HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Jacksonville

$224+ Cheap flights from Chicago (CHI) to Jacksonville, NC (OAJ)

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 7/20. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — OAJ
Apr 27 — May 41
Sun 4/27
Sun 5/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Jacksonville with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 (OAJ). 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 April 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$257
(Delta)

One-way from

$224
(Delta)

Popular in

December

Cheapest in

August

Average price

$543
Provider with most accurate pricing for Chicago (CHI)-Jacksonville Albert J Ellis flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Jacksonville Albert J Ellis flights.
Search Deals
From Chicago (CHI) to Jacksonville Albert J Ellis
Search Deals
One-way flight from Chicago (CHI) to Jacksonville Albert J Ellis
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($58 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

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 April 22, 2025.

This Delta deal was found by Cheapflights users on 4/21. 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.
Sat 5/244:15 pmMDW - OAJ
1 stop4h 55mDelta
Sun 5/255:55 amOAJ - MDW
1 stop6h 58mDelta
Deal found 4/21$257
This Delta deal was found by Cheapflights users on 4/21. 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.
Sat 5/244:25 pmORD - OAJ
1 stop4h 45mDelta
Sun 5/255:55 amOAJ - ORD
1 stop5h 08mDelta
Deal found 4/21$257
This American Airlines deal was found by Cheapflights users on 4/21. 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.
Sat 5/243:58 pmORD - OAJ
2 stops7h 07mAmerican Airlines
Sun 5/255:00 amOAJ - ORD
1 stop6h 41mAmerican Airlines
Deal found 4/21$332

Cheapflights Fare Finder

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 April 22, 2025.
Use the filters below to find and compare flights from Chicago to Jacksonville that are best for you.

Fly from

Chicago

Fly to

Jacksonville

Route

Depart

Return

Price

ChicagoJacksonville

MDW - OAJ

MDWOAJ

Chicago Midway

Sat 5/24

4:15 pm-10:10 pm

1 stop4h 55m

Jacksonville Albert J Ellis

Sun 5/25

5:55 am-11:53 am

1 stop6h 58m

$257

ChicagoJacksonville

ORD - OAJ

ORDOAJ

Chicago O'Hare Intl

Sat 5/24

4:25 pm-10:10 pm

1 stop4h 45m

Jacksonville Albert J Ellis

Sun 5/25

5:55 am-10:03 am

1 stop5h 08m

$257

ChicagoJacksonville

ORD - OAJ

ORDOAJ

Chicago O'Hare Intl

Sat 5/24

3:58 pm-12:05 am

2 stops7h 07m

Jacksonville Albert J Ellis

Sun 5/25

5:00 am-10:41 am

1 stop6h 41m

$332

ChicagoJacksonville

MDW - OAJ

MDWOAJ

Chicago Midway

Sun 7/20

10:35 am-5:52 pm

1 stop6h 17m

$224

ChicagoJacksonville

ORD - OAJ

ORDOAJ

Chicago O'Hare Intl

Sun 7/20

6:00 am-1:44 pm

1 stop6h 44m

$224

ChicagoJacksonville

ORD - OAJ

ORDOAJ

Chicago O'Hare Intl

Sun 7/20

7:00 am-2:19 pm

2 stops6h 19m

$397

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/22

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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust 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, North Carolina flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Jacksonville, North Carolina flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Jacksonville, North Carolina flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Jacksonville, North Carolina flights, Cheapflights users trust eDreams the most. eDreams 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, North Carolina 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.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Jacksonville

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

Currently, August is the cheapest month in which you can book a flight from Chicago to Jacksonville, North Carolina (average of $366). Flying from Chicago to Jacksonville, North Carolina in June is currently the most expensive (average of $498). 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.

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, North Carolina ranges from 2.8 - 7.1 inches per month. July is typically the wettest month, when rainfall can reach 7.1 in. April is typically the driest time to visit Jacksonville, North Carolina when rainfall is around 2.8 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, North Carolina, 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 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 44.6 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 April 22, 2025.
Delta
8.0
Very good
7,920 reviews

Entertainment

7.9

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,920 reviews
Delta
8.0
Very good
7,920 reviews

Entertainment

7.9

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,920 reviews

Entertainment

7.9

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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?

    If you book a flight to Jacksonville from Chicago, you will be flying to Albert J Ellis, which is the city’s only airport. Jacksonville Albert J Ellis (OAJ) is located 11.3 mi from the center of Jacksonville. There are 0 flights from Chicago to Albert J Ellis per day from 2 different airlines.

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

    Flying on Delta is currently your cheapest option to Jacksonville, North Carolina, with prices starting at $257. Another option worth looking into is American Airlines, starting at $332 round trip. These flights start at 41% lower than the current average price 3 months from now.

  • 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, North Carolina?

    Currently, August is the cheapest month in which you can book a flight from Chicago to Jacksonville, North Carolina (average of $366). Flying from Chicago to Jacksonville, North Carolina in June is currently the most expensive (average of $498). 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Jacksonville

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Charlotte flights
O'Hare Intl to Raleigh flights
O'Hare Intl to Knoxville flights
O'Hare Intl to Myrtle Beach flights
O'Hare Intl to Asheville flights
O'Hare Intl to Norfolk flights
Midway to Raleigh flights
O'Hare Intl to Wilmington flights
O'Hare Intl to Greensboro flights
Midway to Charlotte flights
Midway to Myrtle Beach flights
Midway to Knoxville flights
St. Louis to Charlotte flights
St. Louis to Raleigh flights
Midway to Norfolk flights
St. Louis to Norfolk flights
Peoria to Charlotte flights
Moline to Charlotte flights
Midway to Wilmington flights
Midway to Asheville flights
Midway to Greensboro flights
St. Louis to Wilmington flights
St. Louis to Myrtle Beach flights
O'Hare Intl to Blountville flights
O'Hare Intl to Jacksonville flights
St. Louis to Knoxville flights
Midway to Blountville flights
Peoria to Myrtle Beach flights
St. Louis to Greensboro flights
Moline to Asheville flights
Moline to Myrtle Beach flights
Moline to Wilmington flights
O'Hare Intl to Fayetteville flights
Moline to Raleigh flights
Peoria to Raleigh flights
St. Louis to Blountville flights
Moline to Knoxville flights
St. Louis to Asheville flights
Bloomington to Myrtle Beach flights
Evansville to Wilmington flights
Moline to Norfolk flights
Peoria to Greensboro flights
Evansville to Charlotte flights
Peoria to Knoxville flights
O'Hare Intl to New Bern flights
Peoria to Norfolk flights
Bloomington to Charlotte flights
St. Louis to Fayetteville flights
Midway to Fayetteville flights
Bloomington to Norfolk flights

Top 2 airlines flying from Chicago to Jacksonville

Discover the top 2 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 April 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$237Average$376FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$249Average$352FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.