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

OAJ — CHI
Oct 9 — Oct 161

The best prices from Jacksonville Albert J Ellis to Chicago are usually found in January or February, booked 29 days in advance, depart on a Tuesday or Saturday and return on a Saturday

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 2022: compare Jacksonville to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.

OAJ - CHI

Price

$212 - $687

CHI

Temperature

23 - 73.4 °F

CHI

Rainfall

1.7 - 4.9 inches

Popular inJuneHigh demand for flights, 40% potential price rise
Cheapest inJanuaryBest time to find cheap flights, 48% potential price drop
Round-trip from$212From Jacksonville Albert J Ellis to Chicago (CHI)
One-way from$174One-way flight from Jacksonville Albert J Ellis to Chicago (CHI)

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

Users have found that leaving on a Monday can be a cost-effective option. It’s possible to save up to 91% on your flight compared to booking on days when demand is much higher.

How far in advance should I book a flight from Jacksonville, North Carolina to Chicago?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 29 days in advance, which can save you up to 44% on flights from Jacksonville, North Carolina to Chicago compared to booking the week you need them. Waiting 29 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $396. For sooner than that we have options available in the next 3 days from $450.

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

Our data shows that January tends to be the cheapest month to fly to Chicago from Jacksonville, North Carolina. Users have commonly found prices around $411 for the month, but tickets can be as low as $208. 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)?

A simple way to save on the total cost of your ticket is to fly from Jacksonville, North Carolina to Chicago at noon. If you’re flexible enough to do this you can expect to save up to 41% on your trip compared to booking a flight in the morning.

Cheap flights from Jacksonville to Chicago in October, November 2022

The best prices found for OAJ to CHI flights for October, November
Nov 24 - Dec 1
OAJ

Jacksonville Albert J Ellis

ORD

Chicago O'Hare Intl

1 stop

7h 14m
ORD

Chicago O'Hare Intl

OAJ

Jacksonville Albert J Ellis

1 stop

5h 54m
$294

Delta

Pick Dates

Deal found 10/4/22

Nov 24 - Dec 1
OAJ

Jacksonville Albert J Ellis

MDW

Chicago Midway

1 stop

4h 10m
MDW

Chicago Midway

OAJ

Jacksonville Albert J Ellis

1 stop

5h 24m
$330

Delta

Pick Dates

Deal found 10/4/22

Nov 24 - Dec 3
OAJ

Jacksonville Albert J Ellis

ORD

Chicago O'Hare Intl

1 stop

7h 14m
ORD

Chicago O'Hare Intl

OAJ

Jacksonville Albert J Ellis

1 stop

4h 11m
$352

Multiple Airlines

Pick Dates

Deal found 10/4/22

Jacksonville to Chicago 2022 flight deals

Cheap flights to Chicago from Jacksonville found for this year
Nov 24 - Dec 1
OAJ

