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Cheap flights from Jacksonville, North Carolina to Chicago from $189

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Jacksonville, North Carolina to Chicago departing on 3/21. 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 Jacksonville, North Carolina to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
11:44 am - 4:45 pm
OAJ
-
ORD
6h 01m1 stop
Delta Logo
5:30 am - 11:04 am
ORD
-
OAJ
4h 34m1 stop
$313Delta
Wed, Jan 14 - Wed, Jan 21
American Airlines Logo
1:57 pm - 8:15 pm
OAJ
-
ORD
7h 18m2 stops
American Airlines Logo
10:10 am - 3:00 pm
ORD
-
OAJ
3h 50m1 stop
$318American Airlines
Wed, Jan 14 - Wed, Jan 21
American Airlines Logo
3:25 pm - 10:34 pm
OAJ
-
ORD
8h 09m2 stops
American Airlines Logo
6:39 am - 3:00 pm
ORD
-
OAJ
7h 21m2 stops
$323American Airlines
Wed, Jan 14 - Wed, Jan 21
American Airlines Logo
5:00 am - 9:21 am
OAJ
-
ORD
5h 21m1 stop
American Airlines Logo
5:00 am - 12:27 pm
ORD
-
OAJ
6h 27m1 stop
$432American Airlines
Thu, Jan 1 - Mon, Jan 5
Delta Logo
2:20 pm - 6:46 pm
OAJ
-
ORD
5h 26m1 stop
Delta Logo
9:43 am - 3:09 pm
ORD
-
OAJ
4h 26m1 stop
$508Delta
Sun, Mar 22 - Sat, Mar 28
American Airlines Logo
10:52 am - 4:47 pm
OAJ
-
ORD
6h 55m2 stops
American Airlines Logo
5:00 am - 12:27 pm
ORD
-
OAJ
6h 27m1 stop
$612American Airlines
Thu, Jan 1 - Mon, Jan 5
American Airlines Logo
10:58 am - 2:15 pm
OAJ
-
ORD
4h 17m1 stop
American Airlines Logo
4:44 pm - 11:55 pm
ORD
-
OAJ
6h 11m2 stops
$646American Airlines
Sun, Mar 22 - Sun, Mar 22
American Airlines Logo
5:00 am - 9:05 am
OAJ
-
ORD
5h 05m1 stop
American Airlines Logo
1:39 pm - 7:26 pm
ORD
-
OAJ
4h 47m1 stop
$693American Airlines
Sun, Mar 22 - Sun, Mar 22
American Airlines Logo
5:00 am - 9:05 am
OAJ
-
ORD
5h 05m1 stop
American Airlines Logo
4:14 pm - 11:55 pm
ORD
-
OAJ
6h 41m2 stops
$762American Airlines
Sun, Mar 22 - Sat, Mar 28
American Airlines Logo
10:52 am - 4:47 pm
OAJ
-
ORD
6h 55m2 stops
American Airlines Logo
4:07 pm - 11:59 pm
ORD
-
OAJ
6h 52m2 stops
$863American Airlines
Thu, Jan 1 - Mon, Jan 5

Delta flights from Jacksonville, North Carolina to Chicago

Our best Delta deals on Jacksonville, North Carolina to Chicago flight tickets
Delta
Jan 14
OAJ11:44 amJacksonville Albert J Ellis
6h 01m
1 stop
ORD4:45 pmChicago O'Hare Intl
Jan 21
ORD5:30 amChicago O'Hare Intl
4h 34m
1 stop
OAJ11:04 amJacksonville Albert J Ellis
$313
Find similar
Delta
Jan 14
OAJ11:44 amJacksonville Albert J Ellis
6h 01m
1 stop
ORD4:45 pmChicago O'Hare Intl
Jan 21
ORD2:50 pmChicago O'Hare Intl
5h 52m
1 stop
OAJ9:42 pmJacksonville Albert J Ellis
$339
Find similar
Delta
Mar 22
OAJ2:20 pmJacksonville Albert J Ellis
5h 26m
1 stop
ORD6:46 pmChicago O'Hare Intl
Mar 28
ORD9:43 amChicago O'Hare Intl
4h 26m
1 stop
OAJ3:09 pmJacksonville Albert J Ellis
$508
Find similar

