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O'Hare Intl

$108+ 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 8/11. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — ORD
Jul 16 — Jul 231
Wed 7/16
Wed 7/23
1 adult, Economy
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Cheapflights Tip: The best prices from Jacksonville to Chicago O'Hare Intl are usually found in August or September, booked 90 days in advance, depart on a Thursday or Friday and return on a Wednesday

Cheap 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 July 11, 2025.

Round-trip from

$187
(American Airlines)

One-way from

$108
(Priceline)

Popular in

March

Cheapest in

August

Average price

$360

Good round-trip deal

$351 or less

Good one-way deal

$178 or less
From Jacksonville to Chicago O'Hare Intl
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One-way flight from Jacksonville to Chicago O'Hare Intl
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Highest demand for flights based on searches. 6% potential increase in price ($26 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Jacksonville to Chicago O'Hare Intl.
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Price to beat on a one-way flight from Jacksonville to Chicago O'Hare Intl.
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Find 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 July 11, 2025.

This American Airlines deal was found by Cheapflights users on 7/10. 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 8/2711:03 amJAX - ORD
Nonstop2h 39mAmerican Airlines
Sun 8/318:09 amORD - JAX
1 stop4h 44mAmerican Airlines
Deal found 7/10$187
This United Airlines deal was found by Cheapflights users on 7/9. 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 8/48:00 amJAX - ORD
Nonstop2h 45mUnited Airlines
Fri 8/87:35 pmORD - JAX
Nonstop2h 36mUnited Airlines
Deal found 7/9$190
This Southwest deal was found by Cheapflights users on 7/10. 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.
Sun 8/317:50 amJAX - ORD
1 stop7h 25mSouthwest
Thu 9/41:50 pmORD - JAX
1 stop6h 20mSouthwest
Deal found 7/10$191
This Mytrip deal was found by Cheapflights users on 7/9. 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.
Thu 8/79:44 amJAX - ORD
2 stops15h 14mMultiple Airlines
Sat 8/95:38 pmORD - JAX
2 stops14h 16mMultiple Airlines
Deal found 7/9$195
This Frontier deal was found by Cheapflights users on 7/9. 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.
Sun 8/177:49 pmJAX - ORD
1 stop5h 33mFrontier
Mon 8/185:20 amORD - JAX
1 stop11h 43mFrontier
Deal found 7/9$196
This Delta deal was found by Cheapflights users on 7/9. 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.
Mon 8/48:25 pmJAX - ORD
1 stop4h 44mDelta
Sat 8/95:35 amORD - JAX
1 stop5h 19mDelta
Deal found 7/9$197
This Cheapflightsfares deal was found by Cheapflights users on 7/9. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/712:16 pmJAX - ORD
1 stop5h 58mSun Country Air
Sun 11/96:08 pmORD - JAX
1 stop16h 35mSun Country Air
Deal found 7/9$240

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 July 11, 2025.
Use the filters below to find and compare flights from Jacksonville to Chicago O'Hare Intl Airport that are best for you.

