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$108+ Cheap flights from Chicago (CHI) to Jacksonville (JAX)

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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JAX
Dec 24 — Dec 311
Tue 12/24
Tue 12/31
1 adult, Economy
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The best prices from Chicago to Jacksonville are usually found in September or May, booked 85 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday

Cheap flight deals from Chicago to Jacksonville

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Jacksonville (JAX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 19, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$298
(JetBlue)

One-way from

$108
(Delta)

Popular in

December

Cheapest in

September

Average price

$439
Provider with most accurate pricing for Chicago (CHI)-Jacksonville flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Jacksonville flights.
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From Chicago (CHI) to Jacksonville
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One-way flight from Chicago (CHI) to Jacksonville
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High demand for flights, 7% potential price rise
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Best time to find cheap flights, 1% potential price drop
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Average for round-trip flights in December 2024
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Find flight deals from Chicago to Jacksonville

Cheapest flights from Chicago to Jacksonville
Explore the most affordable flight options available from Chicago to Jacksonville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 19, 2024.

This Frontier deal was found by Cheapflights users on 12/19. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/317:45 amMDW - JAX
1 stop6h 26mFrontier
Sat 1/47:50 pmJAX - MDW
1 stop11h 49mFrontier
Deal found 12/19$363
This American Airlines deal was found by Cheapflights users on 12/18. 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.
Tue 12/316:40 pmORD - JAX
Nonstop2h 46mAmerican Airlines
Sat 1/119:40 amJAX - ORD
Nonstop2h 42mAmerican Airlines
Deal found 12/18$367
This Southwest deal was found by Cheapflights users on 12/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/315:45 amORD - JAX
1 stop6h 10mSouthwest
Sat 1/116:00 amJAX - ORD
2 stops11h 45mSouthwest
Deal found 12/18$412
This Delta deal was found by Cheapflights users on 12/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/313:32 pmMDW - JAX
1 stop6h 00mDelta
Sat 1/116:00 amJAX - MDW
1 stop5h 12mDelta
Deal found 12/18$421
This Southwest deal was found by Cheapflights users on 12/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/316:20 amMDW - JAX
1 stop3h 50mSouthwest
Sat 1/116:00 amJAX - MDW
2 stops9h 05mSouthwest
Deal found 12/19$447
This Delta deal was found by Cheapflights users on 12/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/257:05 amORD - JAX
1 stop6h 17mDelta
Thu 12/265:00 pmJAX - ORD
1 stop5h 20mDelta
Deal found 12/18$581
This United Airlines deal was found by Cheapflights users on 12/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/278:00 pmORD - JAX
Nonstop2h 30mUnited Airlines
Fri 1/1012:20 pmJAX - ORD
Nonstop2h 53mUnited Airlines
Deal found 12/18$627
This Mytrip deal was found by Cheapflights users on 12/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/236:05 amORD - JAX
2 stops26h 50mMultiple Airlines
Fri 1/1712:01 pmJAX - ORD
3 stops24h 31mMultiple Airlines
Deal found 12/18$671

Find flights from Chicago to Jacksonville within your budget

Customize your flight search to find flights from Chicago to Jacksonville 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 19, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Thu 1/9

7:00 am-2:00 pm

1 stop6h 00m

Jacksonville

Fri 1/10

6:55 am-3:44 pm

1 stop9h 49m

$298

ChicagoJacksonville

MDW - JAX

MDWJAX

Chicago Midway

Thu 1/2

7:34 am-2:43 pm

1 stop6h 09m

Jacksonville

Mon 1/6

4:33 pm-9:04 pm

1 stop5h 31m

$308

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Wed 1/8

6:00 am-5:03 pm

1 stop10h 03m

Jacksonville

Wed 1/15

7:34 am-5:50 pm

1 stop11h 16m

$313

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Fri 1/31

5:40 pm-9:10 pm

Nonstop2h 30m

Jacksonville

Fri 2/7

9:40 am-11:22 am

Nonstop2h 42m

$317

ChicagoJacksonville

MDW - JAX

MDWJAX

Chicago Midway

Fri 1/31

12:45 pm-4:00 pm

Nonstop2h 15m

Jacksonville

Fri 2/7

4:20 pm-6:00 pm

Nonstop2h 40m

$318

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Sat 2/1

5:50 am-10:40 am

2 stops27h 50m

Jacksonville

Sat 2/8

9:31 am-9:52 pm

1 stop13h 21m

$330

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Thu 1/23

1:00 pm-10:00 pm

1 stop8h 00m

Jacksonville

Tue 1/28

11:36 am-6:55 pm

1 stop8h 19m

$333

ChicagoJacksonville

MDW - JAX

MDWJAX

Chicago Midway

Fri 1/31

10:57 am-5:54 pm

1 stop5h 57m

Jacksonville

Fri 2/7

5:48 pm-10:20 pm

1 stop5h 32m

$336

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Sat 1/18

7:00 am-8:05 pm

2 stops12h 05m

Jacksonville

Sun 1/19

6:45 am-11:30 am

1 stop5h 45m

$361

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Wed 1/15

7:05 am-4:11 pm

1 stop8h 06m

$108

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/18

Showing 1-10 of 21 results
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Compare providers for flights from Chicago to Jacksonville

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Jacksonville in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Jacksonville flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Jacksonville flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Jacksonville flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Jacksonville flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Jacksonville flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Jacksonville

Have a flexible travel schedule? Discover the best time to fly to Jacksonville from Chicago 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.

