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$189+ 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 3/21. Fares are subject to change and may not be available on all flights or dates of travel.
OAJ — ORD
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
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 December 18, 2025.

This American Airlines deal was found by Cheapflights users on 12/15. 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.
Sat 12/207:55 pmOAJ - ORD
1 stop5h 04mAmerican Airlines
Sat 1/35:00 amORD - OAJ
1 stop4h 19mAmerican Airlines
Deal found 12/15$1,002
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Sun 12/214:06 pmOAJ - PIA
1 stop8h 50mAmerican Airlines
Sun 12/285:00 amPIA - OAJ
1 stop4h 23mAmerican Airlines
Deal found 12/16$1,169

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 December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$313
(Delta)

One-way from

$189
(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
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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 December 18, 2025.
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

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

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

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

Tue 1/20

11:44 am-4:55 pm

1 stop6h 11m

Chicago O'Hare Intl

Sat 1/24

5:30 am-11:04 am

1 stop4h 34m

$954

JacksonvilleChicago

OAJ - MDW

OAJMDW

Jacksonville Albert J Ellis

Thu 1/1

5:35 am-9:05 am

1 stop4h 30m

Chicago Midway

Mon 1/5

1:28 pm-10:37 pm

2 stops8h 09m

$1,231

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Sat 3/21

11:50 am-4:49 pm

1 stop5h 59m

$189

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Sat 3/21

10:58 am-5:17 pm

2 stops7h 19m

$314

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 14 results
1
2

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 $290). 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.

What is the cheapest time of day to fly from OAJ to IL?

Find hourly flight availability from Jacksonville to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

One of the essential ways to save on airfare from Jacksonville, North Carolina to Illinois is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight at noon could potentially save you up to 31% on airfare.

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 December 18, 2025.
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
11,054 reviews

Boarding

7.5

Entertainment

6.9

Comfort

7.2

Crew

8.0

Overall

7.2

Food

6.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.
American Airlines
7.2
Good
11,054 reviews
American Airlines
7.2
Good
11,054 reviews

Boarding

7.5

Entertainment

6.9

Comfort

7.2

Crew

8.0

Overall

7.2

Food

6.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.

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 $313, Delta can have you in Illinois from Jacksonville, North Carolina in 6h 01m. Jacksonville, North Carolina and Illinois are separated by a distance of 743 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 - Bloomington-Normal, 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 $290). 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.

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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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$356Average$440FlexibilityNo cancel feeOn-time71%

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