Cheap flights from Jacksonville (OAJ) to Chicago (CHI) from $230

This is the cheapest one-way flight price, found on 10/2. Prices may vary by date and flight preferences.
OAJ — CHI
Oct 7 — Oct 141

How to find the cheapest flight from Jacksonville (OAJ) to Chicago (CHI)

All the information you need to plan the best OAJ to CHI flight in 2023: compare Jacksonville to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.

Popular in

June

Cheapest in

April

Average price

$533

Round-trip from

$207
High demand for flights, 28% potential price rise
Best time to find cheap flights, 26% potential price drop
Average for round-trip flights in October 2023
From Jacksonville Albert J Ellis to Chicago (CHI)

OAJ - CHI

Price

$207 - $364

CHI

Temperature

23 - 73.4 °F

CHI

Rainfall

1.7 - 4.9 inches

What is the cheapest month to fly from Jacksonville, North Carolina to Chicago?

Our data shows that April tends to be the cheapest month to fly to Chicago from Jacksonville, North Carolina. Users have commonly found prices around $498 for the month, but tickets can be as low as $263. Due to multiple factors, prepare for potentially higher prices in June.

When is the cheapest time to fly from Jacksonville, North Carolina to Chicago (OAJ - CHI)?

When flying from Jacksonville, North Carolina to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap Delta flights from Jacksonville to Chicago

Cheap Jacksonville to Chicago flights in October & November 2023

The best prices found for OAJ to CHI flights for October, November

Jacksonville to Chicago 2023 flight deals

Cheap flights to Chicago from Jacksonville found for this year

One-way flights to Chicago from Jacksonville

The cheapest one-way flights from Jacksonville to Chicago

Find flights from Jacksonville to Chicago within your budget

Use the slider to find flights from Jacksonville to Chicago that fit your budget.

Fly from

Any airport

Fly to

Any airport

Budget

$341 - $569

Route

Depart

Return

Price

Jacksonville Albert J EllisChicago O'Hare Intl

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Wed 11/29

1 stop5h 16m

Chicago O'Hare Intl

Wed 12/6

1 stop5h 47m

Jacksonville Albert J EllisChicago O'Hare Intl

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Wed 11/29

2 stops9h 05m

Chicago O'Hare Intl

Wed 12/6

1 stop4h 24m

Jacksonville Albert J EllisChicago O'Hare Intl

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Wed 11/29

2 stops8h 46m

Chicago O'Hare Intl

Wed 12/6

2 stops10h 26m

Jacksonville Albert J EllisChicago O'Hare Intl

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Sat 10/14

1 stop6h 38m

Chicago O'Hare Intl

Fri 10/20

2 stops8h 57m

Jacksonville Albert J EllisChicago Midway

OAJ - MDW

OAJMDW

Jacksonville Albert J Ellis

Sat 10/14

1 stop6h 05m

Chicago Midway

Fri 10/20

2 stops9h 00m

Jacksonville Albert J EllisChicago O'Hare Intl

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Sat 10/14

2 stops8h 00m

Chicago O'Hare Intl

Fri 10/20

2 stops8h 57m

Jacksonville Albert J EllisChicago Midway

OAJ - MDW

OAJMDW

Jacksonville Albert J Ellis

Sat 10/14

2 stops8h 18m

Chicago Midway

Fri 10/20

2 stops9h 00m

Jacksonville Albert J EllisChicago Midway

OAJ - MDW

OAJMDW

Jacksonville Albert J Ellis

Sat 10/14

1 stop4h 15m

Chicago Midway

Fri 10/20

1 stop4h 04m

Jacksonville Albert J EllisChicago O'Hare Intl

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Sat 10/14

1 stop4h 22m

Chicago O'Hare Intl

Fri 10/20

1 stop4h 57m

Flights are sorted by cheapest first

Deals found on 10/1

Reviews of airlines servicing Chicago

Delta
7.9
Good
3,023 reviews

Entertainment

7.8

Overall

7.9

Crew

8.5

Food

7.2

Comfort

7.9

Boarding

8.0

Reviews

1 / 10

The flight was redirected while in flight and i understand why that could not be helped. HOWEVER, there were no instructions of what to expect while we were on the plane. That would have eliminated much angst with many passengers. The gate agents were really trying to answer questions….and one in particular was down right unaware of the feelings of the passengers. She did not listen to the questions, just kept repeating the same mantra….just being a little helpful would have gone a long way to calm people down. She literally could have made the experience much more tolerable. I wish i knew her name so you could help her understand the impact she had on several people, which spread throughout many passengers.

Delta
7.9
Good
3,023 reviews
Delta
7.9
Good
3,023 reviews

Entertainment

7.8

Overall

7.9

Crew

8.5

Food

7.2

Comfort

7.9

Boarding

8.0

Reviews

1 / 10

The flight was redirected while in flight and i understand why that could not be helped. HOWEVER, there were no instructions of what to expect while we were on the plane. That would have eliminated much angst with many passengers. The gate agents were really trying to answer questions….and one in particular was down right unaware of the feelings of the passengers. She did not listen to the questions, just kept repeating the same mantra….just being a little helpful would have gone a long way to calm people down. She literally could have made the experience much more tolerable. I wish i knew her name so you could help her understand the impact she had on several people, which spread throughout many passengers.

Related info for your journey

Useful info, stats and facts about Jacksonville to Chicago flights.

What airport do you fly from for flights from Jacksonville to Chicago?

Jacksonville Albert J Ellis (OAJ) is the airport you will fly out of if you book a flight from Jacksonville to Chicago. You should not have trouble finding flights to Chicago from Albert J Ellis; the airport handles an average of 0 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 2 airlines have flights from the Jacksonville airport to Chicago. It is only a 11.3 mi journey to Albert J Ellis (OAJ) from Jacksonville’s city center.

Can I find flights from Jacksonville, North Carolina to Chicago for under $400 on Cheapflights?

Yes, there are multiple flights from Jacksonville, North Carolina to Chicago for under $400. The cheapest flight booked recently is on Delta for just $341, but on average you can expect to pay $439.

What is the cheapest airline to fly from Jacksonville, North Carolina to Chicago round-trip?

According to our current data, Delta ($341), offers the cheapest pricing from Jacksonville, North Carolina to Chicago. This flight start at 31% lower than the current average price 3 months from now.

What does OAJ to ORD mean?

OAJ stands for Jacksonville Albert J Ellis Airport, while ORD stands for Chicago O'Hare Intl Airport. These codes are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry. This flight route has multiple associated airports, so we think it might be helpful to learn the name and codes of them as well. They are Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

Alternative routes for Jacksonville to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Jacksonville to Chicago

The chart below displays the airlines Cheapflights users traveling from Jacksonville to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$296Average$405FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapest$397Average$496FlexibilityNo cancel feeOn-time71%
Search American Airlines flights

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