Travel insights for flights from Chicago to Jacksonville

Get recent, data-driven insights about flights from Chicago to Jacksonville including ideal travel times, pricing trends, and more.

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Jacksonville. Price data was last updated on December 13, 2024.

The price you pay for your flight from Chicago to Jacksonville may vary depending on when you book. For the best chance of a lower fare, look to book 85 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago to Jacksonville?

Currently, August is the cheapest month in which you can book a flight from Chicago to Jacksonville (average of $278). Flying from Chicago to Jacksonville in March is currently the most expensive (average of $338). 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 CHI to JAX?

Find hourly flight availability from Chicago to Jacksonville. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 19, 2024.

It’s typically best to fly out from Chicago to Jacksonville in the afternoon. Doing so could potentially save you 19% on the flight price compared to flying at noon, which is usually more expensive.

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

Use this chart to determine the cheapest time to fly round-trip from Chicago to Jacksonville. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to Jacksonville flight should consider departing on Tuesday evenings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Jacksonville by month

Plan your trip to Jacksonville by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Jacksonville ranges from 2.1 - 8.2 inches per month. September is typically the wettest month, when rainfall can reach 8.2 in. November is typically the driest time to visit Jacksonville when rainfall is around 2.1 in.

Temperature in Jacksonville by month

Plan your trip to Jacksonville by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Jacksonville, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 53.6 F).

Reviews of airlines servicing Jacksonville

Get insights into the airlines that provide service to Jacksonville. 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 Jacksonville. Reviews last updated December 19, 2024.
Read through reviews of airlines operating flights from Chicago to Jacksonville, such as Southwest, Frontier and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,836 reviews

Crew

8.7

Comfort

8.1

Food

7.2

Entertainment

7.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Southwest
8.1
Very good
4,836 reviews
Southwest
8.1
Very good
4,836 reviews

Crew

8.7

Comfort

8.1

Food

7.2

Entertainment

7.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Delta
8.0
Very good
8,600 reviews
Southwest
8.1
Very good
4,836 reviews

Crew

8.7

Comfort

8.1

Food

7.2

Entertainment

7.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

JetBlue
7.4
Good
3,274 reviews
Southwest
8.1
Very good
4,836 reviews

Crew

8.7

Comfort

8.1

Food

7.2

Entertainment

7.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

United Airlines
7.4
Good
9,048 reviews
Southwest
8.1
Very good
4,836 reviews

Crew

8.7

Comfort

8.1

Food

7.2

Entertainment

7.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Allegiant Air
7.4
Good
829 reviews
Southwest
8.1
Very good
4,836 reviews

Crew

8.7

Comfort

8.1

Food

7.2

Entertainment

7.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Jacksonville. 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 into for flights to Jacksonville from Chicago?

    Jacksonville (JAX) is the airport you will fly into if you book a flight from Chicago to Jacksonville. You should not have trouble finding flights to Jacksonville from Chicago; the airport handles an average of 4 inbound flights from Chicago per day. You should also have plenty of airline options to choose from since 5 airlines have flights to the Jacksonville airport from Chicago. It is only a 11.2 mi journey from Jacksonville (JAX) to Jacksonville’s city center.

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

    Currently priced at $298, JetBlue will fly you from Chicago to Jacksonville and back. In addition to JetBlue, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Frontier and Delta - these airlines can fly you to your destination from $308 and $313, respectively. You may be able to fly from Chicago to Jacksonville for 18% less than the average price by searching for these airlines.

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

    $108 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on JetBlue and United Airlines, with prices starting from $133 and $147, respectively.

  • What are the most reliable airlines from Chicago to Jacksonville?

    Consider United Airlines (92%), Air Canada (92%) or Alaska Airlines (87%) when booking your flight. These represent the most reliable airlines when flying from Chicago to Jacksonville.

  • What are the cheapest flights from Chicago to Jacksonville?

    The cheapest flight price from Chicago to Jacksonville is $130. On average you can expect to pay $478. The most popular route, (Chicago O'Hare Intl - Jacksonville), can usually be booked for $202.

  • Can I find deals for flights from Chicago to Jacksonville that include hotel bookings?

    Yes. In addition to deals on Chicago to Jacksonville flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Jacksonville?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Jacksonville.

  • Can I find deals for business class flights from Chicago to Jacksonville?

    Yes. Cheapflights offers flight deals from Chicago to Jacksonville 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 Chicago to Jacksonville?

    Currently, August is the cheapest month in which you can book a flight from Chicago to Jacksonville (average of $278). Flying from Chicago to Jacksonville in March is currently the most expensive (average of $338). 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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Top 5 airlines flying from Chicago to Jacksonville

Discover the top 5 airlines that operate flights from Chicago to Jacksonville. 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 19, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$140Average$250FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$180Average$330FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$198Average$400FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$209Average$405FlexibilityNo cancel feeOn-time69%
DeltaCheapest$236Average$316FlexibilityNo cancel feeOn-timeN/A
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