$333+ Cheap flights from Chicago (CHI) to Jacksonville, NC (OAJ)
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 9/19. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — OAJ
Sep 8 — Sep 151
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Jacksonville 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 Chicago to Jacksonville
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Last-minute
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Cheapest flights from Chicago to JacksonvilleExplore the most affordable flight options available from Chicago to Jacksonville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 9, 2026.
Explore the most affordable flight options available from Chicago to Jacksonville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 9, 2026.
This Delta deal was found by Cheapflights users on 8/6. 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.
Sat 9/124:30 pm -
1 stop4h 52m
Sat 9/194:15 pm -
1 stop7h 29m
Deal found 8/6![Delta logo]()
$389
This Delta deal was found by Cheapflights users on 8/6. 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.
Sat 9/58:05 am -
1 stop6h 15m
Sat 9/1212:00 pm -
1 stop5h 37m
Deal found 8/6![Delta logo]()
$389
This Delta deal was found by Cheapflights users on 8/6. 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 9/255:10 pm -
1 stop4h 12m
Tue 9/2912:00 pm -
1 stop5h 15m
Deal found 8/6![Delta logo]()
$423
This Delta deal was found by Cheapflights users on 8/6. 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 9/255:30 am -
1 stop7h 11m
Tue 9/2912:00 pm -
1 stop7h 45m
Deal found 8/6![Delta logo]()
$423
This Delta deal was found by Cheapflights users on 8/7. 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.
Sun 9/66:00 am -
2 stops8h 20m
Sat 9/1212:00 pm -
1 stop7h 56m
Deal found 8/7![Delta logo]()
$428
This American Airlines deal was found by Cheapflights users on 8/4. 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 9/511:53 am -
1 stop4h 42m
Sat 9/127:20 pm -
1 stop5h 41m
Deal found 8/4![American Airlines logo]()
$437
This Delta deal was found by Cheapflights users on 8/5. 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.
Sat 9/191:19 pm -
2 stops8h 03m
Sat 9/266:00 am -
2 stops7h 39m
Deal found 8/5![Delta logo]()
$443
This Delta deal was found by Cheapflights users on 8/7. 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.
Thu 10/1512:45 pm -
1 stop4h 08m
Sun 10/186:00 am -
1 stop5h 03m
Deal found 8/7![Delta logo]()
$457
This Delta deal was found by Cheapflights users on 8/5. 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.
Thu 12/38:04 am -
1 stop4h 43m
Thu 12/1011:55 am -
1 stop6h 08m
Deal found 8/5![Delta logo]()
$457
This Delta deal was found by Cheapflights users on 8/7. 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 9/116:05 am -
1 stop4h 10m
Fri 9/186:34 pm -
1 stop5h 10m
Deal found 8/7![Delta logo]()
$467
This Delta deal was found by Cheapflights users on 8/7. 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.
Thu 10/155:27 am -
1 stop7h 24m
Sun 10/186:00 am -
1 stop7h 13m
Deal found 8/7![Delta logo]()
$467
This Delta deal was found by Cheapflights users on 8/5. 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.
Sat 9/1911:17 am -
2 stops10h 05m
Sat 9/266:00 am -
2 stops7h 58m
Deal found 8/5![Delta logo]()
$473
Best flights from Chicago to JacksonvilleDiscover carefully curated flight deals from Chicago to Jacksonville that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 9, 2026.
Discover carefully curated flight deals from Chicago to Jacksonville that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 9, 2026.
This Delta deal was found by Cheapflights users on 8/5. 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.
Sat 9/194:30 pm -
1 stop4h 52m
Sat 9/264:15 pm -
1 stop7h 29m
Deal found 8/5![Delta logo]()
$389
This American Airlines deal was found by Cheapflights users on 8/5. 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 9/198:59 am -
1 stop6h 54m
Sat 9/261:52 pm -
1 stop4h 46m
Deal found 8/5![American Airlines logo]()
$389
This Delta deal was found by Cheapflights users on 8/6. 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.
Sat 9/124:30 pm -
1 stop4h 52m
Sat 9/194:15 pm -
1 stop7h 29m
Deal found 8/6![Delta logo]()
$389
This Delta deal was found by Cheapflights users on 8/6. 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.