Jacksonville Albert J Ellis

ORD

Chicago O'Hare Intl

1 stop

7h 14m
ORD

Chicago O'Hare Intl

OAJ

Jacksonville Albert J Ellis

1 stop

5h 54m
$294

Delta

Pick Dates

Deal found 10/4/22

Dec 14 - Dec 19
OAJ

Jacksonville Albert J Ellis

ORD

Chicago O'Hare Intl

1 stop

6h 54m
ORD

Chicago O'Hare Intl

OAJ

Jacksonville Albert J Ellis

1 stop

4h 36m
$330

Delta

Pick Dates

Deal found 10/4/22

Nov 24 - Dec 1
OAJ

Jacksonville Albert J Ellis

MDW

Chicago Midway

1 stop

4h 10m
MDW

Chicago Midway

OAJ

Jacksonville Albert J Ellis

1 stop

5h 24m
$330

Delta

Pick Dates

Deal found 10/4/22

Cheap Delta flights from Jacksonville to Chicago

Jan 26 - Jan 31
OAJ

Jacksonville Albert J Ellis

ORD

Chicago O'Hare Intl

1 stop

7h 13m
ORD

Chicago O'Hare Intl

OAJ

Jacksonville Albert J Ellis

1 stop

6h 51m
$242

Delta

Pick Dates

Deal found 10/2/22

Jan 26 - Jan 31
OAJ

Jacksonville Albert J Ellis

ORD

Chicago O'Hare Intl

1 stop

4h 59m
ORD

Chicago O'Hare Intl

OAJ

Jacksonville Albert J Ellis

2 stops

9h 37m
$247

Delta

Pick Dates

Deal found 10/2/22

Jan 26 - Jan 31
OAJ

Jacksonville Albert J Ellis

MDW

Chicago Midway

2 stops

7h 34m
MDW

Chicago Midway

OAJ

Jacksonville Albert J Ellis

2 stops

8h 51m
$251

Delta

Pick Dates

Deal found 10/2/22

Cheap American Airlines flights from Jacksonville to Chicago

Nov 24 - Dec 3
OAJ

Jacksonville Albert J Ellis

ORD

Chicago O'Hare Intl

2 stops

8h 34m
ORD

Chicago O'Hare Intl

OAJ

Jacksonville Albert J Ellis

2 stops

8h 29m
$396

American Airlines

Pick Dates

Deal found 10/4/22

Nov 20 - Dec 3
OAJ

Jacksonville Albert J Ellis

ORD

Chicago O'Hare Intl

2 stops

8h 34m
ORD

Chicago O'Hare Intl

OAJ

Jacksonville Albert J Ellis

1 stop

4h 11m
$436

American Airlines

Pick Dates

Deal found 10/4/22

Oct 19 - Oct 21
OAJ

Jacksonville Albert J Ellis

ORD

Chicago O'Hare Intl

1 stop

4h 33m
ORD

Chicago O'Hare Intl

OAJ

Jacksonville Albert J Ellis

1 stop

5h 43m
$438

American Airlines

Pick Dates

Deal found 10/3/22

Last minute flights from Jacksonville to Chicago

Late deals on return flights to Chicago from Jacksonville, departing today and this week
Oct 13 - Oct 16
OAJ

Jacksonville Albert J Ellis

ORD

Chicago O'Hare Intl

1 stop

5h 04m
ORD

Chicago O'Hare Intl

OAJ

Jacksonville Albert J Ellis

1 stop

5h 43m
$549

American Airlines

Pick Dates

Deal found 10/4/22

Oct 13 - Oct 16
OAJ

Jacksonville Albert J Ellis

ORD

Chicago O'Hare Intl

2 stops

9h 50m
ORD

Chicago O'Hare Intl

OAJ

Jacksonville Albert J Ellis

1 stop

3h 58m
$553

American Airlines

Pick Dates

Deal found 10/4/22

Oct 14 - Oct 16
OAJ

Jacksonville Albert J Ellis

ORD

Chicago O'Hare Intl

1 stop

4h 42m
ORD

Chicago O'Hare Intl

OAJ

Jacksonville Albert J Ellis

1 stop

5h 43m
$559

American Airlines

Pick Dates

Deal found 10/2/22

One-way flights to Chicago from Jacksonville

The cheapest one-way flights from Jacksonville to Chicago
Dec 5
OAJ

Jacksonville Albert J Ellis

ORD

Chicago O'Hare Intl

1 stop

6h 37m
$174

American Airlines

Pick Dates

Deal found 10/4/22

Oct 19
OAJ

Jacksonville Albert J Ellis

ORD

Chicago O'Hare Intl

1 stop

6h 33m
$185

Delta

Pick Dates

Deal found 10/4/22

Oct 19
OAJ

Jacksonville Albert J Ellis

ORD

Chicago O'Hare Intl

2 stops

12h 47m
$189

Delta

Pick Dates

Deal found 10/4/22

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.

Which airlines flying from Jacksonville Albert J Ellis to Chicago have flexible cancellations due to COVID-19?

American Airlines and Delta are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

Can I find flights from Jacksonville, North Carolina to Chicago for under $300 on Cheapflights?

Yes, there are multiple flights from Jacksonville, North Carolina to Chicago for under $300. The cheapest flight booked recently is on Delta for just $242, but on average you can expect to pay $344.

Are there last-minute flights available from Jacksonville, North Carolina to Chicago for under $600?

There are currently 13+ open flights from Jacksonville, North Carolina to Chicago within the next 7 days for less than $600.

What are the cheapest airlines flying from Jacksonville, North Carolina to Chicago round-trip?

According to our current data, Delta ($242), and American Airlines ($396) offers the cheapest pricing from Jacksonville, North Carolina to Chicago. These flights start at 41% lower than the current average price 3 months from now.

What are the most popular airlines that fly from Jacksonville, North Carolina to Chicago?

American Airlines, Delta and Juneyao Airlines are the most popular airlines when flying from Jacksonville, North Carolina to Chicago.

What are the cheapest flights from Jacksonville, North Carolina to Chicago?

Looking for the cheapest flight from Jacksonville, North Carolina to Chicago? While on average our users pay $392, our data indicates the cheapest price to be $253. The most popular route (Jacksonville Albert J Ellis - Chicago O'Hare Intl), is priced around $242.

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-timeCOVID-19 safety
DeltaCheapest$197Average$522FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights
American AirlinesCheapest$204Average$440FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights