HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news

Cheap flights from Jacksonville (OAJ) to Chicago (CHI) from $374

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 7/9. 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
jun. 5 — jun. 121
From?
To?
mié. 6/5
mié. 6/12
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

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 mayo 31, 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.

What is the cheapest time of day to fly from OAJ to 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 at noon.

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 2,765,679 searches. Data last updated mayo 31, 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.
mar. 7/93:06 pmOAJ - ORD
1 stop7h 14mAmerican Airlines
jue. 7/119:45 amORD - OAJ
1 stop7h 10mAmerican Airlines
Deal found 5/30$374
lun. 8/126:18 pmOAJ - ORD
1 stop4h 05mAmerican Airlines
mié. 8/145:27 amORD - OAJ
1 stop4h 13mAmerican Airlines
Deal found 5/30$441
mar. 7/95:16 amOAJ - ORD
2 stops8h 06mAmerican Airlines
jue. 7/115:28 amORD - OAJ
1 stop4h 10mAmerican Airlines
Deal found 5/30$449
mié. 7/105:16 amOAJ - ORD
1 stop4h 41mAmerican Airlines
mar. 7/165:28 amORD - OAJ
1 stop4h 10mAmerican Airlines
Deal found 5/30$485
mar. 7/95:16 amOAJ - ORD
2 stops8h 06mAmerican Airlines
jue. 7/1112:00 pmORD - OAJ
2 stops8h 56mAmerican Airlines
Deal found 5/30$495
mié. 7/106:25 pmOAJ - ORD
1 stop6h 34mAmerican Airlines
mar. 7/169:45 amORD - OAJ
1 stop7h 10mAmerican Airlines
Deal found 5/30$878

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 2,765,679 searches. Data last updated mayo 31, 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.
mié. 7/105:44 amOAJ - ORD
2 stops7h 57mDelta
mar. 7/167:05 amORD - OAJ
1 stop4h 24mDelta
Deal found 5/30$383
mar. 7/91:14 pmOAJ - MDW
1 stop5h 51mDelta
jue. 7/116:00 amMDW - OAJ
1 stop5h 24mDelta
Deal found 5/30$503
mar. 7/95:44 amOAJ - MDW
2 stops7h 58mDelta
jue. 7/116:00 amMDW - OAJ
1 stop5h 24mDelta
Deal found 5/30$618
mar. 7/95:44 amOAJ - MDW
2 stops9h 25mDelta
jue. 7/111:24 pmMDW - OAJ
2 stops8h 25mDelta
Deal found 5/30$1,507

Cheap Jacksonville to Chicago flights in May & June 2024

Find cheap flight options from Jacksonville to Chicago specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,765,679 searches. Prices were last updated on mayo 31, 2024.
The lowest fares we've come across on flights traveling from Jacksonville to Chicago in May and June 2024. Check back regularly for other flight deals.
lun. 6/38:32 pmOAJ - ORD
1 stop4h 27mAmerican Airlines
mié. 6/56:25 pmORD - OAJ
1 stop4h 34mAmerican Airlines
Deal found 5/30$707
jue. 5/301:07 pmOAJ - ORD
1 stop4h 40mDelta
sáb. 6/15:57 pmORD - OAJ
1 stop4h 35mDelta
Deal found 5/30$710
lun. 6/35:55 amOAJ - MDW
1 stop6h 57mDelta
mié. 6/54:41 pmMDW - OAJ
1 stop5h 51mDelta
Deal found 5/30$710
jue. 5/302:48 pmOAJ - ORD
2 stops8h 06mAmerican Airlines
sáb. 6/18:30 amORD - OAJ
1 stop4h 53mAmerican Airlines
Deal found 5/30$712
lun. 6/35:55 amOAJ - MDW
2 stops7h 45mDelta
mié. 6/54:41 pmMDW - OAJ
1 stop5h 51mDelta
Deal found 5/30$715
jue. 5/302:48 pmOAJ - ORD
2 stops8h 06mAmerican Airlines
sáb. 6/12:29 pmORD - OAJ
2 stops8h 34mAmerican Airlines
Deal found 5/30$717
jue. 5/301:07 pmOAJ - MDW
1 stop5h 51mDelta
sáb. 6/13:45 pmMDW - OAJ
1 stop6h 47mDelta
Deal found 5/30$780
jue. 5/301:07 pmOAJ - MDW
1 stop5h 51mDelta
sáb. 6/111:59 amMDW - OAJ
2 stops10h 33mDelta
Deal found 5/30$785
lun. 6/35:55 amOAJ - MDW
2 stops7h 45mDelta
mié. 6/51:21 pmMDW - OAJ
2 stops9h 11mDelta
Deal found 5/30$832

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 2,765,679 searches. Data last updated mayo 31, 2024.
The lowest fares we've come across on flights traveling from Jacksonville to Chicago in May and June 2024. Check back regularly for other flight deals.
mar. 7/93:06 pmOAJ - ORD
1 stop7h 14mAmerican Airlines
jue. 7/119:45 amORD - OAJ
1 stop7h 10mAmerican Airlines
Deal found 5/30$374
mié. 7/105:44 amOAJ - ORD
2 stops7h 57mDelta
mar. 7/167:05 amORD - OAJ
1 stop4h 24mDelta
Deal found 5/30$383
mié. 7/105:44 amOAJ - MDW
1 stop7h 00mDelta
mar. 7/161:24 pmMDW - OAJ
2 stops8h 25mDelta
Deal found 5/30$383
lun. 8/126:18 pmOAJ - ORD
1 stop4h 05mAmerican Airlines
mié. 8/145:27 amORD - OAJ
1 stop4h 13mAmerican Airlines
Deal found 5/30$441
mar. 7/95:16 amOAJ - ORD
2 stops8h 06mAmerican Airlines
jue. 7/115:28 amORD - OAJ
1 stop4h 10mAmerican Airlines
Deal found 5/30$449
mié. 7/105:16 amOAJ - ORD
1 stop4h 41mAmerican Airlines
mar. 7/165:28 amORD - OAJ
1 stop4h 10mAmerican Airlines
Deal found 5/30$485
mar. 7/95:16 amOAJ - ORD
2 stops8h 06mAmerican Airlines
jue. 7/1112:00 pmORD - OAJ
2 stops8h 56mAmerican Airlines
Deal found 5/30$495
mar. 7/91:14 pmOAJ - MDW
1 stop5h 51mDelta
jue. 7/116:00 amMDW - OAJ
1 stop5h 24mDelta
Deal found 5/30$503
mar. 7/95:44 amOAJ - MDW
2 stops7h 58mDelta
jue. 7/116:00 amMDW - OAJ
1 stop5h 24mDelta
Deal found 5/30$618

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 2,765,679 searches. Data last updated mayo 31, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$374 - $618

Route

Depart

Return

Price

Jacksonville Albert J EllisChicago O'Hare Intl

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

mar. 7/9

1 stop7h 14m

Chicago O'Hare Intl

jue. 7/11

1 stop7h 10m

$374

Jacksonville Albert J EllisChicago O'Hare Intl

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

mié. 7/10

2 stops7h 57m

Chicago O'Hare Intl

mar. 7/16

1 stop4h 24m

$383

Jacksonville Albert J EllisChicago Midway

OAJ - MDW

OAJMDW

Jacksonville Albert J Ellis

mié. 7/10

1 stop7h 00m

Chicago Midway

mar. 7/16

2 stops8h 25m

$383

Jacksonville Albert J EllisChicago O'Hare Intl

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

lun. 8/12

1 stop4h 05m

Chicago O'Hare Intl

mié. 8/14

1 stop4h 13m

$441

Jacksonville Albert J EllisChicago O'Hare Intl

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

mar. 7/9

2 stops8h 06m

Chicago O'Hare Intl

jue. 7/11

1 stop4h 10m

$449

Jacksonville Albert J EllisChicago O'Hare Intl

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

mié. 7/10

1 stop4h 41m

Chicago O'Hare Intl

mar. 7/16

1 stop4h 10m

$485

Jacksonville Albert J EllisChicago O'Hare Intl

OAJ - ORD

OAJORD

Jacksonville Albert J Ellis

mar. 7/9

2 stops8h 06m

Chicago O'Hare Intl

jue. 7/11

2 stops8h 56m

$495

Jacksonville Albert J EllisChicago Midway

OAJ - MDW

OAJMDW

Jacksonville Albert J Ellis

mar. 7/9

1 stop5h 51m

Chicago Midway

jue. 7/11

1 stop5h 24m

$503

Jacksonville Albert J EllisChicago Midway

OAJ - MDW

OAJMDW

Jacksonville Albert J Ellis

mar. 7/9

2 stops7h 58m

Chicago Midway

jue. 7/11

1 stop5h 24m

$618

Flights are sorted by cheapest first

Deals found on 5/30

What is the cheapest day 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 May 26, 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

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.

