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Cheap flights from Jacksonville (OAJ) to Chicago (CHI) from $273

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/30. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
OAJ — CHI
May 3 — May 101
From?
To?
Fri 5/3
Fri 5/10
1 adult, Economy
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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 April 28, 2024.

Round-trip from

$222
From Jacksonville Albert J Ellis to Chicago (CHI)
Search Deals

What is the cheapest day to fly round-trip from Jacksonville, North Carolina to Chicago?

Users have found that leaving on a Friday can be a cost-effective option. It’s possible to save up to 64% on your flight compared to booking on days when demand is much higher.

When is the cheapest time to fly from Jacksonville, North Carolina to Chicago (OAJ - CHI)?

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 35% on your trip compared to booking a flight in the afternoon.

Cheap American Airlines flights from Jacksonville to Chicago

Explore cheap flight options specifically provided by American Airlines for the route between Jacksonville and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,991,349 searches. Data last updated April 28, 2024.
Find some of the cheapest American Airlines flights traveling from Jacksonville to Chicago. It's recommended that users confirm their flight details before booking.
Wed 5/1511:03 amOAJ - ORD
1 stop5h 43mAmerican Airlines
Sat 5/183:20 pmORD - OAJ
1 stop3h 42mAmerican Airlines
Deal found 4/27$331
Fri 5/39:01 amOAJ - ORD
1 stop4h 23mAmerican Airlines
Sun 5/53:20 pmORD - OAJ
1 stop3h 39mAmerican Airlines
Deal found 4/26$774

Cheap Delta flights from Jacksonville to Chicago

Explore cheap flight options specifically provided by Delta for the route between Jacksonville and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,991,349 searches. Data last updated April 28, 2024.
Some of the best deals we've found on Delta flights traveling from Jacksonville to Chicago. Deals frequently update to provide users with more options.
Wed 5/155:55 amOAJ - ORD
2 stops11h 18mDelta
Sat 5/183:32 pmORD - OAJ
1 stop7h 00mDelta
Deal found 4/27$411
Wed 5/151:07 pmOAJ - ORD
2 stops10h 37mDelta
Sat 5/1812:20 pmORD - OAJ
2 stops10h 12mDelta
Deal found 4/27$416
Tue 8/135:50 amOAJ - ORD
1 stop6h 34mDelta
Thu 8/156:00 amORD - OAJ
1 stop5h 30mDelta
Deal found 4/27$478
Tue 8/135:50 amOAJ - ORD
1 stop6h 34mDelta
Thu 8/1512:15 pmORD - OAJ
2 stops9h 39mDelta
Deal found 4/27$483
Tue 8/135:50 amOAJ - ORD
2 stops8h 52mDelta
Thu 8/1512:15 pmORD - OAJ
2 stops9h 39mDelta
Deal found 4/27$488
Fri 8/25:44 amOAJ - MDW
1 stop4h 30mDelta
Mon 8/53:45 pmMDW - OAJ
1 stop6h 09mDelta
Deal found 4/27$618
Fri 5/31:16 pmOAJ - ORD
1 stop7h 03mDelta
Mon 5/63:25 pmORD - OAJ
1 stop6h 59mDelta
Deal found 4/27$682
Fri 5/31:16 pmOAJ - ORD
1 stop7h 03mDelta
Mon 5/611:45 amORD - OAJ
2 stops10h 39mDelta
Deal found 4/27$687
Fri 5/35:55 amOAJ - ORD
2 stops8h 25mDelta
Mon 5/61:23 pmORD - OAJ
2 stops9h 01mDelta
Deal found 4/27$692