American Airlines flights from Jacksonville, North Carolina to Chicago

Our best American Airlines deals on Jacksonville, North Carolina to Chicago flight tickets
American Airlines
Jan 14
OAJ1:57 pmJacksonville Albert J Ellis
7h 18m
2 stops
ORD8:15 pmChicago O'Hare Intl
Jan 21
ORD10:10 amChicago O'Hare Intl
3h 50m
1 stop
OAJ3:00 pmJacksonville Albert J Ellis
$318
Find similar
American Airlines
Jan 14
OAJ3:25 pmJacksonville Albert J Ellis
8h 09m
2 stops
ORD10:34 pmChicago O'Hare Intl
Jan 21
ORD6:39 amChicago O'Hare Intl
7h 21m
2 stops
OAJ3:00 pmJacksonville Albert J Ellis
$323
Find similar
American Airlines
Jan 14
OAJ11:42 amJacksonville Albert J Ellis
7h 19m
1 stop
ORD6:01 pmChicago O'Hare Intl
Jan 21
ORD2:50 pmChicago O'Hare Intl
7h 08m
2 stops
OAJ10:58 pmJacksonville Albert J Ellis
$344
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Jacksonville, North Carolina to Chicago 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 December 18, 2025.
Use the filters below to find and compare flights from Jacksonville, North Carolina to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Wed 1/14

11:44 am-4:45 pm

1 stop6h 01m

Chicago O'Hare Intl

Wed 1/21

5:30 am-11:04 am

1 stop4h 34m

$313

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Wed 1/14

1:57 pm-8:15 pm

2 stops7h 18m

Chicago O'Hare Intl

Wed 1/21

10:10 am-3:00 pm

1 stop3h 50m

$318

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Wed 1/14

3:25 pm-10:34 pm

2 stops8h 09m

Chicago O'Hare Intl

Wed 1/21

6:39 am-3:00 pm

2 stops7h 21m

$323

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Thu 1/1

5:00 am-9:21 am

1 stop5h 21m

Chicago O'Hare Intl

Mon 1/5

5:00 am-12:27 pm

1 stop6h 27m

$432

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Sun 3/22

2:20 pm-6:46 pm

1 stop5h 26m

Chicago O'Hare Intl

Sat 3/28

9:43 am-3:09 pm

1 stop4h 26m

$508

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Thu 1/1

10:52 am-4:47 pm

2 stops6h 55m

Chicago O'Hare Intl

Mon 1/5

5:00 am-12:27 pm

1 stop6h 27m

$612

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Sun 3/22

10:58 am-2:15 pm

1 stop4h 17m

Chicago O'Hare Intl

Sun 3/22

4:44 pm-11:55 pm

2 stops6h 11m

$646

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Sun 3/22

5:00 am-9:05 am

1 stop5h 05m

Chicago O'Hare Intl

Sun 3/22

1:39 pm-7:26 pm

1 stop4h 47m

$693

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Sun 3/22

5:00 am-9:05 am

1 stop5h 05m

Chicago O'Hare Intl

Sat 3/28

4:14 pm-11:55 pm

2 stops6h 41m

$762

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Thu 1/1

10:52 am-4:47 pm

2 stops6h 55m

Chicago O'Hare Intl

Mon 1/5

4:07 pm-11:59 pm

2 stops6h 52m

$863

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 resultsSorted by cheapest first
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See travel insights to Chicago from

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

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 airline that flies from Jacksonville Albert J Ellis to Chicago?

Delta and American Airlines are the most popular carriers operating from Jacksonville Albert J Ellis to Chicago

When to book flights from Jacksonville, North Carolina to Chicago

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

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

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

Fastest flight time

4h 30m

Direct flights

None
The fastest flight from Jacksonville, North Carolina to Chicago takes 4h 30m
There are no direct flights from Jacksonville, North Carolina to Chicago. There are no popular flight routes from Jacksonville, North Carolina to Chicago.
Search flight deals

  • How far is Jacksonville Albert J Ellis to Chicago by plane?

    The distance between Jacksonville Albert J Ellis and Chicago is about 738.6 mi. A reasonable flight in good conditions will take 4h 30m.

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

    Prices for flights from Jacksonville Albert J Ellis Airport to Chicago are updated daily.

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

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

    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 Jacksonville Albert J Ellis Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Jacksonville, North Carolina to Chicago

Compare and see reviews for airlines that fly from Jacksonville, North Carolina to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $356Free CancellationRating
7.2
11,055 reviews
Search American Airlines flights

Traveling to a place near Chicago?

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Why use momondo?

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

It is quick and easy to find Jacksonville to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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

Flights from Jacksonville to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

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 Jacksonville to Chicago.

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

If you are not ready to book a flight from Jacksonville to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport