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CHI - OAJ

$176 Find cheap flights from Chicago to Jacksonville

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 7/23. 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
Wed 7/10
Wed 7/17

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 42,898,604 times on KAYAK, and here is why:

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

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Jacksonville that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
4:45 pm - 11:59 pmORD-OAJ
6h 14m1 stop
3:10 pm - 7:29 pmOAJ-ORD
5h 19m1 stop
$402American Airlines
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Sat, Jul 6 - Sat, Jul 13
4:45 pm - 11:59 pmORD-OAJ
6h 14m1 stop
5:16 am - 10:31 amOAJ-ORD
6h 15m1 stop
$431American Airlines
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Mon, Jul 29 - Tue, Jul 30
7:05 am - 12:24 pmORD-OAJ
4h 19m1 stop
5:44 am - 3:37 pmOAJ-ORD
10h 53m2 stops
$443Delta
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Mon, Jul 29 - Tue, Jul 30
6:00 am - 12:24 pmMDW-OAJ
5h 24m1 stop
5:44 am - 11:44 amOAJ-MDW
7h 00m1 stop
$468Delta
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Mon, Jul 29 - Tue, Jul 30
6:00 am - 12:24 pmMDW-OAJ
5h 24m1 stop
5:44 am - 2:09 pmOAJ-MDW
9h 25m2 stops
$473Delta
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Mon, Jul 29 - Tue, Jul 30
9:45 am - 5:37 pmORD-OAJ
6h 52m1 stop
5:16 am - 1:24 pmOAJ-ORD
9h 08m2 stops
$518American Airlines
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Sat, Jul 6 - Sat, Jul 13
6:00 am - 12:29 pmMDW-OAJ
5h 29m1 stop
5:44 am - 9:51 amOAJ-MDW
5h 07m1 stop
$574Delta
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Fri, Jun 28 - Sat, Jul 6
1:24 pm - 10:54 pmMDW-OAJ
8h 30m2 stops
5:44 am - 9:51 amOAJ-MDW
5h 07m1 stop
$579Delta
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Fri, Jun 28 - Sat, Jul 6
4:46 pm - 11:59 pmORD-OAJ
6h 13m1 stop
10:20 pm - 1:21 amOAJ-ORD
4h 01m1 stop
$581American Airlines
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Wed, Jul 3 - Sun, Jul 7
6:00 am - 12:29 pmORD-OAJ
5h 29m1 stop
1:09 pm - 8:58 pmOAJ-ORD
8h 49m2 stops
$582Delta
Find Deal
Sat, Jun 22 - Wed, Jun 26

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 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.

Good to know

Low season

February

High season

December

Cheapest flight

$176
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?

    In the last 3 days, the lowest price for a flight from Chicago to Jacksonville was $176 for a one-way ticket and $402 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?

    oneworld, and SkyTeam 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 $440 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 10295 reviews
7.4Food
7.9Comfort
8.2Boarding
8.6Crew
8.0Entertainment
Airline reviews

3 hours late and all they have is was a $12 meal voucher. That’s not even enough to cover fast food.

2.0 MediocreCraig, Jun 2024CVG - LGA
Read more about Delta reviews

3 hours late and all they have is was a $12 meal voucher. That’s not even enough to cover fast food.

Among the poorest flights I’ve had with Delta in a while. Entertainment system failed completely on a 7.5 hr flight. Crew seemed distracted and not the normal friendly crew. Flight overbooked it seemed… very crowded.

If I can, I always fly Delta. I’ve found their service to always be reliable and pleasant.

You could have not cancelled the flight (AA, which I will be flying from now on) left for BOS despite the fictitious weather issues (that no one in my Boston family could see). You could have rebooked my direct flight to another direct flight instead of sending me though JFK, the worst US airport after O’Hara You could have rebooked me on a Main Cabin seat (like the one I paid for in my original ticket instead of putting me a the last row on JFK->BOS leg, pocketing the difference in ticket price But I do not really care whether you will ever do that in a future because in a future neither I nor anyone from my company (unless they pay out of pocket) nor an of my clients and partners (if they heed my advice) will ever be caught dead on any of Delta flights

Really bad baggage handling. Had my Rimowa bag badly damaged at the latches.

It was pretty good I was worried with the short Layover that I might not catch my connection but the gate was there

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

There was plenty of overhead room but half of the passengers were told they had to check their carryon bags. My partner and I checked in as early as possible and our seats were split across the aisle.

Friendly flight attendants. Comfort plus seats were very comfortable and had lots of leg room. 10A and 10 B.

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

My husband and I pre-ordered our food, but they did not have my husband’s order, and my cheese plate was very average. I asked for a blanket and was told they don’t carry blankets on domestic routs. The flight was on time and smooth!

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

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.
7/23Tue
1 stopAmerican Airlines
5h 05mORD-OAJ
$176
7/23Tue
2 stopsAmerican Airlines
7h 07mORD-OAJ
$216
7/22Mon
1 stopAmerican Airlines
4h 34mORD-OAJ
$248
7/24Wed
2 stopsAmerican Airlines
8h 45mORD-OAJ
$282
7/22Mon
2 stopsAmerican Airlines
9h 36mORD-OAJ
$364

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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.
6/14Fri
multi-stopDelta
6h 14mORD-OAJ
6/17Mon
multi-stopDelta
8h 56mOAJ-ORD
$715
6/14Fri
multi-stopDelta
11h 49mORD-OAJ
6/17Mon
multi-stopDelta
10h 53mOAJ-ORD
$720
6/14Fri
multi-stopAmerican Airlines
4h 11mORD-OAJ
6/17Mon
multi-stopAmerican Airlines
4h 32mOAJ-ORD
$735

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Flights to Jacksonville

Destination:

Jacksonville (OAJ)United States

Return flight deals:

Jacksonville - Chicago

Cabin classes: