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Cheap flights from Chicago to Jacksonville from $277

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Jacksonville departing on 9/30. 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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Find the cheapest flights from Chicago to Jacksonville

Cheap round-trip flights

Delta Logo
5:30 am - 11:08 amORD-OAJ
4h 38m1 stop
Delta Logo
5:05 pm - 10:14 pmOAJ-ORD
6h 09m1 stop
$277Delta
Find Deal
Tue, Sep 30 - Sat, Oct 4
Delta Logo
5:30 am - 11:08 amORD-OAJ
4h 38m1 stop
Delta Logo
5:05 pm - 10:14 pmOAJ-ORD
6h 09m1 stop
$308Delta
Find Deal
Tue, Sep 16 - Sat, Sep 20
Delta Logo
3:45 pm - 9:48 pmORD-OAJ
5h 03m1 stop
Delta Logo
5:52 am - 7:17 pmOAJ-ORD
14h 25m2 stops
$330Delta
Find Deal
Sat, Sep 13 - Wed, Sep 17
Delta Logo
5:45 am - 11:10 amORD-OAJ
4h 25m1 stop
Delta Logo
6:55 pm - 11:54 pmOAJ-ORD
5h 59m1 stop
$332Delta
Find Deal
Wed, Sep 10 - Sun, Sep 14
Delta Logo
5:30 am - 11:08 amORD-OAJ
4h 38m1 stop
Delta Logo
5:48 am - 8:23 pmOAJ-ORD
15h 35m2 stops
$333Delta
Find Deal
Mon, Sep 29 - Tue, Oct 7
Delta Logo
3:45 pm - 9:48 pmORD-OAJ
5h 03m1 stop
Delta Logo
11:51 am - 10:23 pmOAJ-ORD
11h 32m2 stops
$335Delta
Find Deal
Sat, Sep 20 - Wed, Sep 24
Delta Logo
5:30 am - 11:08 amORD-OAJ
4h 38m1 stop
Delta Logo
5:52 am - 9:30 pmOAJ-ORD
16h 38m2 stops
$345Delta
Find Deal
Mon, Sep 29 - Sat, Oct 4
Delta Logo
5:30 am - 11:08 amORD-OAJ
4h 38m1 stop
Delta Logo
6:55 pm - 9:10 amOAJ-ORD
15h 15m2 stops
$346Delta
Find Deal
Mon, Sep 29 - Fri, Oct 3
American Airlines Logo
5:08 pm - 11:13 pmORD-OAJ
5h 05m1 stop
American Airlines Logo
6:19 am - 9:30 amOAJ-ORD
4h 11m1 stop
$347American Airlines
Find Deal
Sat, Oct 4 - Wed, Oct 8
American Airlines Logo
5:00 am - 11:06 amORD-OAJ
5h 06m1 stop
American Airlines Logo
5:22 pm - 11:48 pmOAJ-ORD
7h 26m2 stops
$352American Airlines
Find Deal
Sat, Oct 4 - Sat, Oct 4

Delta flights from Chicago to Jacksonville, North Carolina

Our best Delta deals on Chicago to Jacksonville, North Carolina flight tickets
Delta
Sep 30
ORD5:30 amChicago O'Hare Intl
4h 38m
1 stop
OAJ11:08 amJacksonville Albert J Ellis
Oct 4
OAJ5:05 pmJacksonville Albert J Ellis
6h 09m
1 stop
ORD10:14 pmChicago O'Hare Intl
$277
Find similar
Delta
Sep 16
ORD5:30 amChicago O'Hare Intl
4h 38m
1 stop
OAJ11:08 amJacksonville Albert J Ellis
Sep 20
OAJ5:05 pmJacksonville Albert J Ellis
6h 09m
1 stop
ORD10:14 pmChicago O'Hare Intl
$308
Find similar
Delta
Sep 13
ORD3:45 pmChicago O'Hare Intl
5h 03m
1 stop
OAJ9:48 pmJacksonville Albert J Ellis
Sep 17
OAJ5:52 amJacksonville Albert J Ellis
14h 25m
2 stops
ORD7:17 pmChicago O'Hare Intl
$330
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
Oct 4
ORD5:08 pmChicago O'Hare Intl
5h 05m
1 stop
OAJ11:13 pmJacksonville Albert J Ellis
Oct 8
OAJ6:19 amJacksonville Albert J Ellis
4h 11m
1 stop
ORD9:30 amChicago O'Hare Intl
$347
Find similar
American Airlines
Oct 4
ORD5:00 amChicago O'Hare Intl
5h 06m
1 stop
OAJ11:06 amJacksonville Albert J Ellis
Oct 4
OAJ5:22 pmJacksonville Albert J Ellis
7h 26m
2 stops
ORD11:48 pmChicago O'Hare Intl
$352
Find similar
American Airlines
Oct 1
ORD1:37 pmChicago O'Hare Intl
6h 29m
2 stops
OAJ9:06 pmJacksonville Albert J Ellis
Oct 4
OAJ5:22 pmJacksonville Albert J Ellis
7h 26m
2 stops
ORD11:48 pmChicago O'Hare Intl
$357
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 August 18, 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

