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

JAX — CHI
Aug 23 — Aug 301

The best prices from Jacksonville to Chicago are usually found in February or October, booked 27 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

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

All the information you need to plan the best JAX to CHI flight in 2022: compare Jacksonville to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.

JAX - CHI

Price

$256 - $456

CHI

Temperature

23 - 73.4 °F

CHI

Rainfall

1.7 - 4.9 inches

Popular inJuneHigh demand for flights, 25% potential price rise
Cheapest inFebruaryBest time to find cheap flights, 25% potential price drop
Round-trip from$256From Jacksonville to Chicago (CHI)
One-way from$126One-way flight from Jacksonville to Chicago (CHI)

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

Users have found that flying from Jacksonville to Chicago on a Saturday typically leans towards higher prices. However, this doesn’t mean you still can’t find a deal. Flexibility with other aspects of your flight can still land a great price for your trip.

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

To save up to 36% on this flight, we recommend booking at least 26 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Jacksonville to Chicago from $369 1-2 weeks out and tickets from $466 for flights departing within the next 72 hours.

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

Our data shows that February tends to be the cheapest month to fly to Chicago from Jacksonville. Users have commonly found prices around $341 for the month, but tickets can be as low as $202. Due to multiple factors, prepare for potentially higher prices in June.

When is the cheapest time to fly from Jacksonville to Chicago (JAX - 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 evening could potentially save you up to 28% on airfare.

Cheap flights from Jacksonville to Chicago in August, September 2022

The best prices found for JAX to CHI flights for August, September
Aug 24 - Aug 27
JAX

Jacksonville

MDW

Chicago Midway

1 stop

20h 03m
MDW

Chicago Midway

JAX

Jacksonville

1 stop

8h 14m
$164

Frontier

Pick Dates

Deal found 8/16/22

Aug 24 - Aug 30
JAX

Jacksonville

MDW

Chicago Midway

1 stop

20h 03m
MDW

Chicago Midway

JAX

Jacksonville

1 stop

21h 26m
$168

Frontier

Pick Dates

Deal found 8/15/22

Aug 24 - Aug 27
JAX

Jacksonville

MDW

Chicago Midway

2 stops

14h 49m
MDW

Chicago Midway

JAX

Jacksonville

1 stop

8h 14m
$169

Frontier

Pick Dates

Deal found 8/16/22

Jacksonville to Chicago 2022 flight deals

Cheap flights to Chicago from Jacksonville found for this year
Aug 24 - Aug 27
JAX

Jacksonville

MDW

Chicago Midway

1 stop

20h 03m
MDW

Chicago Midway

JAX

Jacksonville

1 stop

8h 14m
$164

Frontier

Pick Dates

Deal found 8/16/22

Aug 24 - Aug 30
JAX

Jacksonville

MDW

Chicago Midway

1 stop

20h 03m
MDW

Chicago Midway

JAX

Jacksonville

1 stop

21h 26m
$168

Frontier

Pick Dates

Deal found 8/15/22

Aug 24 - Aug 27
JAX

Jacksonville

MDW

Chicago Midway

2 stops

14h 49m
MDW

Chicago Midway

JAX

Jacksonville

1 stop

8h 14m
$169

Frontier

Pick Dates

Deal found 8/16/22

Cheap American Airlines flights from Jacksonville to Chicago

Sep 13 - Sep 14
JAX

Jacksonville

ORD

Chicago O'Hare Intl

2 stops

16h 58m
ORD

Chicago O'Hare Intl

JAX

Jacksonville

1 stop

7h 11m
$212

American Airlines

Pick Dates

Deal found 8/16/22

Sep 13 - Sep 14
JAX

Jacksonville

ORD

Chicago O'Hare Intl

2 stops

16h 58m
ORD

Chicago O'Hare Intl

JAX

Jacksonville

1 stop

7h 11m
$214

American Airlines

Pick Dates

Deal found 8/15/22

Sep 21 - Sep 22
JAX

Jacksonville

ORD

Chicago O'Hare Intl

2 stops

14h 50m
ORD

Chicago O'Hare Intl

JAX

Jacksonville

1 stop

6h 05m
$244

American Airlines

Pick Dates

Deal found 8/16/22

  • If you’re traveling from Jacksonville to Chicago, one of the more common airlines traveling that route is American Airlines. Flights from American Airlines traveling this route typically cost $359.80 RT. This price is typically 59% more expensive than other airlines that offer Jacksonville to Chicago flights. When booking this route, the cheapest RT price found was $188. The most popular departure airport in Jacksonville when flying to Chicago is Jacksonville Airport. The most popular airport to fly into when visiting Chicago is Chicago O'Hare Intl Airport. When flying from Jacksonville to Chicago, American Airlines flights are 21% more popular than any other airline flying that same route.

Cheap JetBlue flights from Jacksonville to Chicago

Sep 13 - Sep 14
JAX

Jacksonville

ORD

Chicago O'Hare Intl

1 stop

9h 20m
ORD

Chicago O'Hare Intl

JAX

Jacksonville

1 stop

5h 58m
$248

JetBlue

Pick Dates

Deal found 8/17/22

Sep 14 - Sep 21
JAX

Jacksonville

ORD

Chicago O'Hare Intl

1 stop

9h 20m
ORD

Chicago O'Hare Intl

JAX

Jacksonville

1 stop

5h 58m
$253

JetBlue

Pick Dates

Deal found 8/15/22

Aug 23 - Sep 15
JAX

Jacksonville

ORD

Chicago O'Hare Intl

1 stop

9h 32m
ORD

Chicago O'Hare Intl

JAX

Jacksonville

1 stop

5h 58m
$356

JetBlue

Pick Dates

Deal found 8/16/22

  • JetBlue is one of the most popular airlines used for those traveling from Jacksonville to Chicago. Flights from JetBlue traveling this route typically cost $367.05 RT. This price is typically 68% more expensive than other airlines that offer Jacksonville to Chicago flights. When booking this route, the cheapest RT price found was $156. The most popular departure airport in Jacksonville when flying to Chicago is Jacksonville Airport. The most popular airport to fly into when visiting Chicago is Chicago O'Hare Intl Airport. When flying from Jacksonville to Chicago, JetBlue flights are 19% more popular than any other airline flying that same route.

Non-stop flights to Chicago from Jacksonville

Save time with Jacksonville to Chicago direct flight deals
Sep 13 - Sep 14
JAX

Jacksonville

ORD

Chicago O'Hare Intl

Nonstop

2h 36m
ORD

Chicago O'Hare Intl

JAX

Jacksonville

Nonstop

2h 18m
$242

American Airlines

Pick Dates

Deal found 8/15/22

Sep 13 - Sep 14
JAX

Jacksonville

ORD

Chicago O'Hare Intl

Nonstop

2h 45m
ORD

Chicago O'Hare Intl

JAX

Jacksonville

Nonstop

2h 29m
$252

United Airlines

Pick Dates

Deal found 8/16/22

Sep 3 - Sep 5
JAX

Jacksonville

ORD

Chicago O'Hare Intl

Nonstop

2h 36m
ORD

Chicago O'Hare Intl

JAX

Jacksonville

Nonstop

2h 24m
$284

United Airlines

Pick Dates

Deal found 8/15/22

Last minute flights from Jacksonville to Chicago

Late deals on return flights to Chicago from Jacksonville, departing today and this week
Aug 24 - Aug 27
JAX

Jacksonville

MDW

Chicago Midway

1 stop

20h 03m
MDW

Chicago Midway

JAX

Jacksonville

1 stop

8h 14m
$164

Frontier

Pick Dates

Deal found 8/16/22

Aug 24 - Aug 30
JAX

Jacksonville

MDW

Chicago Midway

1 stop

20h 03m
MDW

Chicago Midway

JAX

Jacksonville

1 stop

21h 26m
$168

Frontier

Pick Dates

Deal found 8/15/22

Aug 24 - Aug 27
JAX

Jacksonville

MDW

Chicago Midway

2 stops

14h 49m
MDW

Chicago Midway

JAX

Jacksonville

1 stop

8h 14m
$169

Frontier

Pick Dates

Deal found 8/16/22

One-way flights to Chicago from Jacksonville

The cheapest one-way flights from Jacksonville to Chicago
Oct 3
JAX

Jacksonville

MDW

Chicago Midway

2 stops

13h 19m
$85

Frontier

Pick Dates

Deal found 8/15/22

Oct 3
JAX

Jacksonville

MDW

Chicago Midway

1 stop

17h 47m
$86

Frontier

Pick Dates

Deal found 8/15/22

Aug 26
JAX

Jacksonville

MDW

Chicago Midway

1 stop

23h 32m
$90

Frontier

Pick Dates

Deal found 8/16/22

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?