Fly from

Jacksonville

Fly to

O'Hare Intl

Route

Depart

Return

Price

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Wed 8/27

11:03 am-12:42 pm

Nonstop2h 39m

Chicago O'Hare Intl

Sun 8/31

8:09 am-1:53 pm

1 stop4h 44m

$187

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Mon 8/4

8:00 am-9:45 am

Nonstop2h 45m

Chicago O'Hare Intl

Fri 8/8

7:35 pm-11:11 pm

Nonstop2h 36m

$190

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Sun 8/31

7:50 am-2:15 pm

1 stop7h 25m

Chicago O'Hare Intl

Thu 9/4

1:50 pm-9:10 pm

1 stop6h 20m

$191

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Thu 8/7

9:44 am-11:58 pm

2 stops15h 14m

Chicago O'Hare Intl

Sat 8/9

5:38 pm-8:54 am

2 stops14h 16m

$195

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Sun 8/17

7:49 pm-12:22 am

1 stop5h 33m

Chicago O'Hare Intl

Mon 8/18

5:20 am-6:03 pm

1 stop11h 43m

$196

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Mon 8/4

7:06 pm-12:09 am

1 stop6h 03m

Chicago O'Hare Intl

Tue 8/12

1:30 pm-9:47 pm

1 stop7h 17m

$197

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Fri 11/7

12:16 pm-5:14 pm

1 stop5h 58m

Chicago O'Hare Intl

Sun 11/9

6:08 pm-11:43 am

1 stop16h 35m

$240

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Mon 8/11

11:47 am-9:30 pm

2 stops10h 43m

$108

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Fri 7/25

8:25 pm-12:09 am

1 stop4h 44m

$109

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Tue 10/14

6:25 am-3:20 pm

2 stops9h 55m

$112

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/9

Showing 1-10 of 15 results
1
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The best insider tips for Jacksonville to Chicago O'Hare Intl Airport flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Jacksonville to Chicago O'Hare Intl Airport trip
Airports
JAX

JAX offers quick screening times at TSA and easy check-in, making it one of the most convenient major airports in Florida.

Read more about JAXby Matt Meltzer
ORD

For a quick city connection, take the “L” train from ORD to downtown Chicago, avoiding potential traffic delays.

Read more about ORDby Ramsey Qubein
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD

Ramsey Qubein

Ramsey Qubein

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

Matt Meltzer

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

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 June 27, 2025.

The best time to book flights from Jacksonville to Chicago O'Hare Intl Airport is 90 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, August is the cheapest month in which you can book a flight from Jacksonville to Chicago O'Hare Intl Airport (average of $245). Flying from Jacksonville to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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 July 11, 2025.

It’s typically best to fly out from Jacksonville to Chicago O'Hare Intl Airport in the evening. Doing so could potentially save you 70% 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 July 6, 2025.

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. Wednesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Jacksonville to Chicago O'Hare Intl Airport

Explore weekly flight availability from Jacksonville to O'Hare Intl. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 11, 2025.

The most flights from JAX to ORD are scheduled on a Wednesday (20 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 on average).

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 July 11, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United 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.
Southwest
8.0
Very good
4,249 reviews

Entertainment

7.6

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Southwest
8.0
Very good
4,249 reviews
Southwest
8.0
Very good
4,249 reviews

Entertainment

7.6

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Delta
8.0
Very good
7,951 reviews
Southwest
8.0
Very good
4,249 reviews

Entertainment

7.6

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
United Airlines
7.4
Good
8,846 reviews
Southwest
8.0
Very good
4,249 reviews

Entertainment

7.6

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
JetBlue
7.3
Good
2,913 reviews
Southwest
8.0
Very good
4,249 reviews

Entertainment

7.6

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,249 reviews

Entertainment

7.6

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 15 outbound flights to Chicago O'Hare Intl per day.

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

    American Airlines, at $187, was found to be the cheapest airline from Jacksonville to Chicago O'Hare Intl Airport.Alternate airlines to your destination round-trip include United Airlines and Southwest. You may be able to fly from Jacksonville to Chicago O'Hare Intl Airport for 50% 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 ($108), Delta ($109), and Southwest ($117).

  • 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 Republic Airways (100%), Envoy Air (90%) and Alaska Airlines (88%).

  • 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 $1,442, our data shows the cheapest flight currently is $107. When looking at the most popular route, (Jacksonville - Chicago O'Hare Intl), you can expect to pay $105 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, August is the cheapest month in which you can book a flight from Jacksonville to Chicago O'Hare Intl Airport (average of $245). Flying from Jacksonville to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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

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Alternative routes for Jacksonville to O'Hare Intl

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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 July 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$140Average$275FlexibilityNo cancel feeOn-time62%
DeltaCheapest$155Average$372FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$202Average$364FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$223Average$397FlexibilityNo cancel feeOn-time69%

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