Sat 9/58:05 am -
1 stop6h 15m
Sat 9/1212:00 pm -
1 stop5h 37m
Deal found 8/6![Delta logo]()
$389
This American Airlines deal was found by Cheapflights users on 8/5. 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 9/511:53 am -
1 stop4h 42m
Sat 9/127:20 pm -
1 stop5h 41m
Deal found 8/5![American Airlines logo]()
$437
This Delta deal was found by Cheapflights users on 8/5. 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.
Sat 9/192:00 pm -
2 stops7h 22m
Sat 9/264:15 pm -
1 stop5h 41m
Deal found 8/5![Delta logo]()
$394
This Delta deal was found by Cheapflights users on 8/7. 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.
Sat 1/165:30 am -
1 stop4h 42m
Sat 1/235:40 am -
2 stops10h 17m
Deal found 8/7![Delta logo]()
$394
This Delta deal was found by Cheapflights users on 8/6. 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 9/255:10 pm -
1 stop4h 12m
Tue 9/2912:00 pm -
1 stop5h 15m
Deal found 8/6![Delta logo]()
$423
This Delta deal was found by Cheapflights users on 8/7. 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.
Sun 9/66:00 am -
2 stops8h 20m
Sat 9/1212:00 pm -
1 stop7h 56m
Deal found 8/7![Delta logo]()
$428
This Delta deal was found by Cheapflights users on 8/7. 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.
Sun 1/1711:30 am -
2 stops9h 45m
Sat 1/235:40 am -
2 stops12h 09m
Deal found 8/7![Delta logo]()
$433
This Delta deal was found by Cheapflights users on 8/5. 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.
Thu 12/36:00 am -
1 stop4h 11m
Thu 12/106:37 pm -
1 stop5h 19m
Deal found 8/5![Delta logo]()
$457
This Delta deal was found by Cheapflights users on 8/6. 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.
Thu 12/38:04 am -
1 stop4h 43m
Thu 12/1011:55 am -
1 stop6h 08m
Deal found 8/6![Delta logo]()
$457
This Delta deal was found by Cheapflights users on 8/7. 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 9/113:40 pm -
1 stop5h 42m
Fri 9/186:34 pm -
1 stop6h 25m
Deal found 8/7![Delta logo]()
$457
This Delta deal was found by Cheapflights users on 8/4. 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.
Thu 11/55:27 am -
1 stop4h 43m
Sun 11/86:00 am -
1 stop7h 13m
Deal found 8/4![Delta logo]()
$457
This Delta deal was found by Cheapflights users on 8/7. 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.
Thu 10/151:27 pm -
2 stops7h 55m
Sun 10/186:00 am -
1 stop5h 03m
Deal found 8/7![Delta logo]()
$462
This Delta deal was found by Cheapflights users on 8/7. 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 9/116:05 am -
1 stop4h 10m
Fri 9/186:34 pm -
1 stop5h 10m
Deal found 8/7![Delta logo]()
$467
This Delta deal was found by Cheapflights users on 8/4. 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 8/2512:46 pm -
1 stop4h 21m
Thu 9/36:00 am -
1 stop4h 59m
Deal found 8/4![Delta logo]()
$507
Last-minute flights from Chicago to JacksonvilleDiscover last-minute flight deals from Chicago to Jacksonville. Data last updated August 9, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Jacksonville. Data last updated August 9, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/4. 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.
Tue 8/256:49 am -
1 stop5h 36m
Thu 9/31:54 pm -
1 stop4h 48m
Deal found 8/4![American Airlines logo]()
$477
This Delta deal was found by Cheapflights users on 8/4. 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 8/2512:46 pm -
1 stop4h 21m
Thu 9/36:00 am -
1 stop4h 59m
Deal found 8/4![Delta logo]()
$507
This Delta deal was found by Cheapflights users on 8/6. 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.
Sat 9/58:05 am -
1 stop6h 15m
Sat 9/1212:00 pm -
1 stop5h 37m
Deal found 8/6![Delta logo]()
$389
This American Airlines deal was found by Cheapflights users on 8/4. 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 9/511:53 am -
1 stop4h 42m
Sat 9/127:20 pm -
1 stop5h 41m
Deal found 8/4![American Airlines logo]()
$437
This Delta deal was found by Cheapflights users on 8/7. 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.
Sun 9/66:00 am -
2 stops8h 20m
Sat 9/1212:00 pm -
1 stop7h 56m
Deal found 8/7![Delta logo]()
$428
This Delta deal was found by Cheapflights users on 8/7. 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 9/113:40 pm -
1 stop5h 42m
Fri 9/186:34 pm -
1 stop6h 25m
Deal found 8/7![Delta logo]()
$457
This Delta deal was found by Cheapflights users on 8/7. 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 9/116:05 am -
1 stop4h 10m
Fri 9/186:34 pm -
1 stop5h 10m
Deal found 8/7![Delta logo]()
$467
This Delta deal was found by Cheapflights users on 8/6. 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.
Sat 9/124:30 pm -
1 stop4h 52m
Sat 9/194:15 pm -
1 stop7h 29m
Deal found 8/6![Delta logo]()
$389
This Delta deal was found by Cheapflights users on 8/5. 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.
Sat 9/191:19 pm -
2 stops8h 03m
Sat 9/266:00 am -
2 stops7h 39m
Deal found 8/5![Delta logo]()
$443
This Delta deal was found by Cheapflights users on 8/5. 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.
Sat 9/1911:17 am -
2 stops10h 05m
Sat 9/266:00 am -
2 stops7h 58m
Deal found 8/5![Delta logo]()
$473
This Delta deal was found by Cheapflights users on 8/6. 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 9/255:10 pm -
1 stop4h 12m
Tue 9/2912:00 pm -
1 stop5h 15m
Deal found 8/6![Delta logo]()
$423
This Delta deal was found by Cheapflights users on 8/6. 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 9/255:30 am -
1 stop7h 11m
Tue 9/2912:00 pm -
1 stop7h 45m
Deal found 8/6![Delta logo]()
$423
One-way flights from Chicago to JacksonvilleSearch for one-way flight options from Chicago to Jacksonville. Find affordable one-way fares based on user searches. Data last updated August 9, 2026.
Search for one-way flight options from Chicago to Jacksonville. Find affordable one-way fares based on user searches. Data last updated August 9, 2026.
This Delta deal was found by Cheapflights users on 8/5. 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.
Sat 9/194:30 pm -
1 stop4h 52m
Deal found 8/5![Delta logo]()
$333
This American Airlines deal was found by Cheapflights users on 8/5. 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 9/198:59 am -
1 stop6h 54m
Deal found 8/5![American Airlines logo]()
$333
This Delta deal was found by Cheapflights users on 8/5. 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.
Sat 9/197:05 am -
2 stops7h 17m
Deal found 8/5![Delta logo]()
$338
Find flight deals from Chicago to Jacksonville
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Jacksonville (OAJ). 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 August 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $389 (Delta) |
One-way from | $333 (Delta) |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Jacksonville 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 August 9, 2026.
Use the filters below to find and compare flights from Chicago to Jacksonville that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoJacksonville
MDW Chicago Midway - OAJ Jacksonville Albert J Ellis
MDWOAJ
Chicago Midway
Sat 9/19
4:30 pm-10:22 pm
1 stop4h 52m
Jacksonville Albert J Ellis
Sat 9/26
4:15 pm-10:44 pm
1 stop7h 29m
$389
ChicagoJacksonville
ORD Chicago O'Hare Intl - OAJ Jacksonville Albert J Ellis
ORDOAJ
Chicago O'Hare Intl
Sat 9/19
8:59 am-4:53 pm
1 stop6h 54m
Jacksonville Albert J Ellis
Sat 9/26
1:52 pm-5:38 pm
1 stop4h 46m
$389
ChicagoJacksonville
MDW Chicago Midway - OAJ Jacksonville Albert J Ellis
MDWOAJ
Chicago Midway
Sat 9/12
4:30 pm-10:22 pm
1 stop4h 52m
Jacksonville Albert J Ellis
Sat 9/19
4:15 pm-10:44 pm
1 stop7h 29m
$389
ChicagoJacksonville
ORD Chicago O'Hare Intl - OAJ Jacksonville Albert J Ellis
ORDOAJ
Chicago O'Hare Intl
Sat 9/5
8:05 am-3:20 pm
1 stop6h 15m
Jacksonville Albert J Ellis
Sat 9/12
12:00 pm-4:37 pm
1 stop5h 37m
$389
ChicagoJacksonville
ORD Chicago O'Hare Intl - OAJ Jacksonville Albert J Ellis
ORDOAJ
Chicago O'Hare Intl
Sat 9/19
2:00 pm-10:22 pm
2 stops7h 22m
Jacksonville Albert J Ellis
Sat 9/26
4:15 pm-8:56 pm
1 stop5h 41m
$394
ChicagoJacksonville
ORD Chicago O'Hare Intl - OAJ Jacksonville Albert J Ellis
ORDOAJ
Chicago O'Hare Intl
Sat 1/16
5:30 am-11:12 am
1 stop4h 42m
Jacksonville Albert J Ellis
Sat 1/23
5:40 am-2:57 pm
2 stops10h 17m
$394
ChicagoJacksonville
MDW Chicago Midway - OAJ Jacksonville Albert J Ellis
MDWOAJ
Chicago Midway
Fri 9/25
5:10 pm-10:22 pm
1 stop4h 12m
Jacksonville Albert J Ellis
Tue 9/29
12:00 pm-4:15 pm
1 stop5h 15m
$423
ChicagoJacksonville
ORD Chicago O'Hare Intl - OAJ Jacksonville Albert J Ellis
ORDOAJ
Chicago O'Hare Intl
Sun 9/6
6:00 am-3:20 pm
2 stops8h 20m
Jacksonville Albert J Ellis
Sat 9/12
12:00 pm-6:56 pm
1 stop7h 56m
$428
ChicagoJacksonville
ORD Chicago O'Hare Intl - OAJ Jacksonville Albert J Ellis
ORDOAJ
Chicago O'Hare Intl
Sun 1/17
11:30 am-10:15 pm
2 stops9h 45m
Jacksonville Albert J Ellis
Sat 1/23
5:40 am-4:49 pm
2 stops12h 09m
$433
ChicagoJacksonville
ORD Chicago O'Hare Intl - OAJ Jacksonville Albert J Ellis
ORDOAJ
Chicago O'Hare Intl
Sat 9/5
11:53 am-5:35 pm
1 stop4h 42m
Jacksonville Albert J Ellis
Sat 9/12
7:20 pm-12:01 am
1 stop5h 41m
$437
Showing 1-10 of 23 resultsSorted by cheapest first
Compare providers for flights from Chicago to Jacksonville
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 Chicago to Jacksonville in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Jacksonville, North Carolina flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Jacksonville, North Carolina flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Jacksonville, North Carolina flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Jacksonville, North Carolina 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 Chicago-Jacksonville, North Carolina 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 Chicago to Jacksonville
Have a flexible travel schedule? Discover the best time to fly to Jacksonville from Chicago with our price prediction graph.
CHI-OAJ
MDW-OAJ
ORD-OAJ
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 Chicago to Jacksonville
CHI-OAJ
MDW-OAJ
ORD-OAJ
No data available for this route at this time. Please check back soon.
Reviews of airlines servicing Jacksonville
Get insights into the airlines that provide service to Jacksonville. 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 Jacksonville. Reviews last updated August 9, 2026.
See what other customers who have flown with Delta and American Airlines from Chicago to Jacksonville have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.8
Comfort
7.8
Boarding
8.1
Crew
8.5
Food
7.2
Overall
7.8
Reviews
1 / 20
2.0
MediocreChristine,Aug 2023
ORD - ATL
Entertainment
7.8
Comfort
7.8
Boarding
8.1
Crew
8.5
Food
7.2
Overall
7.8
Reviews
1 / 20
2.0
MediocreChristine,Aug 2023
ORD - ATL
Entertainment
7.8
Comfort
7.8
Boarding
8.1
Crew
8.5
Food
7.2
Overall
7.8
Reviews
1 / 20
2.0
MediocreChristine,Aug 2023
ORD - ATL
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