Tue 9/30

5:30 am-11:08 am

1 stop4h 38m

Jacksonville Albert J Ellis

Sat 10/4

5:05 pm-10:14 pm

1 stop6h 09m

$277

ChicagoJacksonville

ORD - OAJ

ORDOAJ

Chicago O'Hare Intl

Tue 9/16

5:30 am-11:08 am

1 stop4h 38m

Jacksonville Albert J Ellis

Sat 9/20

5:05 pm-10:14 pm

1 stop6h 09m

$308

ChicagoJacksonville

ORD - OAJ

ORDOAJ

Chicago O'Hare Intl

Sat 9/13

3:45 pm-9:48 pm

1 stop5h 03m

Jacksonville Albert J Ellis

Wed 9/17

5:52 am-7:17 pm

2 stops14h 25m

$330

ChicagoJacksonville

ORD - OAJ

ORDOAJ

Chicago O'Hare Intl

Wed 9/10

5:45 am-11:10 am

1 stop4h 25m

Jacksonville Albert J Ellis

Sun 9/14

6:55 pm-11:54 pm

1 stop5h 59m

$332

ChicagoJacksonville

ORD - OAJ

ORDOAJ

Chicago O'Hare Intl

Mon 9/29

5:30 am-11:08 am

1 stop4h 38m

Jacksonville Albert J Ellis

Tue 10/7

5:48 am-8:23 pm

2 stops15h 35m

$333

ChicagoJacksonville

ORD - OAJ

ORDOAJ

Chicago O'Hare Intl

Sat 9/20

3:45 pm-9:48 pm

1 stop5h 03m

Jacksonville Albert J Ellis

Wed 9/24

11:51 am-10:23 pm

2 stops11h 32m

$335

ChicagoJacksonville

ORD - OAJ

ORDOAJ

Chicago O'Hare Intl

Mon 9/29

5:30 am-11:08 am

1 stop4h 38m

Jacksonville Albert J Ellis

Sat 10/4

5:52 am-9:30 pm

2 stops16h 38m

$345

ChicagoJacksonville

ORD - OAJ

ORDOAJ

Chicago O'Hare Intl

Mon 9/29

5:30 am-11:08 am

1 stop4h 38m

Jacksonville Albert J Ellis

Fri 10/3

6:55 pm-9:10 am

2 stops15h 15m

$346

ChicagoJacksonville

ORD - OAJ

ORDOAJ

Chicago O'Hare Intl

Sat 10/4

5:08 pm-11:13 pm

1 stop5h 05m

Jacksonville Albert J Ellis

Wed 10/8

6:19 am-9:30 am

1 stop4h 11m

$347

ChicagoJacksonville

ORD - OAJ

ORDOAJ

Chicago O'Hare Intl

Sat 10/4

5:00 am-11:06 am

1 stop5h 06m

Jacksonville Albert J Ellis

Sat 10/4

5:22 pm-11:48 pm

2 stops7h 26m

$352

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest 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

Best Price Found

$277

Fastest flight time

3h 57m

Direct flights

None

Airports in Jacksonville, North Carolina

1 airport
The best flight deal from Chicago to Jacksonville, North Carolina found on momondo in the last 72 hours is $277
The fastest flight from Chicago to Jacksonville, North Carolina takes 3h 57m
There are no direct flights from Chicago to Jacksonville, North Carolina. Popular non-direct routes for this connection are Chicago O'Hare Intl Airport - Jacksonville Albert J Ellis Airport and Chicago Midway Airport - Jacksonville Albert J Ellis Airport.
There is 1 airport near Jacksonville, North Carolina: Jacksonville Albert J Ellis (OAJ)
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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 3h 57m, 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 $276Free CancellationRating
7.2
10,000 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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