Cheap Jacksonville to Chicago flights in April & May 2024

Find cheap flight options from Jacksonville to Chicago specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,991,349 searches. Prices were last updated on April 28, 2024.
The lowest fares we've come across on flights traveling from Jacksonville to Chicago in April and May 2024. Check back regularly for other flight deals.
Wed 5/1511:03 amOAJ - ORD
1 stop5h 43mAmerican Airlines
Sat 5/183:20 pmORD - OAJ
1 stop3h 42mAmerican Airlines
Deal found 4/27$331
Wed 5/155:55 amOAJ - ORD
2 stops11h 18mDelta
Sat 5/183:32 pmORD - OAJ
1 stop7h 00mDelta
Deal found 4/27$411
Wed 5/151:07 pmOAJ - ORD
2 stops10h 37mDelta
Sat 5/1812:20 pmORD - OAJ
2 stops10h 12mDelta
Deal found 4/27$416
Fri 5/31:16 pmOAJ - ORD
1 stop7h 03mDelta
Mon 5/63:25 pmORD - OAJ
1 stop6h 59mDelta
Deal found 4/27$682
Sat 4/271:16 pmOAJ - ORD
1 stop7h 15mDelta
Tue 4/307:15 amORD - OAJ
1 stop4h 21mDelta
Deal found 4/27$684
Fri 5/31:16 pmOAJ - ORD
1 stop7h 03mDelta
Mon 5/611:45 amORD - OAJ
2 stops10h 39mDelta
Deal found 4/27$687
Sat 4/271:16 pmOAJ - ORD
2 stops9h 05mDelta
Tue 4/303:25 pmORD - OAJ
1 stop6h 58mDelta
Deal found 4/27$689
Sat 4/271:16 pmOAJ - MDW
2 stops9h 16mDelta
Tue 4/305:00 pmMDW - OAJ
1 stop5h 23mDelta
Deal found 4/27$689
Fri 5/35:55 amOAJ - ORD
2 stops8h 25mDelta
Mon 5/61:23 pmORD - OAJ
2 stops9h 01mDelta
Deal found 4/27$692

Jacksonville to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Jacksonville and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,991,349 searches. Data last updated April 28, 2024.
The lowest fares we've come across on flights traveling from Jacksonville to Chicago in April and May 2024. Check back regularly for other flight deals.
Wed 10/305:50 amOAJ - ORD
1 stop7h 14mDelta
Sat 11/23:35 pmORD - OAJ
1 stop6h 19mDelta
Deal found 4/27$273
Wed 10/305:50 amOAJ - ORD
1 stop7h 14mDelta
Sat 11/210:35 amORD - OAJ
2 stops11h 19mDelta
Deal found 4/26$278
Wed 10/305:50 amOAJ - ORD
2 stops11h 22mDelta
Sat 11/21:35 pmORD - OAJ
2 stops8h 19mDelta
Deal found 4/27$283
Wed 10/305:50 amOAJ - ORD
2 stops11h 41mDelta
Sat 11/21:35 pmORD - OAJ
2 stops8h 19mDelta
Deal found 4/26$323
Wed 5/1511:03 amOAJ - ORD
1 stop5h 43mAmerican Airlines
Sat 5/183:20 pmORD - OAJ
1 stop3h 42mAmerican Airlines
Deal found 4/27$331
Wed 10/305:50 amOAJ - MDW
1 stop16h 54mDelta
Sat 11/211:59 amMDW - OAJ
2 stops9h 55mDelta
Deal found 4/27$377
Wed 10/305:50 amOAJ - MDW
1 stop16h 54mDelta
Sat 11/210:11 amMDW - OAJ
1 stop11h 43mDelta
Deal found 4/27$406
Wed 5/155:55 amOAJ - ORD
2 stops11h 18mDelta
Sat 5/183:32 pmORD - OAJ
1 stop7h 00mDelta
Deal found 4/27$411
Wed 5/151:07 pmOAJ - ORD
2 stops10h 37mDelta
Sat 5/1812:20 pmORD - OAJ
2 stops10h 12mDelta
Deal found 4/27$416

Jacksonville to Chicago flights leaving soon

Find last-minute flight options from Jacksonville to Chicago for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,991,349 searches. Data last updated April 28, 2024.
Have a look at some of the flights available from Jacksonville to Chicago departing last-minute. Users should examine the flight details to ensure there are no surprises.
Fri 5/31:16 pmOAJ - ORD
1 stop7h 03mDelta
Mon 5/63:25 pmORD - OAJ
1 stop6h 59mDelta
Deal found 4/27$682
Fri 5/31:16 pmOAJ - ORD
1 stop7h 03mDelta
Mon 5/611:45 amORD - OAJ
2 stops10h 39mDelta
Deal found 4/27$687
Fri 5/35:55 amOAJ - ORD
2 stops8h 25mDelta
Mon 5/61:23 pmORD - OAJ
2 stops9h 01mDelta
Deal found 4/27$692
Fri 5/39:01 amOAJ - ORD
1 stop4h 23mAmerican Airlines
Sun 5/53:20 pmORD - OAJ
1 stop3h 39mAmerican Airlines
Deal found 4/26$774

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 2,991,349 searches. Data last updated April 28, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$331 - $948

