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Cheap flights from Jacksonville, North Carolina to Chicago from $148

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 5/4. 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
1 adult, Economy, 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
6:51 pm - 11:54 pm
OAJ
-
ORD
6h 03m
1 stop
Delta Logo
7:10 am - 1:40 pm
ORD
-
OAJ
5h 30m
1 stop
$378Delta
Tue, Apr 7 - Tue, Apr 14
Delta Logo
6:51 pm - 11:54 pm
OAJ
-
ORD
6h 03m
1 stop
Delta Logo
5:15 am - 11:18 am
ORD
-
OAJ
5h 03m
1 stop
$385Delta
Tue, Apr 7 - Thu, Apr 16
American Airlines Logo
8:03 pm - 11:48 pm
OAJ
-
ORD
4h 45m
1 stop
American Airlines Logo
5:20 am - 12:56 pm
ORD
-
OAJ
6h 36m
1 stop
$397American Airlines
Thu, Aug 6 - Mon, Aug 10
Delta Logo
6:51 pm - 11:54 pm
OAJ
-
ORD
6h 03m
1 stop
Delta Logo
5:15 am - 1:40 pm
ORD
-
OAJ
7h 25m
1 stop
$404Delta
Thu, Apr 9 - Wed, Apr 15
Delta Logo
6:51 pm - 11:54 pm
OAJ
-
ORD
6h 03m
1 stop
Delta Logo
5:15 am - 11:18 am
ORD
-
OAJ
5h 03m
1 stop
$411Delta
Thu, Apr 9 - Thu, Apr 16
Delta Logo
2:25 pm - 8:18 pm
OAJ
-
ORD
6h 53m
1 stop
Delta Logo
6:00 am - 1:40 pm
ORD
-
OAJ
6h 40m
1 stop
$422Delta
Fri, Jul 17 - Mon, Jul 20
Delta Logo
6:44 pm - 11:53 pm
OAJ
-
ORD
6h 09m
1 stop
Delta Logo
1:44 pm - 10:30 pm
ORD
-
OAJ
7h 46m
1 stop
$428Delta
Thu, Jul 23 - Fri, Jul 24
Delta Logo
6:51 pm - 11:54 pm
OAJ
-
ORD
6h 03m
1 stop
Delta Logo
9:35 am - 10:51 pm
ORD
-
OAJ
12h 16m
2 stops
$436Delta
Tue, Apr 7 - Tue, Apr 14
American Airlines Logo
5:10 am - 8:30 am
OAJ
-
ORD
4h 20m
1 stop
American Airlines Logo
6:55 am - 12:49 pm
ORD
-
OAJ
4h 54m
1 stop
$453American Airlines
Wed, May 20 - Tue, May 26
Delta Logo
5:43 am - 10:06 am
OAJ
-
ORD
5h 23m
1 stop
Delta Logo
8:15 am - 1:40 pm
ORD
-
OAJ
4h 25m
1 stop
$454Delta
Sat, Apr 11 - Wed, Apr 15

American Airlines flights from Jacksonville, North Carolina to Chicago

Our best American Airlines deals on Jacksonville, North Carolina to Chicago flight tickets
American Airlines
Aug 6
OAJ8:03 pmJacksonville Albert J Ellis
4h 45m
1 stop
ORD11:48 pmChicago O'Hare Intl
Aug 10
ORD5:20 amChicago O'Hare Intl
6h 36m
1 stop
OAJ12:56 pmJacksonville Albert J Ellis
$397
American Airlines
Aug 7
OAJ8:03 pmJacksonville Albert J Ellis
4h 45m
1 stop
ORD11:48 pmChicago O'Hare Intl
Aug 10
ORD6:25 pmChicago O'Hare Intl
4h 30m
1 stop
OAJ11:55 pmJacksonville Albert J Ellis
$422
American Airlines
May 20
OAJ5:10 amJacksonville Albert J Ellis
4h 20m
1 stop
ORD8:30 amChicago O'Hare Intl
May 26
ORD6:55 amChicago O'Hare Intl
4h 54m
1 stop
OAJ12:49 pmJacksonville Albert J Ellis
$453

Delta flights from Jacksonville, North Carolina to Chicago

Our best Delta deals on Jacksonville, North Carolina to Chicago flight tickets
Delta
Apr 7
OAJ6:51 pmJacksonville Albert J Ellis
6h 03m
1 stop
ORD11:54 pmChicago O'Hare Intl
Apr 14
ORD7:10 amChicago O'Hare Intl
5h 30m
1 stop
OAJ1:40 pmJacksonville Albert J Ellis
$378
Delta
Apr 7
OAJ6:51 pmJacksonville Albert J Ellis
6h 03m
1 stop
ORD11:54 pmChicago O'Hare Intl
Apr 16
ORD5:15 amChicago O'Hare Intl
5h 03m
1 stop
OAJ11:18 amJacksonville Albert J Ellis
$385
Delta
Apr 9
OAJ6:51 pmJacksonville Albert J Ellis
6h 03m
1 stop
ORD11:54 pmChicago O'Hare Intl
Apr 15
ORD5:15 amChicago O'Hare Intl
7h 25m
1 stop
OAJ1:40 pmJacksonville Albert J Ellis
$404

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 March 25, 2026.
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

Cheapest round-trip

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Tue 4/7

6:51 pm-11:54 pm

1 stop6h 03m

Chicago O'Hare Intl

Tue 4/14

7:10 am-1:40 pm

1 stop5h 30m

$378

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Tue 4/7

6:51 pm-11:54 pm

1 stop6h 03m

Chicago O'Hare Intl

Thu 4/16

5:15 am-11:18 am

1 stop5h 03m

$385

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Thu 8/6

8:03 pm-11:48 pm

1 stop4h 45m

Chicago O'Hare Intl

Mon 8/10

5:20 am-12:56 pm

1 stop6h 36m

$397

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Thu 4/9

6:51 pm-11:54 pm

1 stop6h 03m

Chicago O'Hare Intl

Wed 4/15

5:15 am-1:40 pm

1 stop7h 25m

$404

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Thu 4/9

6:51 pm-11:54 pm

1 stop6h 03m

Chicago O'Hare Intl

Thu 4/16

5:15 am-11:18 am

1 stop5h 03m

$411

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Fri 7/17

2:25 pm-8:18 pm

1 stop6h 53m

Chicago O'Hare Intl

Mon 7/20

6:00 am-1:40 pm

1 stop6h 40m

$422

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Thu 7/23

6:44 pm-11:53 pm

1 stop6h 09m

Chicago O'Hare Intl

Fri 7/24

1:44 pm-10:30 pm

1 stop7h 46m

$428

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Tue 4/7

6:51 pm-11:54 pm

1 stop6h 03m

Chicago O'Hare Intl

Tue 4/14

9:35 am-10:51 pm

2 stops12h 16m

$436
Quickest round-trip

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Wed 5/20

5:10 am-8:30 am

1 stop4h 20m

Chicago O'Hare Intl

Tue 5/26

6:55 am-12:49 pm

1 stop4h 54m

$453

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Sat 4/11

5:43 am-10:06 am

1 stop5h 23m

Chicago O'Hare Intl

Wed 4/15

8:15 am-1:40 pm

1 stop4h 25m

$454

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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 20m

Direct flights

None
The fastest flight from Jacksonville, North Carolina to Chicago takes 4h 20m
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 20m.

  • 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
7.1
11,494 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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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