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Cheap flights from Chicago to Jacksonville from $311

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 3/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago to Jacksonville

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
11:10 am - 6:08 pm
ORD
-
OAJ
5h 58m
1 stop
Delta Logo
11:58 am - 4:49 pm
OAJ
-
ORD
5h 51m
1 stop
$311Delta
Wed, Mar 11 - Wed, Mar 18
American Airlines Logo
6:08 am - 1:38 pm
ORD
-
OAJ
6h 30m
2 stops
American Airlines Logo
2:03 pm - 5:58 pm
OAJ
-
ORD
4h 55m
1 stop
$316American Airlines
Wed, Feb 18 - Wed, Feb 25
Delta Logo
12:45 pm - 5:59 pm
MDW
-
OAJ
4h 14m
1 stop
Delta Logo
11:58 am - 5:22 pm
OAJ
-
MDW
6h 24m
1 stop
$325Delta
Thu, Mar 5 - Wed, Mar 11
American Airlines Logo
7:10 am - 12:38 pm
ORD
-
OAJ
4h 28m
1 stop
American Airlines Logo
10:58 am - 3:21 pm
OAJ
-
ORD
5h 23m
1 stop
$325American Airlines
Thu, Mar 5 - Wed, Mar 11
Delta Logo
6:00 am - 1:34 pm
MDW
-
OAJ
6h 34m
1 stop
Delta Logo
5:36 am - 11:59 am
OAJ
-
MDW
7h 23m
1 stop
$339Delta
Mon, Mar 2 - Tue, Mar 3
Delta Logo
6:45 am - 2:47 pm
ORD
-
OAJ
7h 02m
1 stop
Delta Logo
11:48 am - 4:51 pm
OAJ
-
ORD
6h 03m
1 stop
$339Delta
Wed, Feb 18 - Wed, Feb 25
American Airlines Logo
6:08 am - 1:38 pm
ORD
-
OAJ
6h 30m
2 stops
American Airlines Logo
7:16 pm - 12:06 am
OAJ
-
ORD
5h 50m
1 stop
$344American Airlines
Wed, Feb 18 - Wed, Feb 25
Delta Logo
6:00 am - 11:07 am
MDW
-
OAJ
4h 07m
1 stop
Delta Logo
11:48 am - 3:21 pm
OAJ
-
MDW
4h 33m
1 stop
$373Delta
Sun, Feb 22 - Sat, Feb 28
Delta Logo
6:00 am - 1:34 pm
MDW
-
OAJ
6h 34m
1 stop
Delta Logo
5:36 am - 9:54 am
OAJ
-
MDW
5h 18m
1 stop
$391Delta
Sun, Feb 22 - Sun, Mar 1
American Airlines Logo
5:00 am - 12:38 pm
ORD
-
OAJ
6h 38m
1 stop
American Airlines Logo
7:55 pm - 12:16 am
OAJ
-
ORD
5h 21m
1 stop
$391American Airlines
Sun, Feb 22 - Sun, Mar 1

Delta flights from Chicago to Jacksonville, North Carolina

Our best Delta deals on Chicago to Jacksonville, North Carolina flight tickets
Delta
Mar 11
ORD11:10 amChicago O'Hare Intl
5h 58m
1 stop
OAJ6:08 pmJacksonville Albert J Ellis
Mar 18
OAJ11:58 amJacksonville Albert J Ellis
5h 51m
1 stop
ORD4:49 pmChicago O'Hare Intl
$311
Delta
Mar 5
MDW12:45 pmChicago Midway
4h 14m
1 stop
OAJ5:59 pmJacksonville Albert J Ellis
Mar 11
OAJ11:58 amJacksonville Albert J Ellis
6h 24m
1 stop
MDW5:22 pmChicago Midway
$325
Delta
Mar 2
MDW6:00 amChicago Midway
6h 34m
1 stop
OAJ1:34 pmJacksonville Albert J Ellis
Mar 3
OAJ5:36 amJacksonville Albert J Ellis
7h 23m
1 stop
MDW11:59 amChicago Midway
$339

American Airlines flights from Chicago to Jacksonville, North Carolina

Our best American Airlines deals on Chicago to Jacksonville, North Carolina flight tickets
American Airlines
Feb 18
ORD6:08 amChicago O'Hare Intl
6h 30m
2 stops
OAJ1:38 pmJacksonville Albert J Ellis
Feb 25
OAJ2:03 pmJacksonville Albert J Ellis
4h 55m
1 stop
ORD5:58 pmChicago O'Hare Intl
$316
American Airlines
Mar 5
ORD7:10 amChicago O'Hare Intl
4h 28m
1 stop
OAJ12:38 pmJacksonville Albert J Ellis
Mar 11
OAJ10:58 amJacksonville Albert J Ellis
5h 23m
1 stop
ORD3:21 pmChicago O'Hare Intl
$325
American Airlines
Feb 18
ORD6:08 amChicago O'Hare Intl
6h 30m
2 stops
OAJ1:38 pmJacksonville Albert J Ellis
Feb 25
OAJ7:16 pmJacksonville Albert J Ellis
5h 50m
1 stop
ORD12:06 amChicago O'Hare Intl
$344

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 January 29, 2026.
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

Wed 3/11

11:10 am-6:08 pm

1 stop5h 58m

Jacksonville Albert J Ellis

Wed 3/18

11:58 am-4:49 pm

1 stop5h 51m

$311

ChicagoJacksonville

ORD - OAJ

ORDOAJ

Chicago O'Hare Intl

Wed 2/18

6:08 am-1:38 pm

2 stops6h 30m

Jacksonville Albert J Ellis

Wed 2/25

2:03 pm-5:58 pm

1 stop4h 55m

$316

ChicagoJacksonville

MDW - OAJ

MDWOAJ

Chicago Midway

Thu 3/5

12:45 pm-5:59 pm

1 stop4h 14m

Jacksonville Albert J Ellis

Wed 3/11

11:58 am-5:22 pm

1 stop6h 24m

$325

ChicagoJacksonville

ORD - OAJ

ORDOAJ

Chicago O'Hare Intl

Thu 3/5

7:10 am-12:38 pm

1 stop4h 28m

Jacksonville Albert J Ellis

Wed 3/11

10:58 am-3:21 pm

1 stop5h 23m

$325

ChicagoJacksonville

MDW - OAJ

MDWOAJ

Chicago Midway

Mon 3/2

6:00 am-1:34 pm

1 stop6h 34m

Jacksonville Albert J Ellis

Tue 3/3

5:36 am-11:59 am

1 stop7h 23m

$339

ChicagoJacksonville

ORD - OAJ

ORDOAJ

Chicago O'Hare Intl

Wed 2/18

6:45 am-2:47 pm

1 stop7h 02m

Jacksonville Albert J Ellis

Wed 2/25

11:48 am-4:51 pm

1 stop6h 03m

$339

ChicagoJacksonville

ORD - OAJ

ORDOAJ

Chicago O'Hare Intl

Wed 2/18

6:08 am-1:38 pm

2 stops6h 30m

Jacksonville Albert J Ellis

Wed 2/25

7:16 pm-12:06 am

1 stop5h 50m

$344

ChicagoJacksonville

MDW - OAJ

MDWOAJ

Chicago Midway

Sun 2/22

6:00 am-11:07 am

1 stop4h 07m

Jacksonville Albert J Ellis

Sat 2/28

11:48 am-3:21 pm

1 stop4h 33m

$373

ChicagoJacksonville

MDW - OAJ

MDWOAJ

Chicago Midway

Sun 2/22

6:00 am-1:34 pm

1 stop6h 34m

Jacksonville Albert J Ellis

Sun 3/1

5:36 am-9:54 am

1 stop5h 18m

$391

ChicagoJacksonville

ORD - OAJ

ORDOAJ

Chicago O'Hare Intl

Sun 2/22

5:00 am-12:38 pm

1 stop6h 38m

Jacksonville Albert J Ellis

Sun 3/1

7:55 pm-12:16 am

1 stop5h 21m

$391

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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

Fastest flight time

3h 50m

Direct flights

None
The fastest flight from Chicago to Jacksonville, North Carolina takes 3h 50m
There are no direct flights from Chicago to Jacksonville, North Carolina. There are no popular flight routes from Chicago to Jacksonville, North Carolina.
Search flight deals

  • 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 50m, 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.

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
11,205 reviews
Search American Airlines flights

  • How do I get Price Alerts for flights from Chicago to Jacksonville, North Carolina?

    Search flight deals from Chicago to Jacksonville, North Carolina. While viewing offers you’ll have the option to create a Price Alert.

  • How can I save money on flights from Chicago to Jacksonville, North Carolina with momondo?

    Leverage our AI within our “Price Forecast” tool, which predicts if it’s better to book now or wait until prices decrease. You can strategically pick the best days to fly and save money on your trip by using our “Price Calendar” tool. “Explore” shows an overview of how much it costs to fly to anywhere from a selected city or airport. Our “Discover” content is a great option for travel inspiration and money-saving tips, while “Price Alerts” will update you when prices change, so you can book when fares are right.

  • How does momondo find its flight prices?

    We show prices from over 700+ competitors with a single click. With options from airlines and OTAs from across our 30 international markets, we are able to show you a diverse range of deals to create your adventure.

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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