Located just 11.2 mi from the city center, Jacksonville is the airport most travelers will use when flying to Chicago from Jacksonville. Booking flights from Jacksonville (JAX) to Chicago should be relatively easy as there are 13 daily outbound flights to Chicago from 9 different airlines.

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

Some of the carriers operating flights from Jacksonville to Chicago that may be offering flexible cancellation policies are Spirit Airlines, United Airlines, and Frontier. Our site will let you filter for all airlines offering greater flexibility due to COVID-19.

Can I find flights from Jacksonville to Chicago for under $200 on Cheapflights?

Yes, there are multiple flights from Jacksonville to Chicago for under $200. The cheapest flight booked recently is on Frontier for just $164, but on average you can expect to pay $207.

Are there nonstop flights from Jacksonville to Chicago for under $300 on Cheapflights?

Cheapflights has at least 20 direct flights from Jacksonville to Chicago under $300. A good price for a nonstop flight from Jacksonville to Chicago is less than $312.

Are there last-minute flights available from Jacksonville to Chicago for under $200?

There are currently 20+ open flights from Jacksonville to Chicago within the next 7 days for less than $200.

What days are nonstop flights available from Jacksonville to Chicago?

Days when nonstop flights are available for this flight are: Monday.

How many flights depart from Jacksonville to Chicago on average per day?

On average 1 flight departs from Jacksonville to Chicago per day.
Morning (6am - Noon) - 100% of flight departures

How long is the flight from Jacksonville to Chicago?

Airlines like Frontier and American Airlines fly from Jacksonville to Chicago in about 16h 58m. The time it takes to get you to your destination can typically vary by up to 2h 20m. Jacksonville and Chicago are separated by a distance of 870 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

Flying on Frontier is currently your cheapest option to Chicago, with prices starting at $164. Another option worth looking into is American Airlines, starting at $212 round trip. Frontier is priced at 51% lower than the current average price of a flight leaving 3 months from now.

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 Frontier ($85), United Airlines ($121), and JetBlue ($124).

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

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

What are the most reliable airlines from Jacksonville to Chicago?

Consider ANA (85%), Envoy Air (82%) or Republic Airways (82%) when booking your flight. These represent the most reliable airlines when flying from Jacksonville to Chicago.

What are the cheapest flights from Jacksonville to Chicago?

Looking for the cheapest flight from Jacksonville to Chicago? While on average our users pay $408, our data indicates the cheapest price to be $163. The most popular route (Jacksonville - Chicago O'Hare Intl), is priced around $204.

Alternative routes for Jacksonville to Chicago

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

Top 7 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
Juneyao AirlinesCheapest$14Average$22FlexibilityNo cancel feeOn-time66%COVID-19 safety
Search Juneyao Airlines flights
FrontierCheapest$28Average$103FlexibilityNo cancel feeOn-time62%COVID-19 safety
Search Frontier flights
Spirit AirlinesCheapest$39Average$112FlexibilityNo cancel feeOn-time65%COVID-19 safety
Search Spirit Airlines flights
JetBlueCheapest$101Average$188FlexibilityNo cancel feeOn-time62%COVID-19 safety
Search JetBlue flights
American AirlinesCheapest$156Average$367FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights
United AirlinesCheapest$188Average$360FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights
DeltaCheapest$234Average$436FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights

Hourly flight availability from Jacksonville to Chicago

See what time of day planes typically take off from Jacksonville to Chicago
1%of flight departuresEarly morningMidnight to 6 am
67%of flight departuresMorning6 am to noon
32%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Jacksonville to Chicago

See how many times per day planes take to the skies headed from Jacksonville to Chicago
Sunday12daily flights
Monday16daily flights
Tuesday16daily flights
Wednesday16daily flights
Thursday15daily flights
Friday16daily flights
Saturday5daily flights