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 mayo 31, 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
8.0
Very good
10,438 reviews
Check prices

Food

7.4

Boarding

8.2

Crew

8.6

Comfort

7.9

Overall

8.0

Entertainment

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.0
Very good
10,438 reviews
Delta
8.0
Very good
10,438 reviews
Check prices

Food

7.4

Boarding

8.2

Crew

8.6

Comfort

7.9

Overall

8.0

Entertainment

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

American Airlines
7.3
Good
14,282 reviews
Delta
8.0
Very good
10,438 reviews
Check prices

Food

7.4

Boarding

8.2

Crew

8.6

Comfort

7.9

Overall

8.0

Entertainment

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

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 $374, but on average you can expect to pay $592.

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

    According to our current data, American Airlines ($374), and Delta ($383) 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 5/30.

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

    Currently, February is the cheapest month in which you can book a flight from Jacksonville, North Carolina to Chicago (average of $244). Flying from Jacksonville, North Carolina to Chicago in June is currently the most expensive (average of $326). 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
Charlotte to Midway flights
Raleigh to Midway flights
Norfolk to O'Hare Intl flights
Knoxville to O'Hare Intl flights
Greensboro to O'Hare Intl flights
Asheville to O'Hare Intl flights
Charlotte to St. Louis flights
Wilmington to O'Hare Intl flights
Norfolk to Midway flights
Greensboro to Midway flights
Myrtle Beach to O'Hare Intl flights
Knoxville to Midway flights
Greensboro to St. Louis flights
Raleigh to St. Louis flights
Asheville to Midway flights
Myrtle Beach to Midway flights
Wilmington to Midway flights
Norfolk to St. Louis flights
Blountville to O'Hare Intl flights
Knoxville to St. Louis flights
Charlotte to Rockford flights
Charlotte to Moline flights
Fayetteville to O'Hare Intl flights
Asheville to St. Louis flights
Charlotte to Peoria flights
Knoxville to Peoria flights
Wilmington to St. Louis flights
Raleigh to Moline flights
Charlotte to Evansville flights
Blountville to Midway flights
Norfolk to Moline flights
Myrtle Beach to St. Louis flights
Fayetteville to Moline flights
Fayetteville to Midway flights
Asheville to Moline flights
Norfolk to Rockford flights
Jacksonville to O'Hare Intl flights
Knoxville to Bloomington flights
Fayetteville to St. Louis flights
New Bern to O'Hare Intl flights
Norfolk to Evansville flights
Raleigh to Peoria flights
Raleigh to Champaign flights
Raleigh to Evansville flights
Raleigh to Rockford flights
Norfolk to Peoria flights
Jacksonville to Midway 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 2,765,679 searches. Data last updated mayo 31, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$337Average$473FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapest$344Average$513FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Detroit to Nashville flights
Boston to Pittsburgh flights
Minneapolis to New York flights
USA to New Zealand flights
Newark Airport to Fort Myers flights
USA to Brazil flights
Dallas to Los Angeles flights
Miami to Nashville flights
Chicago to Dubai flights
New York to Amsterdam flights
Orlando to New York flights
Jacksonville, North Carolina to Charleston flights

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

Book a flight to one of these trending destinations

User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Flights to Laayoune Hassan I
Flights to Virac
Flights to Figari-Sud Corse
Flights to Edremit/Korfez
Flights to Rhinelander Oneida County
Flights to Girona Costa Brava
Flights to Brainerd Crow Wing County
Flights to Parikia Paros
Flights to Cortez Montezuma County
Flights to Miyakojima Hirara
Flights to Zadar
Flights to Trapani Birgi
Flights to Provincetown
Flights to Oran Es Senia
Flights to Constanţa Mihail Kogalniceanu
Flights to Vava'u Lupepau'U
Flights to Urumqi
Flights to Hakodate
Flights to Naxos
Flights to Dalaman
Flights to Hyannis Barnstable
Flights to Devils Lake
Flights to Bastia Poretta
Flights to Karpathos

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.

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