Route

Depart

Return

Price

Jacksonville Albert J EllisChicago O'Hare Intl

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Wed 5/15

1 stop5h 43m

Chicago O'Hare Intl

Sat 5/18

1 stop3h 42m

$331

Jacksonville Albert J EllisChicago O'Hare Intl

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Wed 5/15

2 stops11h 18m

Chicago O'Hare Intl

Sat 5/18

1 stop7h 00m

$411

Jacksonville Albert J EllisChicago O'Hare Intl

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Wed 5/15

2 stops10h 37m

Chicago O'Hare Intl

Sat 5/18

2 stops10h 12m

$416

Jacksonville Albert J EllisChicago O'Hare Intl

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Tue 8/13

1 stop6h 34m

Chicago O'Hare Intl

Thu 8/15

1 stop5h 30m

$478

Jacksonville Albert J EllisChicago O'Hare Intl

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Tue 8/13

1 stop6h 34m

Chicago O'Hare Intl

Thu 8/15

2 stops9h 39m

$483

Jacksonville Albert J EllisChicago O'Hare Intl

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

Tue 8/13

2 stops8h 52m

Chicago O'Hare Intl

Thu 8/15

2 stops9h 39m

$488

Jacksonville Albert J EllisChicago Midway

OAJ - MDW

OAJMDW

Jacksonville Albert J Ellis

Fri 8/2

1 stop4h 30m

Chicago Midway

Mon 8/5

1 stop6h 09m

$618

Jacksonville Albert J EllisChicago Midway

OAJ - MDW

OAJMDW

Jacksonville Albert J Ellis

Fri 8/2

1 stop4h 30m

Chicago Midway

Mon 8/5

2 stops8h 44m

$713

Jacksonville Albert J EllisChicago Midway

OAJ - MDW

OAJMDW

Jacksonville Albert J Ellis

Fri 8/2

2 stops8h 00m

Chicago Midway

Mon 8/5

2 stops8h 44m

$948

Flights are sorted by cheapest first

Deals found on 4/27

When is the cheapest time to fly from Jacksonville, North Carolina to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Jacksonville to Chicago. Price data was last updated on April 21, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Jacksonville, North Carolina to Chicago flight should consider departing on Saturday mornings 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.
Search Deals

Average price of flights to Chicago by month

Plan your trip from Jacksonville to Chicago by taking into account the cheapest months to travel. The average price of a one-way flight from Jacksonville to Chicago is currently $0 while a round-trip flight costs $543. Price data was last updated on April 21, 2024.

Currently, February is the cheapest month in which you can book a flight from Jacksonville, North Carolina to Chicago (average of $245). Flying from Jacksonville, North Carolina to Chicago in June is currently the most expensive (average of $356). 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.

January

$248

February

$245

March

$280

April

$273

May

$282

June

$356

July

$336

August

$276

September

$258

October

$248

November

$270

December

$248

Temperature and rainfall in Chicago by month

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

CHI

Temperature

23 - 73.4 °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 April 28, 2024.
Get a feel of what it's like to fly with American Airlines and Delta 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
8.1
Very good
10,932 reviews
Check prices

Crew

8.6

Comfort

7.9

Entertainment

8.0

Overall

8.1

Boarding

8.2

Food

7.4

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

Delta
8.1
Very good
10,932 reviews
Delta
8.1
Very good
10,932 reviews
Check prices

Crew

8.6

Comfort

7.9

Entertainment

8.0

Overall

8.1

Boarding

8.2

Food

7.4

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

American Airlines
7.3
Good
14,844 reviews
Delta
8.1
Very good
10,932 reviews
Check prices

Crew

8.6

Comfort

7.9

Entertainment

8.0

Overall

8.1

Boarding

8.2

Food

7.4

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

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 $400 on Cheapflights?

    Yes, there are multiple flights from Jacksonville, North Carolina to Chicago for under $400. The cheapest flight booked recently is on American Airlines for just $331, but on average you can expect to pay $542.

  • Are there last-minute flights available from Jacksonville, North Carolina to Chicago for under $700?

    There are currently 4+ open flights from Jacksonville, North Carolina to Chicago within the next 7 days for less than $700.

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

    According to our current data, American Airlines ($331), and Delta ($411) offers the cheapest pricing from Jacksonville, North Carolina to Chicago.

  • 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 4/27.

See more FAQs

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Alternative routes for Jacksonville to Chicago
See prices for flight routes from nearby airports that may be better suited for you.

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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 2,991,349 searches. Data last updated April 28, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$337Average$448FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapest$397Average$513FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
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Search flights from Jacksonville to Chicago by cabin class

Find flights from Jacksonville to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Jacksonville to Chicago?

Deals for Jacksonville to Chicago flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Jacksonville to Chicago?

Cheapflights helps you find that perfect flight to Chicago from Jacksonville by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Jacksonville to Chicago with no change fees?

Yes, we can. To see specific flights from Jacksonville to Chicago with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Jacksonville to Chicago become cheaper?

Yes! Start tracking prices for Jacksonville to Chicago flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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