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O'Hare Intl

$117+ Cheap flights from Jacksonville (JAX) to O'Hare Intl (ORD)

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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — ORD
Apr 21 — Apr 281
Tue 4/21
Tue 4/28
1 adult, Economy
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Jacksonville to Chicago O'Hare Intl are usually found in August or September, booked 80 days in advance, depart on a Thursday or Friday and return on a Saturday

Cheap flight deals from Jacksonville to O'Hare Intl

Cheapest flights from Jacksonville to O'Hare Intl
Explore the most affordable flight options available from Jacksonville to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 22, 2026.

This Southwest deal was found by Cheapflights users on 3/17. 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 4/216:30 am
JAX
-
ORD
1 stop7h 20m
Southwest
Wed 5/611:55 am
ORD
-
JAX
2 stops9h 20m
Southwest
Deal found 3/17$258
This American Airlines deal was found by Cheapflights users on 3/17. 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.
Wed 4/295:45 am
JAX
-
ORD
Nonstop3h 04m
American Airlines
Mon 5/49:10 am
ORD
-
JAX
Nonstop2h 37m
American Airlines
Deal found 3/17$260
This United Airlines deal was found by Cheapflights users on 3/18. 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.
Sat 4/258:00 am
JAX
-
ORD
Nonstop2h 50m
United Airlines
Tue 4/281:00 pm
ORD
-
JAX
1 stop6h 02m
United Airlines
Deal found 3/18$261
This Kiwi.com deal was found by Cheapflights users on 3/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/206:49 pm
JAX
-
ORD
1 stop15h 51m
Multiple Airlines
Wed 4/227:15 pm
ORD
-
JAX
2 stops22h 20m
Multiple Airlines
Deal found 3/19$262
This Southwest deal was found by Cheapflights users on 3/19. 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 4/141:15 pm
JAX
-
ORD
2 stops9h 40m
Southwest
Tue 4/2111:55 am
ORD
-
JAX
2 stops9h 20m
Southwest
Deal found 3/19$263
This American Airlines deal was found by Cheapflights users on 3/17. 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 5/98:00 am
JAX
-
ORD
1 stop6h 49m
American Airlines
Wed 5/133:04 pm
ORD
-
JAX
Nonstop2h 36m
American Airlines
Deal found 3/17$265
This United Airlines deal was found by Cheapflights users on 3/17. 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.
Mon 4/278:00 am
JAX
-
ORD
Nonstop2h 50m
United Airlines
Wed 4/291:00 pm
ORD
-
JAX
1 stop6h 02m
United Airlines
Deal found 3/17$266
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/166:25 pm
JAX
-
ORD
1 stop16h 58m
Multiple Airlines
Thu 4/231:12 pm
ORD
-
JAX
2 stops29h 54m
Multiple Airlines
Deal found 3/17$268
This Kiwi.com deal was found by Cheapflights users on 3/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/187:33 pm
JAX
-
ORD
1 stop18h 59m
Multiple Airlines
Wed 4/227:15 pm
ORD
-
JAX
2 stops22h 20m
Multiple Airlines
Deal found 3/21$269
This Kiwi.com deal was found by Cheapflights users on 3/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1712:51 pm
JAX
-
ORD
2 stops33h 21m
Multiple Airlines
Mon 4/2711:28 am
ORD
-
JAX
1 stop5h 36m
Multiple Airlines
Deal found 3/18$271

Find flight deals from Jacksonville to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Jacksonville (JAX) to O'Hare Intl (ORD). 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 March 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$258
(Southwest)

One-way from

$117
(United Airlines)

Popular in

March

Cheapest in

August

Average price

$395

Good round-trip deal

$352 or less

Good one-way deal

$229 or less
Provider with most accurate pricing for Jacksonville-Chicago O'Hare Intl flight deals.
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Provider most trusted by Cheapflights users for Jacksonville-Chicago O'Hare Intl flights.
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From Jacksonville to Chicago O'Hare Intl
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One-way flight from Jacksonville to Chicago O'Hare Intl
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($18 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals
Price to beat on a round-trip flight from Jacksonville to Chicago O'Hare Intl.
Search Deals
Price to beat on a one-way flight from Jacksonville to Chicago O'Hare Intl.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Jacksonville to O'Hare Intl 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 March 22, 2026.
Use the filters below to find and compare flights from Jacksonville to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Tue 4/21

6:30 am-12:50 pm

1 stop7h 20m

Chicago O'Hare Intl

Wed 5/6

11:55 am-10:15 pm

2 stops9h 20m

$258
Quickest round-trip

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Mon 4/27

8:00 am-9:50 am

Nonstop2h 50m

Chicago O'Hare Intl

Wed 4/29

4:00 pm-7:34 pm

Nonstop2h 34m

$260

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Mon 4/20

7:59 pm-11:59 pm

1 stop5h 00m

Chicago O'Hare Intl

Thu 4/23

5:15 am-12:09 pm

1 stop5h 54m

$307

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Fri 5/1

7:03 pm-11:44 pm

1 stop5h 41m

Chicago O'Hare Intl

Tue 5/5

11:00 am-2:38 pm

Nonstop2h 38m

$308

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Wed 5/27

1:15 pm-9:55 pm

2 stops9h 40m

Chicago O'Hare Intl

Fri 5/29

2:40 pm-10:55 pm

1 stop7h 15m

$323

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Fri 5/1

6:05 am-3:30 pm

2 stops10h 25m

Chicago O'Hare Intl

Wed 5/6

11:55 am-10:15 pm

2 stops9h 20m

$328

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Fri 4/10

11:32 am-1:23 pm

Nonstop2h 51m

Chicago O'Hare Intl

Tue 4/14

1:00 pm-8:02 pm

1 stop6h 02m

$341

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Mon 8/10

4:55 pm-6:48 pm

Nonstop2h 53m

Chicago O'Hare Intl

Thu 8/13

12:57 pm-8:54 pm

1 stop6h 57m

$347

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Tue 6/23

9:20 am-2:40 pm

1 stop6h 20m

Chicago O'Hare Intl

Thu 6/25

6:19 pm-9:59 pm

Nonstop2h 40m

$351

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Thu 4/16

8:00 am-9:50 am

Nonstop2h 50m

Chicago O'Hare Intl

Sat 4/18

6:45 am-10:21 am

Nonstop2h 36m

$352

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/19

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

Compare providers for flights from Jacksonville to O'Hare Intl

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 Jacksonville to O'Hare Intl in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star
MytripPrice Accuracy3 starsTrust Score*3 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 Jacksonville-Chicago O'Hare Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Jacksonville-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Jacksonville-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Jacksonville-Chicago O'Hare Intl Airport 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 Jacksonville-Chicago O'Hare Intl Airport 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 Jacksonville to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Jacksonville 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 Jacksonville to Chicago O'Hare Intl Airport

How far ahead should I book a flight from Jacksonville to Chicago O'Hare Intl Airport?

Use this chart to determine the optimal time to book a round-trip flight from Jacksonville to O'Hare Intl. Price data was last updated on March 13, 2026.

The best time to book flights from Jacksonville to Chicago O'Hare Intl Airport is 80 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Jacksonville to Chicago O'Hare Intl Airport?

Currently, May is the cheapest month in which you can book a flight from Jacksonville to Chicago O'Hare Intl Airport (average of $98). Flying from Jacksonville to Chicago O'Hare Intl Airport in April is currently the most expensive (average of $271). 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 JAX to ORD?

Find hourly flight availability from Jacksonville to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 22, 2026.

It’s typically best to fly out from Jacksonville to Chicago O'Hare Intl Airport in the evening. Doing so could potentially save you 47% on the flight price compared to flying at noon, which is usually more expensive.

What is the cheapest day to fly from Jacksonville to Chicago O'Hare Intl Airport?

Use this chart to determine the cheapest time to fly round-trip from Jacksonville to O'Hare Intl. Price data was last updated on March 14, 2026.

Travelers seeking maximum savings on their Jacksonville to Chicago O'Hare Intl Airport flight should consider departing on Thursday evenings when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

The best insider tips for Jacksonville to Chicago O'Hare Intl Airport flights

AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Jacksonville to Chicago O'Hare Intl Airport trip
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Matt Meltzer

Matt Meltzer

Expert on JAX

Matt Meltzer has been a travel writer for over a decade, covering U.S. domestic locations and hotels for Thrillist, Fifty Grande, Matador Network, Conde Nast Traveler, and other top publications. He's won multiple travel journalism awards from the Society of American Travel Writers and North American Travel Journalists Association, and currently resides in South Florida.

Read more

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated March 22, 2026.
Read reviews from past customers who have flown Delta,United Airlines, andAmerican Airlines from Jacksonville to Chicago O'Hare Intl Airport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,314 reviews

Boarding

8.1

Food

7.2

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.8

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
7.9
Good
8,314 reviews
Delta
7.9
Good
8,314 reviews

Boarding

8.1

Food

7.2

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.8

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
United Airlines
7.4
Good
9,455 reviews
Delta
7.9
Good
8,314 reviews

Boarding

8.1

Food

7.2

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.8

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.1
Good
11,487 reviews
Delta
7.9
Good
8,314 reviews

Boarding

8.1

Food

7.2

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.8

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Frontier
5.7
Fair
3,019 reviews
Delta
7.9
Good
8,314 reviews

Boarding

8.1

Food

7.2

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.8

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

Find useful and relevant information for your journey from Jacksonville to O'Hare Intl. 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 from for flights from Jacksonville to Chicago O'Hare Intl?

    Jacksonville (JAX), located 11.2 mi from the city center, is the airport you fly out of when you book flights from Jacksonville to Chicago O'Hare Intl. 4 airlines have flights from Jacksonville to Chicago O'Hare Intl on a regular basis. Booking flights from Jacksonville to Chicago O'Hare Intl should not be difficult; the airport handles an average of 22 outbound flights to Chicago O'Hare Intl per day.

  • How long is the flight from Jacksonville to Chicago O'Hare Intl Airport?

    Departing from Jacksonville to Chicago O'Hare Intl Airport will take you 2h 50m. The distance from Jacksonville to Chicago O'Hare Intl Airport is about 865 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Jacksonville to Chicago O'Hare Intl Airport round-trip?

    Delta, at $121, was found to be the cheapest airline from Jacksonville to Chicago O'Hare Intl Airport.Alternate airlines to your destination round-trip include Frontier and American Airlines. You may be able to fly from Jacksonville to Chicago O'Hare Intl Airport for 64% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Jacksonville to Chicago O'Hare Intl Airport one-way?

    The cheapest airlines for a one-way flight from Jacksonville to Chicago O'Hare Intl Airport are Frontier ($79), American Airlines ($99), and United Airlines ($124).

  • What are the most reliable airlines from Jacksonville to Chicago O'Hare Intl Airport?

    The top 3 most reliable airlines when flying from Jacksonville to Chicago O'Hare Intl Airport are SkyWest Airlines (100%), Republic Airways (83%) and ANA (82%).

  • What are the cheapest flights from Jacksonville to Chicago O'Hare Intl Airport?

    While on average a flight from Jacksonville to Chicago O'Hare Intl Airport is generally $929, our data shows the cheapest flight currently is $138. When looking at the most popular route, (Jacksonville - Chicago O'Hare Intl), you can expect to pay $221 for that flight.

  • Can I find deals for flights from Jacksonville to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Jacksonville to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Jacksonville to O'Hare Intl?

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

  • Can I find deals for business class flights from Jacksonville to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Jacksonville to O'Hare Intl 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 Jacksonville to Chicago O'Hare Intl Airport?

    Currently, May is the cheapest month in which you can book a flight from Jacksonville to Chicago O'Hare Intl Airport (average of $98). Flying from Jacksonville to Chicago O'Hare Intl Airport in April is currently the most expensive (average of $271). 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

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Schaumburg
Rosemont
Gurnee
Naperville
Lake Geneva
Hoffman Estates
Delavan
Downers Grove
Des Plaines
Elgin
Oak Brook
South Holland
Elk Grove Village
Libertyville
Waukegan
Beloit
Warrenville
Oakbrook Terrace
Bridgeview
Great Lakes

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Top 4 airlines flying from Jacksonville to O'Hare Intl

Discover the top 4 airlines that operate flights from Jacksonville to O'Hare Intl. 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 March 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$121Average$264FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$145Average$262FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$179Average$337FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$236Average$375FlexibilityNo cancel feeOn-time69%

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