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Cheap flights from Chicago to Jacksonville from $139

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Jacksonville departing on 11/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
5:30 am - 11:13 amORD-OAJ
4h 43m1 stop
Delta Logo
11:53 am - 4:45 pmOAJ-ORD
5h 52m1 stop
$237Delta
Find Deal
Fri, Dec 12 - Mon, Dec 15
Delta Logo
4:30 pm - 10:14 pmMDW-OAJ
4h 44m1 stop
Delta Logo
11:06 am - 3:25 pmOAJ-MDW
5h 19m1 stop
$339Delta
Find Deal
Sat, Mar 28 - Sat, Apr 4
Delta Logo
7:00 am - 10:14 pmORD-OAJ
14h 14m2 stops
Delta Logo
5:40 am - 10:06 amOAJ-ORD
5h 26m1 stop
$341Delta
Find Deal
Thu, Jan 22 - Tue, Jan 27
Delta Logo
11:19 am - 5:59 pmORD-OAJ
5h 40m1 stop
Delta Logo
6:44 pm - 12:02 amOAJ-ORD
6h 18m1 stop
$342Delta
Find Deal
Mon, Nov 17 - Mon, Nov 24
Delta Logo
10:35 am - 5:43 pmMDW-OAJ
6h 08m1 stop
Delta Logo
12:00 pm - 4:25 pmOAJ-MDW
5h 25m1 stop
$358Delta
Find Deal
Thu, Jan 22 - Tue, Jan 27
Delta Logo
5:50 am - 1:39 pmORD-OAJ
6h 49m1 stop
Delta Logo
5:40 am - 10:06 amOAJ-ORD
5h 26m1 stop
$358Delta
Find Deal
Thu, Jan 22 - Tue, Jan 27
Delta Logo
7:00 am - 10:14 pmORD-OAJ
14h 14m2 stops
Delta Logo
11:06 am - 4:39 pmOAJ-ORD
6h 33m1 stop
$360Delta
Find Deal
Thu, Jan 22 - Mon, Jan 26
Delta Logo
12:47 pm - 5:59 pmMDW-OAJ
4h 12m1 stop
Delta Logo
5:30 am - 9:41 amOAJ-MDW
5h 11m1 stop
$368Delta
Find Deal
Mon, Nov 24 - Tue, Dec 2
American Airlines Logo
8:20 am - 1:33 pmORD-OAJ
4h 13m1 stop
American Airlines Logo
6:10 am - 1:08 pmOAJ-ORD
7h 58m2 stops
$382American Airlines
Find Deal
Fri, Dec 12 - Mon, Dec 15
American Airlines Logo
2:50 pm - 10:58 pmORD-OAJ
7h 08m2 stops
American Airlines Logo
1:57 pm - 8:15 pmOAJ-ORD
7h 18m2 stops
$387American Airlines
Find Deal
Thu, Jan 22 - Mon, Jan 26

Delta flights from Chicago to Jacksonville, North Carolina

Our best Delta deals on Chicago to Jacksonville, North Carolina flight tickets
Delta
Dec 12
ORD5:30 amChicago O'Hare Intl
4h 43m
1 stop
OAJ11:13 amJacksonville Albert J Ellis
Dec 15
OAJ11:53 amJacksonville Albert J Ellis
5h 52m
1 stop
ORD4:45 pmChicago O'Hare Intl
$237
Find similar
Delta
Mar 28
MDW4:30 pmChicago Midway
4h 44m
1 stop
OAJ10:14 pmJacksonville Albert J Ellis
Apr 4
OAJ11:06 amJacksonville Albert J Ellis
5h 19m
1 stop
MDW3:25 pmChicago Midway
$339
Find similar
Delta
Jan 22
ORD7:00 amChicago O'Hare Intl
14h 14m
2 stops
OAJ10:14 pmJacksonville Albert J Ellis
Jan 27
OAJ5:40 amJacksonville Albert J Ellis
5h 26m
1 stop
ORD10:06 amChicago O'Hare Intl
$341
Find similar

American Airlines flights from Chicago to Jacksonville, North Carolina

Our best American Airlines deals on Chicago to Jacksonville, North Carolina flight tickets
American Airlines
Dec 12
ORD8:20 amChicago O'Hare Intl
4h 13m
1 stop
OAJ1:33 pmJacksonville Albert J Ellis
Dec 15
OAJ6:10 amJacksonville Albert J Ellis
7h 58m
2 stops
ORD1:08 pmChicago O'Hare Intl
$382
Find similar
American Airlines
Jan 22
ORD2:50 pmChicago O'Hare Intl
7h 08m
2 stops
OAJ10:58 pmJacksonville Albert J Ellis
Jan 26
OAJ1:57 pmJacksonville Albert J Ellis
7h 18m
2 stops
ORD8:15 pmChicago O'Hare Intl
$387
Find similar
American Airlines
Nov 12
ORD3:44 pmChicago O'Hare Intl
6h 18m
1 stop
OAJ11:02 pmJacksonville Albert J Ellis
Nov 16
OAJ5:00 amJacksonville Albert J Ellis
5h 05m
1 stop
ORD9:05 amChicago O'Hare Intl
$401
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Jacksonville, North Carolina that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated October 22, 2025.
Use the filters below to find and compare flights from Chicago to Jacksonville, North Carolina that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoJacksonville

ORD - OAJ

ORDOAJ

Chicago O'Hare Intl

Fri 12/12

5:30 am-11:13 am

1 stop4h 43m

Jacksonville Albert J Ellis

Mon 12/15

11:53 am-4:45 pm

1 stop5h 52m

$237

ChicagoJacksonville

MDW - OAJ

MDWOAJ

Chicago Midway

Sat 3/28

4:30 pm-10:14 pm

1 stop4h 44m

Jacksonville Albert J Ellis

Sat 4/4

11:06 am-3:25 pm

1 stop5h 19m

$339

ChicagoJacksonville

ORD - OAJ

ORDOAJ

Chicago O'Hare Intl

Thu 1/22

7:00 am-10:14 pm

2 stops14h 14m

Jacksonville Albert J Ellis

Tue 1/27

5:40 am-10:06 am

1 stop5h 26m

$341

ChicagoJacksonville

ORD - OAJ

ORDOAJ

Chicago O'Hare Intl

Mon 11/17

11:19 am-5:59 pm

1 stop5h 40m

Jacksonville Albert J Ellis

Mon 11/24

6:44 pm-12:02 am

1 stop6h 18m

$342

ChicagoJacksonville

MDW - OAJ

MDWOAJ

Chicago Midway

Thu 1/22

10:35 am-5:43 pm

1 stop6h 08m

Jacksonville Albert J Ellis

Tue 1/27

12:00 pm-4:25 pm

1 stop5h 25m

$358

ChicagoJacksonville

ORD - OAJ

ORDOAJ

Chicago O'Hare Intl

Thu 1/22

5:50 am-1:39 pm

1 stop6h 49m

Jacksonville Albert J Ellis

Tue 1/27

5:40 am-10:06 am

1 stop5h 26m

$358

ChicagoJacksonville

ORD - OAJ

ORDOAJ

Chicago O'Hare Intl

Thu 1/22

7:00 am-10:14 pm

2 stops14h 14m

Jacksonville Albert J Ellis

Mon 1/26

11:06 am-4:39 pm

1 stop6h 33m

$360

ChicagoJacksonville

MDW - OAJ

MDWOAJ

Chicago Midway

Mon 11/24

12:47 pm-5:59 pm

1 stop4h 12m

Jacksonville Albert J Ellis

Tue 12/2

5:30 am-9:41 am

1 stop5h 11m

$368

ChicagoJacksonville

ORD - OAJ

ORDOAJ

Chicago O'Hare Intl

Fri 12/12

8:20 am-1:33 pm

1 stop4h 13m

Jacksonville Albert J Ellis

Mon 12/15

6:10 am-1:08 pm

2 stops7h 58m

$382

ChicagoJacksonville

ORD - OAJ

ORDOAJ

Chicago O'Hare Intl

Thu 1/22

2:50 pm-10:58 pm

2 stops7h 08m

Jacksonville Albert J Ellis

Mon 1/26

1:57 pm-8:15 pm

2 stops7h 18m

$387

Flights are sorted by cheapest round-trip flights first.

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How to get the cheapest flight ticket from Chicago to Jacksonville, North Carolina

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Jacksonville, North Carolina?

The cheapest day to depart from Chicago to Jacksonville, North Carolina is on a Tuesday. Travelers who choose to depart for Jacksonville, North Carolina on a Tuesday will often find tickets for as low as $294. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Jacksonville, North Carolina on Sunday is $587.

What is the cheapest time of day to depart on your flight to Jacksonville, North Carolina?

In the afternoon is the cheapest time of day to fly from Chicago to Jacksonville, North Carolina when you can find flight prices for as low as $380. Flying to Jacksonville, North Carolina in the afternoon is an ideal time because this is during off-peak travel hours. In contrast, the most expensive time of day to depart to Jacksonville, North Carolina is at noon when prices are around $686.

When to book flights from Chicago to Jacksonville, North Carolina

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Jacksonville, North Carolina according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Jacksonville, North Carolina (CHI to OAJ) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Jacksonville, North Carolina

Direct flights

None
There are no direct flights from Chicago to Jacksonville, North Carolina. There are no popular flight routes from Chicago to Jacksonville, North Carolina.
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  • How far is Chicago to Jacksonville Albert J Ellis by plane?

    Chicago and Jacksonville Albert J Ellis are 738.6 mi apart from one another. Flights usually cover this in 4h 12m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago to Jacksonville Albert J Ellis Airport?

    Prices for flights from Chicago to Jacksonville Albert J Ellis Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Chicago to Jacksonville Albert J Ellis Airport?

  • How old do you have to be to fly from Chicago to Jacksonville Albert J Ellis Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Jacksonville Albert J Ellis Airport.

  • What documentation or ID do you need to fly to Jacksonville Albert J Ellis Airport?

    The travel and health documents required for your trip to Jacksonville Albert J Ellis Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Jacksonville Albert J Ellis Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Chicago to Jacksonville, North Carolina?

Best airlines flying from Chicago to Jacksonville, North Carolina

Compare and see reviews for airlines that fly from Chicago to Jacksonville, North Carolina with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $256Free CancellationRating
7.2
11,029 reviews
Search American Airlines flights

Traveling to a place near Jacksonville?

Book flights to Jacksonville if you plan to visit one of these locations
North Topsail Beach

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Jacksonville?

Finding the right flight to Jacksonville from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Jacksonville quick and easy, saving you time and money.

Can I find flights from Chicago to Jacksonville with flexible booking policies on momondo?

Yes. All flights to Jacksonville from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Jacksonville?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Jacksonville.

I’m not ready to book a flight from Chicago to Jacksonville right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Jacksonville flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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