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$156+ Cheap flights from Jacksonville, NC (OAJ) to Illinois

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/14. Fares are subject to change and may not be available on all flights or dates of travel.
OAJ — ORD
Mar 4 — Mar 111
Wed 3/4
Wed 3/11
1 adult, Economy
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Cheap flight deals from Jacksonville to Illinois

Cheapest flights from Jacksonville to Illinois
Explore the most affordable flight options available from Jacksonville to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 2, 2026.

This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2511:48 am
OAJ
-
MLI
1 stop5h 28m
Delta
Sat 2/285:55 am
MLI
-
OAJ
1 stop4h 08m
Delta
Deal found 2/2$324
This Delta deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/2411:59 am
OAJ
-
ORD
1 stop7h 49m
Delta
Mon 4/278:15 am
ORD
-
OAJ
1 stop4h 25m
Delta
Deal found 1/30$337
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/206:51 pm
OAJ
-
ORD
1 stop6h 03m
Delta
Sat 3/215:30 am
ORD
-
OAJ
1 stop4h 42m
Delta
Deal found 2/1$357
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/252:03 pm
OAJ
-
MLI
2 stops10h 34m
American Airlines
Sat 2/2812:44 pm
MLI
-
OAJ
1 stop5h 42m
American Airlines
Deal found 2/2$373
This American Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/286:00 am
OAJ
-
MLI
1 stop7h 27m
American Airlines
Sat 5/212:52 pm
MLI
-
OAJ
1 stop5h 32m
American Airlines
Deal found 1/31$404
This Delta deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/276:40 pm
OAJ
-
ORD
1 stop6h 16m
Delta
Sun 3/15:25 am
ORD
-
OAJ
1 stop7h 09m
Delta
Deal found 1/31$407
This Delta deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/272:15 pm
OAJ
-
MDW
1 stop4h 30m
Delta
Sun 3/16:00 am
MDW
-
OAJ
1 stop6h 34m
Delta
Deal found 1/31$407
This Delta deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/196:40 pm
OAJ
-
ORD
1 stop6h 16m
Delta
Sat 2/215:25 am
ORD
-
OAJ
1 stop4h 38m
Delta
Deal found 1/30$413
This Delta deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1911:48 am
OAJ
-
MDW
1 stop6h 57m
Delta
Sat 2/214:13 pm
MDW
-
OAJ
1 stop4h 17m
Delta
Deal found 1/30$413
This American Airlines deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/195:00 am
OAJ
-
ORD
1 stop5h 05m
American Airlines
Sat 2/214:04 pm
ORD
-
OAJ
2 stops6h 51m
American Airlines
Deal found 1/30$418
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/1711:48 am
OAJ
-
ORD
1 stop6h 01m
Delta
Sat 2/215:25 am
ORD
-
OAJ
1 stop4h 38m
Delta
Deal found 2/2$435
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/174:00 pm
OAJ
-
MDW
1 stop7h 33m
Delta
Sat 2/216:00 am
MDW
-
OAJ
1 stop4h 03m
Delta
Deal found 2/2$435

Find flight deals from Jacksonville to Illinois

Keep the following information in mind while searching for Jacksonville to Illinois flight deals. Data was last updated February 2, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$324
(Delta)

One-way from

$156
(Delta)
Provider with most accurate pricing for Jacksonville Albert J Ellis-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Jacksonville Albert J Ellis-Chicago (CHI) flights.
Search Deals
From Jacksonville Albert J Ellis to Illinois
Search Deals
One-way flight from Jacksonville Albert J Ellis to Illinois
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Jacksonville to Illinois 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, Cheapflights users made 2,558,603 searches. Data last updated February 2, 2026.
Use the filters below to find and compare flights from Jacksonville to Illinois that are best for you.

Fly from

Jacksonville

Fly to

Illinois

Route

Depart

Return

Price

JacksonvilleMoline

OAJ - MLI

OAJMLI

Jacksonville Albert J Ellis

Wed 2/25

11:48 am-4:16 pm

1 stop5h 28m

Moline Quad-City

Sat 2/28

5:55 am-11:03 am

1 stop4h 08m

$324

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Fri 4/24

11:59 am-6:48 pm

1 stop7h 49m

Chicago O'Hare Intl

Mon 4/27

8:15 am-1:40 pm

1 stop4h 25m

$337

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Fri 3/20

6:51 pm-11:54 pm

1 stop6h 03m

Chicago O'Hare Intl

Sat 3/21

5:30 am-11:12 am

1 stop4h 42m

$357

JacksonvilleMoline

OAJ - MLI

OAJMLI

Jacksonville Albert J Ellis

Wed 2/25

2:03 pm-11:37 pm

2 stops10h 34m

Moline Quad-City

Sat 2/28

12:44 pm-7:26 pm

1 stop5h 42m

$373

JacksonvilleMoline

OAJ - MLI

OAJMLI

Jacksonville Albert J Ellis

Tue 4/28

6:00 am-12:27 pm

1 stop7h 27m

Moline Quad-City

Sat 5/2

12:52 pm-7:24 pm

1 stop5h 32m

$404

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Fri 2/27

6:40 pm-11:56 pm

1 stop6h 16m

Chicago O'Hare Intl

Sun 3/1

5:25 am-1:34 pm

1 stop7h 09m

$407

JacksonvilleChicago

OAJ - MDW

OAJMDW

Jacksonville Albert J Ellis

Fri 2/27

2:15 pm-5:45 pm

1 stop4h 30m

Chicago Midway

Sun 3/1

6:00 am-1:34 pm

1 stop6h 34m

$407

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Thu 2/19

6:40 pm-11:56 pm

1 stop6h 16m

Chicago O'Hare Intl

Sat 2/21

5:25 am-11:03 am

1 stop4h 38m

$413

JacksonvilleChicago

OAJ - MDW

OAJMDW

Jacksonville Albert J Ellis

Thu 2/19

11:48 am-5:45 pm

1 stop6h 57m

Chicago Midway

Sat 2/21

4:13 pm-9:30 pm

1 stop4h 17m

$413

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Tue 2/17

11:48 am-4:49 pm

1 stop6h 01m

Chicago O'Hare Intl

Sat 2/21

5:25 am-11:03 am

1 stop4h 38m

$435

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/31

Showing 1-10 of 25 results
1
2
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Best time to book a flight from Jacksonville to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Jacksonville with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Jacksonville to Illinois

What is the cheapest month to book a flight from Jacksonville, North Carolina to Illinois?

Currently, October is the cheapest month in which you can book a flight from Jacksonville, North Carolina to Illinois (average of $180). Flying from Jacksonville, North Carolina to Illinois in December is currently the most expensive (average of $351). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How much does it cost to fly round-trip from Jacksonville, North Carolina to Illinois?

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Illinois. Reviews last updated February 2, 2026.
Read through reviews of airlines operating flights from Jacksonville to Illinois, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,211 reviews

Comfort

7.2

Crew

8.0

Food

6.4

Overall

7.2

Entertainment

6.9

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,211 reviews
American Airlines
7.2
Good
11,211 reviews

Comfort

7.2

Crew

8.0

Food

6.4

Overall

7.2

Entertainment

6.9

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

Related info for your journey

Find useful and relevant information for your journey from Jacksonville to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Jacksonville to Illinois?

    Jacksonville Albert J Ellis (OAJ) is the airport you will fly out of if you book a flight from Jacksonville to Illinois. It is only a 11.3 mi journey to Albert J Ellis (OAJ) from Jacksonville’s city center.

  • How long is the flight from Jacksonville, North Carolina to Illinois?

    For as low as $324, Delta can have you in Illinois from Jacksonville, North Carolina in 5h 28m. Jacksonville, North Carolina and Illinois are separated by a distance of 835 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Jacksonville, North Carolina to Illinois?

    While some choose either Jacksonville Albert J Ellis - Chicago Midway or Jacksonville Albert J Ellis - Moline Quad-City, Jacksonville Albert J Ellis - Chicago O'Hare Intl is the most popular route from Jacksonville, North Carolina to Illinois.

  • Can I find deals for flights from Jacksonville to Illinois that include hotel bookings?

    Yes. In addition to deals on Jacksonville to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Jacksonville to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Jacksonville to Illinois.

  • Can I find deals for business class flights from Jacksonville to Illinois?

    Yes. Cheapflights offers flight deals from Jacksonville to Illinois by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Jacksonville, North Carolina to Illinois?

    Currently, October is the cheapest month in which you can book a flight from Jacksonville, North Carolina to Illinois (average of $180). Flying from Jacksonville, North Carolina to Illinois in December is currently the most expensive (average of $351). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Jacksonville to Illinois

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Top airline flying from Jacksonville to Illinois

Discover the top airline that operate flights from Jacksonville to Illinois. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$356Average$440FlexibilityNo cancel feeOn-time71%

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