HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$241+ Cheap flights from Jacksonville (OAJ) to Chicago (CHI)

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 11/21. Fares are subject to change and may not be available on all flights or dates of travel.
OAJ — CHI
Nov 5 — Nov 121
Tue 11/5
Tue 11/12
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Jacksonville to Chicago 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 Jacksonville to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Jacksonville (OAJ) to Chicago (CHI). 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 October 31, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

November

Cheapest in

September

Round-trip from

$439
(Delta)

One-way from

$241
(Delta)
Provider with most accurate pricing for Jacksonville Albert J Ellis-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Jacksonville Albert J Ellis-Chicago (CHI) flights.
Search Deals
High demand for flights, 27% potential price rise
Search Deals
Best time to find cheap flights, 30% potential price drop
Search Deals
From Jacksonville Albert J Ellis to Chicago (CHI)
Search Deals
One-way flight from Jacksonville Albert J Ellis to Chicago (CHI)
Search Deals

Find flight deals from Jacksonville to Chicago

Cheapest flights from Jacksonville to Chicago
Explore the most affordable flight options available from Jacksonville to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 31, 2024.

This Delta deal was found by Cheapflights users on 10/30. 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.
Fri 11/225:45 amOAJ - ORD
1 stop6h 05mDelta
Mon 11/257:10 amORD - OAJ
1 stop5h 16mDelta
Deal found 10/30$439
This Delta deal was found by Cheapflights users on 10/31. 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 12/175:35 amOAJ - MDW
1 stop5h 15mDelta
Fri 12/2012:20 pmMDW - OAJ
1 stop4h 39mDelta
Deal found 10/31$466
This American Airlines deal was found by Cheapflights users on 10/31. 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.
Fri 11/157:58 pmOAJ - ORD
1 stop5h 18mAmerican Airlines
Tue 11/1911:49 amORD - OAJ
2 stops6h 41mAmerican Airlines
Deal found 10/31$579

Find flights from Jacksonville to Chicago within your budget

Customize your flight search to find flights from Jacksonville to Chicago 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 2,570,725 searches. Data last updated October 31, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Thu 11/21

5:45 am-10:50 am

1 stop6h 05m

$241

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Thu 11/21

6:35 am-11:54 am

2 stops6h 19m

$474

JacksonvilleChicago

OAJ - MDW

OAJMDW

Jacksonville Albert J Ellis

Thu 11/21

5:45 am-11:58 am

1 stop7h 13m

$241

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Fri 11/22

5:45 am-10:50 am

1 stop6h 05m

Chicago O'Hare Intl

Mon 11/25

7:10 am-1:26 pm

1 stop5h 16m

$439

JacksonvilleChicago

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Fri 11/15

7:58 pm-12:16 am

1 stop5h 18m

Chicago O'Hare Intl

Tue 11/19

11:49 am-7:30 pm

2 stops6h 41m

$579

JacksonvilleChicago

OAJ - MDW

OAJMDW

Jacksonville Albert J Ellis

Tue 12/17

5:35 am-9:50 am

1 stop5h 15m

Chicago Midway

Fri 12/20

12:20 pm-5:59 pm

1 stop4h 39m

$466

Flights are sorted by cheapest first

Deals found on 10/31

Compare providers for flights from Jacksonville to Chicago

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 Chicago in October.
ProviderPrice AccuracyTrust Score*Cancellation Policy
ExpediaPrice Accuracy1 starTrust Score*3 starsCancellation PolicyAirline Policy
FlightHubPrice Accuracy3 starsTrust Score*3 starsCancellation PolicyAirline Policy
eDreamsPrice Accuracy3 starsTrust Score*3 starsCancellation PolicyAirline Policy

*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, North Carolina-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Jacksonville, North Carolina-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Jacksonville, North Carolina-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Jacksonville, North Carolina-Chicago 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, North Carolina-Chicago 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 Chicago

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

Travel insights for flights from Jacksonville to Chicago

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

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

Currently, September is the cheapest month in which you can book a flight from Jacksonville, North Carolina to Chicago (average of $232). Flying from Jacksonville, North Carolina to Chicago in June is currently the most expensive (average of $308). 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 OAJ to CHI?

Find hourly flight availability from Jacksonville to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 31, 2024.

A simple way to save on the total cost of your ticket is to fly from Jacksonville, North Carolina to Chicago in the morning. If you’re flexible enough to do this you can expect to save up to 6% on your trip compared to booking a flight at noon.

Rainfall in Chicago by month

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

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

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

If weather is an important factor for your trip to Chicago, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated October 31, 2024.
Get a feel of what it's like to fly with Delta and American Airlines from Jacksonville to Chicago by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,835 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

Reviews

1 / 10

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

Delta
8.0
Very good
8,835 reviews
Delta
8.0
Very good
8,835 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

Reviews

1 / 10

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
8,835 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

Reviews

1 / 10

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 Jacksonville to Chicago. 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?

    Jacksonville Albert J Ellis (OAJ) is the airport you will fly out of if you book a flight from Jacksonville to Chicago. You should not have trouble finding flights to Chicago from Albert J Ellis; the airport handles an average of 0 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 2 airlines have flights from the Jacksonville airport to Chicago. It is only a 11.3 mi journey to Albert J Ellis (OAJ) from Jacksonville’s city center.

  • Can I find flights from Jacksonville, North Carolina to Chicago for under $500 on Cheapflights?

    Yes, there are multiple flights from Jacksonville, North Carolina to Chicago for under $500. The cheapest flight booked recently is on Delta for just $439, but on average you can expect to pay $514.

  • Are there last-minute flights available from Jacksonville, North Carolina to Chicago for under $900?

    There are currently 3+ open flights from Jacksonville, North Carolina to Chicago within the next 7 days for less than $900.

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

    According to our current data, Delta ($439), and American Airlines ($579) offers the cheapest pricing from Jacksonville, North Carolina to Chicago. These flights start at 9% lower than the current average price 3 months from now.

  • What does OAJ to ORD mean?

    OAJ stands for Jacksonville Albert J Ellis Airport, while ORD stands for Chicago O'Hare Intl Airport. These codes are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry. This flight route has multiple associated airports, so we think it might be helpful to learn the name and codes of them as well. They are Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

  • Can I find deals for flights from Jacksonville to Chicago that include extra baggage allowance?

    The amount of baggage you can bring on your Jacksonville to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Jacksonville to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter Jacksonville to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Jacksonville to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Jacksonville to Chicago that allow pets onboard?

    Many airlines flying from Jacksonville to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Jacksonville to Chicago?

    Yes, you can often find last-minute deals on Jacksonville to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Jacksonville, North Carolina to Chicago flight deals updated?

    The Jacksonville, North Carolina to Chicago flight deals you see on this page were last updated on 10/31.

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

    Currently, September is the cheapest month in which you can book a flight from Jacksonville, North Carolina to Chicago (average of $232). Flying from Jacksonville, North Carolina to Chicago in June is currently the most expensive (average of $308). 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 Jacksonville to Chicago

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

Top 2 airlines flying from Jacksonville to Chicago

Discover the top 2 airlines that operate flights from Jacksonville to Chicago. 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 2,570,725 searches. Data last updated October 31, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$251Average$542FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$284Average$548FlexibilityNo 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.
View all available airlines