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Cheap flights from Jacksonville, North Carolina to Chicago from $156

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 3/14. 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
11:48 am - 4:54 pm
OAJ
-
ORD
6h 06m
1 stop
Delta Logo
5:25 am - 11:07 am
ORD
-
OAJ
4h 42m
1 stop
$435Delta
Sat, Feb 14 - Tue, Feb 17
Delta Logo
4:00 pm - 10:33 pm
OAJ
-
MDW
7h 33m
1 stop
Delta Logo
6:00 am - 11:03 am
MDW
-
OAJ
4h 03m
1 stop
$435Delta
Tue, Feb 17 - Sat, Feb 21
American Airlines Logo
7:16 pm - 12:06 am
OAJ
-
ORD
5h 50m
1 stop
American Airlines Logo
4:04 pm - 11:55 pm
ORD
-
OAJ
6h 51m
2 stops
$440American Airlines
Tue, Feb 17 - Sat, Feb 21
Delta Logo
11:48 am - 4:49 pm
OAJ
-
ORD
6h 01m
1 stop
Delta Logo
3:21 pm - 9:30 pm
ORD
-
OAJ
5h 09m
1 stop
$461Delta
Thu, Feb 19 - Sat, Feb 21
Delta Logo
5:36 am - 11:59 am
OAJ
-
MDW
7h 23m
1 stop
Delta Logo
4:13 pm - 9:30 pm
MDW
-
OAJ
4h 17m
1 stop
$461Delta
Thu, Feb 19 - Sat, Feb 21
American Airlines Logo
7:55 pm - 12:16 am
OAJ
-
ORD
5h 21m
1 stop
American Airlines Logo
4:04 pm - 11:55 pm
ORD
-
OAJ
6h 51m
2 stops
$466American Airlines
Thu, Feb 19 - Sat, Feb 21
Delta Logo
5:36 am - 10:14 am
OAJ
-
ORD
5h 38m
1 stop
Delta Logo
9:48 am - 5:59 pm
ORD
-
OAJ
7h 11m
1 stop
$487Delta
Thu, Feb 19 - Mon, Feb 23
Delta Logo
11:48 am - 5:45 pm
OAJ
-
MDW
6h 57m
1 stop
Delta Logo
12:45 pm - 5:59 pm
MDW
-
OAJ
4h 14m
1 stop
$487Delta
Thu, Feb 19 - Mon, Feb 23
American Airlines Logo
1:03 pm - 4:21 pm
OAJ
-
ORD
4h 18m
1 stop
American Airlines Logo
11:40 am - 7:26 pm
ORD
-
OAJ
6h 46m
2 stops
$492American Airlines
Thu, Feb 19 - Mon, Feb 23
American Airlines Logo
5:00 am - 9:05 am
OAJ
-
ORD
5h 05m
1 stop
American Airlines Logo
6:08 am - 1:38 pm
ORD
-
OAJ
6h 30m
2 stops
$543American Airlines
Sat, Feb 14 - Tue, Feb 17

American Airlines flights from Jacksonville, North Carolina to Chicago

Our best American Airlines deals on Jacksonville, North Carolina to Chicago flight tickets
American Airlines
Feb 17
OAJ7:16 pmJacksonville Albert J Ellis
5h 50m
1 stop
ORD12:06 amChicago O'Hare Intl
Feb 21
ORD4:04 pmChicago O'Hare Intl
6h 51m
2 stops
OAJ11:55 pmJacksonville Albert J Ellis
$440
American Airlines
Feb 19
OAJ7:55 pmJacksonville Albert J Ellis
5h 21m
1 stop
ORD12:16 amChicago O'Hare Intl
Feb 21
ORD4:04 pmChicago O'Hare Intl
6h 51m
2 stops
OAJ11:55 pmJacksonville Albert J Ellis
$466
American Airlines
Feb 19
OAJ1:03 pmJacksonville Albert J Ellis
4h 18m
1 stop
ORD4:21 pmChicago O'Hare Intl
Feb 23
ORD11:40 amChicago O'Hare Intl
6h 46m
2 stops
OAJ7:26 pmJacksonville Albert J Ellis
$492

Delta flights from Jacksonville, North Carolina to Chicago

Our best Delta deals on Jacksonville, North Carolina to Chicago flight tickets
Delta
Feb 14
OAJ11:48 amJacksonville Albert J Ellis
6h 06m
1 stop
ORD4:54 pmChicago O'Hare Intl
Feb 17
ORD5:25 amChicago O'Hare Intl
4h 42m
1 stop
OAJ11:07 amJacksonville Albert J Ellis
$435
Delta
Feb 19
OAJ11:48 amJacksonville Albert J Ellis
6h 01m
1 stop
ORD4:49 pmChicago O'Hare Intl
Feb 21
ORD3:21 pmChicago O'Hare Intl
5h 09m
1 stop
OAJ9:30 pmJacksonville Albert J Ellis
$461
Delta
Feb 19
OAJ5:36 amJacksonville Albert J Ellis
5h 38m
1 stop
ORD10:14 amChicago O'Hare Intl
Feb 23
ORD9:48 amChicago O'Hare Intl
7h 11m
1 stop
OAJ5:59 pmJacksonville Albert J Ellis
$487

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 February 4, 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

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Sat 2/14

11:48 am-4:54 pm

1 stop6h 06m

Chicago O'Hare Intl

Tue 2/17

5:25 am-11:07 am

1 stop4h 42m

$435

JacksonvilleChicago

OAJ - MDW

OAJMDW

Jacksonville Albert J Ellis

Tue 2/17

4:00 pm-10:33 pm

1 stop7h 33m

Chicago Midway

Sat 2/21

6:00 am-11:03 am

1 stop4h 03m

$435

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Tue 2/17

7:16 pm-12:06 am

1 stop5h 50m

Chicago O'Hare Intl

Sat 2/21

4:04 pm-11:55 pm

2 stops6h 51m

$440

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Thu 2/19

11:48 am-4:49 pm

1 stop6h 01m

Chicago O'Hare Intl

Sat 2/21

3:21 pm-9:30 pm

1 stop5h 09m

$461

JacksonvilleChicago

OAJ - MDW

OAJMDW

Jacksonville Albert J Ellis

Thu 2/19

5:36 am-11:59 am

1 stop7h 23m

Chicago Midway

Sat 2/21

4:13 pm-9:30 pm

1 stop4h 17m

$461

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Thu 2/19

7:55 pm-12:16 am

1 stop5h 21m

Chicago O'Hare Intl

Sat 2/21

4:04 pm-11:55 pm

2 stops6h 51m

$466

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Thu 2/19

5:36 am-10:14 am

1 stop5h 38m

Chicago O'Hare Intl

Mon 2/23

9:48 am-5:59 pm

1 stop7h 11m

$487

JacksonvilleChicago

OAJ - MDW

OAJMDW

Jacksonville Albert J Ellis

Thu 2/19

11:48 am-5:45 pm

1 stop6h 57m

Chicago Midway

Mon 2/23

12:45 pm-5:59 pm

1 stop4h 14m

$487

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Thu 2/19

1:03 pm-4:21 pm

1 stop4h 18m

Chicago O'Hare Intl

Mon 2/23

11:40 am-7:26 pm

2 stops6h 46m

$492

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Sat 2/14

5:00 am-9:05 am

1 stop5h 05m

Chicago O'Hare Intl

Tue 2/17

6:08 am-1:38 pm

2 stops6h 30m

$543

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

5h 13m

Direct flights

None
The fastest flight from Jacksonville, North Carolina to Chicago takes 5h 13m
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 5h 13m.

  • 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
11,216 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