - 9:17 pmOAJ-ORD
9h 02m2 stops
$433Delta
Find Deal
Wed, Jun 19 - Sat, Aug 24
10:05 am - 10:54 pmORD-OAJ
11h 49m2 stops
1:15 pm - 9:17 pmOAJ-ORD
9h 02m2 stops
$438Delta
Find Deal
Wed, Jun 19 - Sat, Aug 24
6:00 am - 12:29 pmORD-OAJ
5h 29m1 stop
5:44 am - 1:40 pmOAJ-ORD
8h 56m2 stops
$483Delta
Find Deal
Wed, Jul 10 - Wed, Jul 17
10:05 am - 10:54 pmORD-OAJ
11h 49m2 stops
1:14 pm - 8:57 pmOAJ-ORD
8h 43m2 stops
$538Delta
Find Deal
Thu, Jun 27 - Mon, Jul 8
6:52 am - 5:45 pmORD-OAJ
9h 53m2 stops
7:07 am - 10:31 amOAJ-ORD
4h 24m1 stop
$558American Airlines
Find Deal
Tue, Jul 2 - Sat, Jul 6
6:00 am - 12:29 pmORD-OAJ
5h 29m1 stop
$159Delta
Find Deal
Sat, Jun 22
6:00 am - 12:24 pmMDW-OAJ
5h 24m1 stop
$239Delta
Find Deal
Thu, Jul 18
7:05 am - 12:24 pmORD-OAJ
4h 19m1 stop
$239Delta
Find Deal
Thu, Jul 18
1:25 pm - 10:54 pmORD-OAJ
8h 29m2 stops
$244Delta
Find Deal
Sat, Jun 22
6:00 am - 12:29 pmORD-OAJ
5h 29m1 stop
$289Delta
Find Deal
Sun, Jun 23
3:40 pm - 10:54 pmORD-OAJ
6h 14m1 stop
$329Delta
Find Deal
Fri, Jun 14
10:15 am - 10:49 pmORD-OAJ
11h 34m2 stops
$334Delta
Find Deal
Thu, Jul 18
1:24 pm - 10:49 pmMDW-OAJ
8h 25m2 stops
$384Delta
Find Deal
Thu, Jul 18
10:05 am - 10:54 pmORD-OAJ
11h 49m2 stops
$384Delta
Find Deal
Fri, Jun 14
6:01 am - 2:29 pmORD-OAJ
7h 28m2 stops
$454American Airlines
Find Deal
Sun, Jun 23
3:45 pm - 11:32 pmMDW-OAJ
6h 47m1 stop
5:55 am - 12:40 pmOAJ-MDW
7h 45m2 stops
$697Delta
Find Deal
Sat, May 18 - Tue, May 21
5:57 pm - 11:32 pmORD-OAJ
4h 35m1 stop
5:55 am - 12:42 pmOAJ-ORD
7h 47m2 stops
$697Delta
Find Deal
Sat, May 18 - Tue, May 21
11:59 am - 11:32 pmMDW-OAJ
10h 33m2 stops
5:55 am - 12:40 pmOAJ-MDW
7h 45m2 stops
$702Delta
Find Deal
Sat, May 18 - Tue, May 21
12:20 pm - 11:32 pmORD-OAJ
10h 12m2 stops
5:55 am - 12:42 pmOAJ-ORD
7h 47m2 stops
$702Delta
Find Deal
Sat, May 18 - Tue, May 21
9:55 am - 5:30 pmORD-OAJ
6h 35m1 stop
11:03 am - 5:26 pmOAJ-ORD
7h 23m1 stop
$714American Airlines
Find Deal
Sat, May 18 - Tue, May 21
3:45 pm - 11:32 pmMDW-OAJ
6h 47m1 stop
5:55 am - 11:52 amOAJ-MDW
6h 57m1 stop
$960Delta
Find Deal
Sat, May 18 - Tue, May 21

Flights from Chicago to Jacksonville - Travel Insights & Trends

Get data-powered insights and trends into flights from Chicago to Jacksonville to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago to Jacksonville?

The average price of all flights from Chicago to Jacksonville, North Carolina clicked on KAYAK for each day over the last 12 months.
When flying from Chicago to Jacksonville, you should consider leaving on a Wednesday and avoid Saturdays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Mondays and the most expensive ones on Fridays.

Which airlines provide the cheapest flights from Chicago to Jacksonville?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the past 3 days, the cheapest one-way tickets to Jacksonville from Chicago were found on Delta ($159) and American Airlines ($454), and the lowest round-trip tickets were found on American Airlines ($349) and Delta ($428).

Good to know

Low season

February

High season

December

Cheapest flight

$159
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from Chicago O'Hare Airport to Jacksonville

When to book flights from Chicago to Jacksonville

Are your dates flexible? Find out the best times to travel from Chicago to Jacksonville based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Jacksonville

  • What is the cheapest flight from Chicago to Jacksonville, North Carolina?

    In the last 3 days, the lowest price for a flight from Chicago to Jacksonville, North Carolina was $159 for a one-way ticket and $349 for a round-trip.

  • Do I need a passport to fly between Chicago and Jacksonville?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Chicago to Jacksonville?

    There are 2 airports in Chicago (Chicago Midway and Chicago O'Hare Intl.) and only 1 airport in Jacksonville (Jacksonville Albert J Ellis). The cheapest flights are generally found on the Chicago O'Hare Airport to Jacksonville Albert J Ellis flight route.

  • Which aircraft models fly most regularly from Chicago to Jacksonville?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Jacksonville?

    SkyTeam, and oneworld are the airline alliances operating flights between Chicago and Jacksonville, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Chicago to Jacksonville, Delta or American Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Jacksonville are Delta and American Airlines. With an average price for the route of $398 and an overall rating of 8.0, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $455 and an overall rating of 7.3.

  • How does KAYAK find such low prices on flights from Chicago to Jacksonville?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Jacksonville.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Jacksonville?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Jacksonville from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Jacksonville?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Jacksonville with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Jacksonville?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Jacksonville from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airlines flying from Chicago to Jacksonville

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Jacksonville. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Jacksonville? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10673 reviews
8.6Crew
7.4Food
8.2Boarding
7.9Comfort
8.0Entertainment
Airline reviews

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

2.0 MediocreDevan, May 2024AUS - BOS
Read more about Delta reviews

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

The plane from SNA wouldn’t start after 5 tries. The team gave me an option of flying direct from LAX and giving me a Lyft ride there! Perfect!

Best airline! Always friendly and welcoming. Skyclub was great and loved the fast free wifi on board. I also love that you can pre-order your meal on the app!

Atlanta boarding crew at gate were filled with arrogance and were disrespectful. In flight crew showed indifference to the needs of passengers. This is about the flight from ATL to BDL.

Boarding was somewhat chaotic. Unable to evaluate crew or food/drink because captain kept them seated due to turbulence. Have no idea if entertainment was offered.

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

Flight was delayed at departure due to weather and the need for de-icing. The flight was smooth but there was a delay at arrival due to weather. We were in a hold for 20 minutes or more. The flight arrived more than 30 minutes late. Airlines have no control over the weather and I'm glad that they follow all safety procedures. Had to wait a long time for my checked luggage. Whole process was slow and the bags arrived wet due to the rain. The onboard wifi and entertainment access was spotty and the signal was dropped several times. Otherwise the crew was great and friendly. They tried to get everyone's bags stowed and seated so we could take off.

Regarding the boarding: it needs more efforts to make it more convenient

Deicing in Denver took forever and I almost missed my connection. De-ice faster! Not Americans fault.

Book cheap flights from Chicago to Jacksonville

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Jacksonville found on KAYAK in the last 72 hours.
6/22Sat
1 stopDelta
5h 29mORD-OAJ
$159
7/18Thu
1 stopDelta
5h 24mMDW-OAJ
$239
7/18Thu
1 stopDelta
4h 19mORD-OAJ
$239
6/22Sat
2 stopsDelta
8h 29mORD-OAJ
$244
6/23Sun
1 stopDelta
5h 29mORD-OAJ
$289
6/14Fri
1 stopDelta
6h 14mORD-OAJ
$329
7/18Thu
2 stopsDelta
11h 34mORD-OAJ
$334
7/18Thu
2 stopsDelta
8h 25mMDW-OAJ
$384
6/14Fri
2 stopsDelta
11h 49mORD-OAJ
$384
6/23Sun
2 stopsAmerican Airlines
7h 28mORD-OAJ
$454

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Last minute flights from Chicago to Jacksonville

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Jacksonville that are departing in the next 10 days.
5/18Sat
multi-stopDelta
6h 47mMDW-OAJ
5/21Tue
multi-stopDelta
7h 45mOAJ-MDW
$697
5/18Sat
multi-stopDelta
4h 35mORD-OAJ
5/21Tue
multi-stopDelta
7h 47mOAJ-ORD
$697
5/18Sat
multi-stopDelta
10h 33mMDW-OAJ
5/21Tue
multi-stopDelta
7h 45mOAJ-MDW
$702
5/18Sat
multi-stopDelta
10h 12mORD-OAJ
5/21Tue
multi-stopDelta
7h 47mOAJ-ORD
$702
5/18Sat
multi-stopAmerican Airlines
6h 35mORD-OAJ
5/21Tue
multi-stopAmerican Airlines
7h 23mOAJ-ORD
$714
5/18Sat
multi-stopDelta
6h 47mMDW-OAJ
5/21Tue
multi-stopDelta
6h 57mOAJ-MDW
$960

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Flights to Jacksonville

Destination:

Jacksonville (OAJ)United States

Return flight deals:

Jacksonville - Chicago

Cabin classes: