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Cheap flights from Jacksonville, North Carolina to Chicago from $209

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 8/21. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

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
2:26 pm - 8:55 pm
OAJ
-
ORD
7h 29m
1 stop
Delta Logo
5:30 am - 11:15 am
ORD
-
OAJ
4h 45m
1 stop
$349Delta
Thu, Oct 1 - Mon, Oct 5
Delta Logo
12:00 pm - 6:45 pm
OAJ
-
ORD
7h 45m
1 stop
Delta Logo
7:05 am - 5:54 pm
ORD
-
OAJ
9h 49m
2 stops
$354Delta
Thu, Oct 1 - Mon, Oct 5
Delta Logo
12:00 pm - 10:18 pm
OAJ
-
ORD
11h 18m
2 stops
Delta Logo
1:55 pm - 10:22 pm
ORD
-
OAJ
7h 27m
2 stops
$359Delta
Thu, Oct 1 - Mon, Oct 5
Delta Logo
6:25 pm - 11:50 pm
OAJ
-
ORD
6h 25m
1 stop
Delta Logo
5:30 am - 11:12 am
ORD
-
OAJ
4h 42m
1 stop
$441Delta
Wed, Dec 23 - Sat, Dec 26
Delta Logo
11:06 am - 4:37 pm
OAJ
-
ORD
6h 31m
1 stop
Delta Logo
5:30 am - 11:12 am
ORD
-
OAJ
4h 42m
1 stop
$460Delta
Thu, Dec 24 - Sat, Dec 26
American Airlines Logo
6:11 pm - 12:01 am
OAJ
-
ORD
6h 50m
1 stop
American Airlines Logo
5:07 am - 12:48 pm
ORD
-
OAJ
6h 41m
1 stop
$467American Airlines
Sat, Jul 18 - Sun, Jul 26
American Airlines Logo
3:07 pm - 10:00 pm
OAJ
-
ORD
7h 53m
1 stop
American Airlines Logo
6:30 am - 12:48 pm
ORD
-
OAJ
5h 18m
1 stop
$475American Airlines
Sat, Jul 11 - Wed, Jul 15
Delta Logo
4:35 pm - 10:15 pm
OAJ
-
MDW
6h 40m
1 stop
Delta Logo
11:05 am - 6:02 pm
MDW
-
OAJ
5h 57m
1 stop
$475Delta
Sat, Jul 11 - Wed, Jul 15
Delta Logo
4:35 pm - 8:33 pm
OAJ
-
ORD
4h 58m
1 stop
Delta Logo
6:00 am - 3:54 pm
ORD
-
OAJ
8h 54m
2 stops
$480Delta
Sat, Jul 11 - Wed, Jul 15
Delta Logo
4:35 pm - 10:15 pm
OAJ
-
MDW
6h 40m
1 stop
Delta Logo
1:18 pm - 10:29 pm
MDW
-
OAJ
8h 11m
2 stops
$480Delta
Sat, Jul 11 - Wed, Jul 15

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Delta flights from Jacksonville, North Carolina to Chicago

Our best Delta deals on Jacksonville, North Carolina to Chicago flight tickets
Delta
Oct 1
OAJ2:26 pmJacksonville Albert J Ellis
7h 29m
1 stop
ORD8:55 pmChicago O'Hare Intl
Oct 5
ORD5:30 amChicago O'Hare Intl
4h 45m
1 stop
OAJ11:15 amJacksonville Albert J Ellis
$349
Delta
Oct 1
OAJ12:00 pmJacksonville Albert J Ellis
7h 45m
1 stop
ORD6:45 pmChicago O'Hare Intl
Oct 5
ORD7:05 amChicago O'Hare Intl
9h 49m
2 stops
OAJ5:54 pmJacksonville Albert J Ellis
$354
Delta
Oct 1
OAJ12:00 pmJacksonville Albert J Ellis
11h 18m
2 stops
ORD10:18 pmChicago O'Hare Intl
Oct 5
ORD1:55 pmChicago O'Hare Intl
7h 27m
2 stops
OAJ10:22 pmJacksonville Albert J Ellis
$359

American Airlines flights from Jacksonville, North Carolina to Chicago

Our best American Airlines deals on Jacksonville, North Carolina to Chicago flight tickets
American Airlines
Jul 3
OAJ6:11 pmJacksonville Albert J Ellis
6h 50m
1 stop
ORD12:01 amChicago O'Hare Intl
Jul 7
ORD4:45 pmChicago O'Hare Intl
4h 31m
1 stop
OAJ10:16 pmJacksonville Albert J Ellis
$423
American Airlines
Jul 18
OAJ6:11 pmJacksonville Albert J Ellis
6h 50m
1 stop
ORD12:01 amChicago O'Hare Intl
Jul 26
ORD5:07 amChicago O'Hare Intl
6h 41m
1 stop
OAJ12:48 pmJacksonville Albert J Ellis
$467
American Airlines
Jul 11
OAJ3:07 pmJacksonville Albert J Ellis
7h 53m
1 stop
ORD10:00 pmChicago O'Hare Intl
Jul 15
ORD6:30 amChicago O'Hare Intl
5h 18m
1 stop
OAJ12:48 pmJacksonville Albert J Ellis
$475

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 June 27, 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

Thu 10/1

2:26 pm-8:55 pm

1 stop7h 29m

Chicago O'Hare Intl

Mon 10/5

5:30 am-11:15 am

1 stop4h 45m

$349

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Thu 10/1

12:00 pm-6:45 pm

1 stop7h 45m

Chicago O'Hare Intl

Mon 10/5

7:05 am-5:54 pm

2 stops9h 49m

$354

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Thu 10/1

12:00 pm-10:18 pm

2 stops11h 18m

Chicago O'Hare Intl

Mon 10/5

1:55 pm-10:22 pm

2 stops7h 27m

$359
Quickest round-trip

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Wed 12/23

6:25 pm-11:50 pm

1 stop6h 25m

Chicago O'Hare Intl

Sat 12/26

5:30 am-11:12 am

1 stop4h 42m

$441

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Thu 12/24

11:06 am-4:37 pm

1 stop6h 31m

Chicago O'Hare Intl

Sat 12/26

5:30 am-11:12 am

1 stop4h 42m

$460

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Sat 7/18

6:11 pm-12:01 am

1 stop6h 50m

Chicago O'Hare Intl

Sun 7/26

5:07 am-12:48 pm

1 stop6h 41m

$467

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Sat 7/11

3:07 pm-10:00 pm

1 stop7h 53m

Chicago O'Hare Intl

Wed 7/15

6:30 am-12:48 pm

1 stop5h 18m

$475

JacksonvilleChicago

OAJ - MDW

OAJMDW

Jacksonville Albert J Ellis

Sat 7/11

4:35 pm-10:15 pm

1 stop6h 40m

Chicago Midway

Wed 7/15

11:05 am-6:02 pm

1 stop5h 57m

$475

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Sat 7/11

4:35 pm-8:33 pm

1 stop4h 58m

Chicago O'Hare Intl

Wed 7/15

6:00 am-3:54 pm

2 stops8h 54m

$480

JacksonvilleChicago

OAJ - MDW

OAJMDW

Jacksonville Albert J Ellis

Sat 7/11

4:35 pm-10:15 pm

1 stop6h 40m

Chicago Midway

Wed 7/15

1:18 pm-10:29 pm

2 stops8h 11m

$480

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 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?

American Airlines and Delta 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 31m

Direct flights

None
The fastest flight from Jacksonville, North Carolina to Chicago takes 4h 31m
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

Frequently asked questions about flying from Jacksonville, North Carolina to Chicago

  • 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 31m.

  • 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 $362Free CancellationRating
7.1
11,777 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