Cheap flights from Jacksonville to Chicago (OAJ - CHI)

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The best prices from Jacksonville to Chicago are usually found in April or January, booked 19 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday

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 2021: compare Jacksonville to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
OAJ - CHI
Price
$151 - $535
CHI
Temperature
33.8 - 84.2 °F
CHI
Rainfall
0.7 - 4.3 inches

Popular in

September

High demand for flights, 45% potential price rise

Cheapest in

April

Best time to find cheap flights, 48% potential price drop

Round-trip from

$151

From Jacksonville to Chicago

One-way from

$106

One-way flight from Jacksonville to Chicago

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Jacksonville to Chicago?

Tuesday is generally a great day to depart. Flying on this day could help you save up to 85%.

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

Find a great deal and save up to 10% by booking at least 20 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Jacksonville to Chicago within the next two weeks, with the cheapest ticket starting at $137.

What is the cheapest month to fly from Jacksonville to Chicago?

Due to multiple factors, expect to potentially pay more when booking in December. For low rates, April can be a great choice for travel to Chicago. Flights to Chicago from Jacksonville in April are about $135 on average during April, but can be found for as low as $33.

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

One of the essential ways to save on airfare from Jacksonville to Chicago is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the morning could potentially save you up to 42% on airfare.

Cheap flights from Jacksonville to Chicago in May, June 2021

The best prices found for OAJ to CHI flights for May, June
5 Jun - 15 Jun
$212pp
OAJ
Jacksonville Albert J Ellis
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
OAJ
Jacksonville Albert J Ellis
8 Jun - 15 Jun
$215pp
OAJ
Jacksonville Albert J Ellis
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
OAJ
Jacksonville Albert J Ellis
7 Jun - 15 Jun
$216pp
OAJ
Jacksonville Albert J Ellis
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
OAJ
Jacksonville Albert J Ellis

Jacksonville to Chicago 2021 flight deals

Cheap flights to Chicago from Jacksonville found for this year
5 Jun - 15 Jun
$212pp
OAJ
Jacksonville Albert J Ellis
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
OAJ
Jacksonville Albert J Ellis
8 Jun - 15 Jun
$215pp
OAJ
Jacksonville Albert J Ellis
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
OAJ
Jacksonville Albert J Ellis
7 Jun - 15 Jun
$216pp
OAJ
Jacksonville Albert J Ellis
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
OAJ
Jacksonville Albert J Ellis

Last minute flights from Jacksonville to Chicago

Late deals on round-trip flights to Chicago from Jacksonville, departing today and this week
22 May - 25 May
$368pp
OAJ
Jacksonville Albert J Ellis
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
OAJ
Jacksonville Albert J Ellis
22 May - 24 May
$384pp
OAJ
Jacksonville Albert J Ellis
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
OAJ
Jacksonville Albert J Ellis
22 May - 24 May
$425pp
OAJ
Jacksonville Albert J Ellis
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
OAJ
Jacksonville Albert J Ellis

One-way flights to Chicago from Jacksonville

The cheapest one-way flights from Jacksonville to Chicago
1:00 am - 4:42 am
American Airlines
1 Stop
4h 42m
OAJ - ORD
American Airlines
4:14 pm - 6:42 am
American Airlines
1 Stop
15h 28m
OAJ - ORD
American Airlines
2:40 pm - 7:40 pm
Delta
1 Stop
6h 00m
OAJ - ORD
Delta
$118
Delta

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Jacksonville</span> to <span class="emphasized">Chicago</span> flights.

Flight FAQs

From Jacksonville to Chicago

Are flight prices decreasing from Albert J. Ellis to Chicago due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Albert J. Ellis and Chicago for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

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.

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 to Chicago for under $300 on Cheapflights?

Yes, there are multiple flights from Jacksonville to Chicago for under $300. The cheapest flight booked recently is on American Airlines for just $212, but on average you can expect to pay $270.

Are there nonstop flights from Jacksonville to Chicago for under $200 on Cheapflights?

There are no nonstop flights from Jacksonville to Chicago, but Cheapflights can provide you with all the information you need to find the fastest route with the fewest stops.

Are there last-minute flights available from Jacksonville to Chicago for under $400?

There are currently 8+ open flights from Jacksonville to Chicago within the next 7 days for less than $400.

Is Albert J. Ellis weather warmer or cooler than Chicago?

With an average temperature of 90 °F, peak weather can be found in July. As a traveler, expect to see changes in flight prices during that period. The temperatures in Chicago are colder than in Albert J. Ellis.

How long is the flight from Jacksonville to Chicago?

A quick flight from Jacksonville to Chicago can take about 4h 05m. Delta provides one of the quickest options available for as low as $366. This flight may include one or multiple stops.

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

American Airlines, at $212, was found to be the cheapest airline from Jacksonville to Chicago. An alternate airline flying to your destination would be Delta. You may be able to fly from Jacksonville to Chicago for 27% less than the average price by searching for these airlines.

What are the cheapest airlines to fly from Jacksonville to Chicago one-way?

The cheapest airlines for a one-way flight from Jacksonville to Chicago are American Airlines ($106) and Delta ($118).

Alternative routes for Jacksonville to Chicago

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

Destination information for Chicago

Things to know before you go - useful duration and weather info for your trip from Jacksonville to Chicago.
Average temperature for May in Chicago
71.6 °F
Avg rainfall for May in Chicago
4.3 ″

Airports servicing Jacksonville

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)
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