$416+ Cheap flights from Chicago (CHI) to Jacksonville, NC (OAJ)
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 11/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — OAJ
Dec 12 — Dec 191
Round-trip
1 adult, Economy
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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
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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 November 12, 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 November 12, 2026.
This Delta deal was found by Cheapflights users on 11/9. 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.
Tue 12/156:00 am -
1 stop6h 42m
Tue 1/56:00 am -
1 stop5h 00m
Deal found 11/9![Delta logo]()
$439
This Delta deal was found by Cheapflights users on 11/9. 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.
Tue 12/153:59 pm -
1 stop5h 29m
Tue 1/56:00 am -
1 stop5h 10m
Deal found 11/9![Delta logo]()
$439
This Delta deal was found by Cheapflights users on 11/7. 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.
Wed 12/95:12 pm -
1 stop4h 16m
Thu 12/176:35 pm -
1 stop5h 19m
Deal found 11/7![Delta logo]()
$473
This Delta deal was found by Cheapflights users on 11/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/125:30 am -
1 stop4h 52m
Mon 12/216:45 pm -
1 stop6h 17m
Deal found 11/10![Delta logo]()
$473
This Delta deal was found by Cheapflights users on 11/7. 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.
Wed 12/910:05 am -
2 stops11h 23m
Sun 12/206:45 pm -
1 stop6h 17m
Deal found 11/7![Delta logo]()
$478
This Delta deal was found by Cheapflights users on 11/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/96:00 am -
1 stop6h 42m
Wed 12/166:35 pm -
1 stop5h 19m
Deal found 11/10![Delta logo]()
$483
This American Airlines deal was found by Cheapflights users on 11/10. 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 12/99:00 am -
1 stop4h 59m
Wed 12/166:04 am -
1 stop7h 15m
Deal found 11/10![American Airlines logo]()
$483
This Delta deal was found by Cheapflights users on 11/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/96:00 am -
2 stops10h 52m
Wed 12/166:35 pm -
1 stop6h 21m
Deal found 11/10![Delta logo]()
$488
This Delta deal was found by Cheapflights users on 11/7. 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 12/106:00 am -
1 stop4h 17m
Thu 12/1711:52 am -
1 stop5h 24m
Deal found 11/7![Delta logo]()
$507
This Delta deal was found by Cheapflights users on 11/7. 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 12/106:49 am -
1 stop5h 53m
Sun 12/206:45 pm -
1 stop6h 17m
Deal found 11/7![Delta logo]()
$507
This Delta deal was found by Cheapflights users on 11/7. 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.
Wed 12/96:00 am -
1 stop4h 17m
Mon 12/216:45 pm -
1 stop4h 37m
Deal found 11/7![Delta logo]()
$509
This Delta deal was found by Cheapflights users on 11/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/125:30 am -
1 stop4h 52m
Sat 12/196:45 pm -
1 stop6h 17m
Deal found 11/10![Delta logo]()
$509
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 November 12, 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 November 12, 2026.
This Delta deal was found by Cheapflights users on 11/9. 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.
Tue 12/156:00 am -
1 stop6h 42m
Tue 1/56:00 am -
1 stop5h 00m
Deal found 11/9![Delta logo]()
$439
This Delta deal was found by Cheapflights users on 11/7. 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.
Tue 12/155:30 am -
1 stop7h 12m
Tue 12/226:45 pm -
1 stop6h 17m
Deal found 11/7![Delta logo]()
$439
This Delta deal was found by Cheapflights users on 11/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/153:59 pm -
1 stop5h 29m
Tue 1/56:00 am -
1 stop5h 10m
Deal found 11/10![Delta logo]()
$439
This Delta deal was found by Cheapflights users on 11/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1512:34 pm -
2 stops8h 54m
Sun 12/206:45 pm -
1 stop6h 17m
Deal found 11/10![Delta logo]()
$478
This Delta deal was found by Cheapflights users on 11/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/185:30 am -
1 stop4h 49m
Sun 12/206:45 pm -
1 stop6h 17m
Deal found 11/10![Delta logo]()
$507
This Delta deal was found by Cheapflights users on 11/9. 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.
Thu 1/711:20 am -
1 stop4h 25m
Mon 1/115:26 pm -
1 stop7h 31m
Deal found 11/9![Delta logo]()
$507
This Delta deal was found by Cheapflights users on 11/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/148:04 am -
1 stop4h 38m
Mon 12/216:45 pm -
1 stop6h 17m
Deal found 11/10![Delta logo]()
$507
This Delta deal was found by Cheapflights users on 11/7. 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 12/126:00 am -
1 stop4h 22m
Mon 12/216:45 pm -
1 stop4h 37m
Deal found 11/7![Delta logo]()
$509
This Delta deal was found by Cheapflights users on 11/7. 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.
Mon 12/1410:24 am -
2 stops11h 04m
Sun 12/206:45 pm -
1 stop4h 37m
Deal found 11/7![Delta logo]()
$512
This Delta deal was found by Cheapflights users on 11/9. 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.
Thu 1/71:59 pm -
2 stops7h 29m
Mon 1/115:26 pm -
1 stop5h 51m
Deal found 11/9![Delta logo]()
$512
This Delta deal was found by Cheapflights users on 11/7. 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.
Wed 12/910:05 am -
2 stops11h 23m
Thu 12/1711:52 am -
2 stops10h 43m
Deal found 11/7![Delta logo]()
$519
This Delta deal was found by Cheapflights users on 11/7. 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.
Mon 12/145:12 pm -
1 stop4h 16m
Mon 12/216:45 pm -
1 stop4h 37m
Deal found 11/7![Delta logo]()
$543
This Delta deal was found by Cheapflights users on 11/7. 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.
Mon 12/146:00 am -
1 stop6h 42m
Tue 12/226:45 pm -
2 stops15h 04m
Deal found 11/7![Delta logo]()
$588
This Delta deal was found by Cheapflights users on 11/7. 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.
Mon 12/1410:24 am -
2 stops11h 04m
Thu 12/1711:52 am -
1 stop5h 24m
Deal found 11/7![Delta logo]()
$720
This Delta deal was found by Cheapflights users on 11/7. 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 11/225:13 pm -
1 stop4h 15m
Fri 11/276:00 am -
2 stops6h 25m
Deal found 11/7![Delta logo]()
$808
This Delta deal was found by Cheapflights users on 11/7. 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 12/135:12 pm -
1 stop4h 16m
Wed 12/2311:20 am -
1 stop5h 59m
Deal found 11/7![Delta logo]()
$813
This Delta deal was found by Cheapflights users on 11/7. 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.
Mon 11/231:31 pm -
2 stops7h 57m
Fri 11/276:00 am -
2 stops6h 25m
Deal found 11/7![Delta logo]()
$814
Last-minute flights from Chicago to JacksonvilleDiscover last-minute flight deals from Chicago to Jacksonville. Data last updated November 12, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Jacksonville. Data last updated November 12, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 11/7. 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.
Wed 12/96:00 am -
1 stop6h 42m
Sun 12/206:45 pm -
1 stop4h 37m
Deal found 11/7![Delta logo]()
$473
This Delta deal was found by Cheapflights users on 11/7. 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.
Wed 12/912:39 pm -
2 stops8h 49m
Thu 12/176:35 pm -
1 stop5h 19m
Deal found 11/7![Delta logo]()
$478
This Delta deal was found by Cheapflights users on 11/7. 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.
Wed 12/910:05 am -
2 stops11h 23m
Sun 12/206:45 pm -
1 stop6h 17m
Deal found 11/7![Delta logo]()
$478
This Delta deal was found by Cheapflights users on 11/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/96:00 am -
1 stop6h 42m
Wed 12/166:35 pm -
1 stop5h 19m
Deal found 11/10![Delta logo]()
$483
This American Airlines deal was found by Cheapflights users on 11/10. 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 12/99:00 am -
1 stop4h 59m
Wed 12/166:04 am -
1 stop7h 15m
Deal found 11/10![American Airlines logo]()
$483
This Delta deal was found by Cheapflights users on 11/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/96:00 am -
2 stops10h 52m
Wed 12/166:35 pm -
1 stop6h 21m
Deal found 11/10![Delta logo]()
$488
This Delta deal was found by Cheapflights users on 11/7. 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.
Wed 12/96:00 am -
1 stop4h 17m
Mon 12/216:45 pm -
1 stop4h 37m
Deal found 11/7![Delta logo]()
$509
This Delta deal was found by Cheapflights users on 11/7. 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 12/106:00 am -
1 stop4h 17m
Thu 12/1711:52 am -
1 stop5h 24m
Deal found 11/7![Delta logo]()
$507
This Delta deal was found by Cheapflights users on 11/7. 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 12/105:30 am -
1 stop4h 47m
Thu 12/172:23 pm -
1 stop7h 30m
Deal found 11/7![Delta logo]()
$507
This Delta deal was found by Cheapflights users on 11/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/125:30 am -
1 stop4h 52m
Sun 12/206:45 pm -
1 stop6h 17m
Deal found 11/10![Delta logo]()
$473
This Delta deal was found by Cheapflights users on 11/9. 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.
Tue 12/156:00 am -
1 stop6h 42m
Tue 1/56:00 am -
1 stop5h 00m
Deal found 11/9![Delta logo]()
$439
This Delta deal was found by Cheapflights users on 11/9. 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.
Tue 12/153:59 pm -
1 stop5h 29m
Tue 1/56:00 am -
1 stop5h 10m
Deal found 11/9![Delta logo]()
$439
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 November 12, 2026.
Search for one-way flight options from Chicago to Jacksonville. Find affordable one-way fares based on user searches. Data last updated November 12, 2026.
This Faresmojo deal was found by Cheapflights users on 11/9. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/256:49 am -
1 stop5h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![JetBlue logo]()
$416
This American Airlines deal was found by Cheapflights users on 11/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/256:41 am -
1 stop6h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![American Airlines logo]()
$418
This Delta deal was found by Cheapflights users on 11/9. 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.
Wed 11/1810:06 am -
2 stops11h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![Delta logo]()
$423
This Delta deal was found by Cheapflights users on 11/9. 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.
Wed 11/2511:27 am -
1 stop5h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![Delta logo]()
$438
This Delta deal was found by Cheapflights users on 11/7. 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.
Wed 11/256:49 am -
1 stop5h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Delta logo]()
$438
This American Airlines deal was found by Cheapflights users on 11/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/159:00 am -
1 stop4h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![American Airlines logo]()
$465
This American Airlines deal was found by Cheapflights users on 11/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/288:05 am -
1 stop5h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![American Airlines logo]()
$468
This Delta deal was found by Cheapflights users on 11/9. 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.
Sun 11/157:00 am -
2 stops9h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![Delta logo]()
$475
This Delta deal was found by Cheapflights users on 11/9. 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.
Sat 11/286:00 am -
1 stop6h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![Delta logo]()
$528
This Delta deal was found by Cheapflights users on 11/9. 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.
Sat 11/2811:19 am -
2 stops10h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![Delta logo]()
$705
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 November 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $439 (Delta) |
One-way from | $416 (Faresmojo) |
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 7,457,451 searches. Data last updated November 12, 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
ORD Chicago O'Hare Intl - OAJ Jacksonville Albert J Ellis
ORDOAJ
Chicago O'Hare Intl
Wed 11/25
6:49 am-1:42 pm
1 stop5h 53m
Jacksonville Albert J Ellis
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$416
ChicagoJacksonville
ORD Chicago O'Hare Intl - OAJ Jacksonville Albert J Ellis
ORDOAJ
Chicago O'Hare Intl
Wed 11/25
6:41 am-2:22 pm
1 stop6h 41m
Jacksonville Albert J Ellis
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$418
ChicagoJacksonville
ORD Chicago O'Hare Intl - OAJ Jacksonville Albert J Ellis
ORDOAJ
Chicago O'Hare Intl
Wed 11/18
3:59 pm-10:28 pm
1 stop5h 29m
Jacksonville Albert J Ellis
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$418
Quickest round-trip
ChicagoJacksonville
MDW Chicago Midway - OAJ Jacksonville Albert J Ellis
MDWOAJ
Chicago Midway
Wed 11/25
6:00 am-11:16 am
1 stop4h 16m
Jacksonville Albert J Ellis
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$438
ChicagoJacksonville
ORD Chicago O'Hare Intl - OAJ Jacksonville Albert J Ellis
ORDOAJ
Chicago O'Hare Intl
Wed 11/25
6:49 am-1:42 pm
1 stop5h 53m
Jacksonville Albert J Ellis
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$438
ChicagoJacksonville
MDW Chicago Midway - OAJ Jacksonville Albert J Ellis
MDWOAJ
Chicago Midway
Tue 12/15
6:00 am-1:42 pm
1 stop6h 42m
Jacksonville Albert J Ellis
Tue 1/5
6:00 am-10:00 am
1 stop5h 00m
$439
ChicagoJacksonville
ORD Chicago O'Hare Intl - OAJ Jacksonville Albert J Ellis
ORDOAJ
Chicago O'Hare Intl
Tue 12/15
5:30 am-1:42 pm
1 stop7h 12m
Jacksonville Albert J Ellis
Tue 12/22
6:45 pm-12:02 am
1 stop6h 17m
$439
ChicagoJacksonville
ORD Chicago O'Hare Intl - OAJ Jacksonville Albert J Ellis
ORDOAJ
Chicago O'Hare Intl
Tue 12/15
3:59 pm-10:28 pm
1 stop5h 29m
Jacksonville Albert J Ellis
Tue 1/5
6:00 am-10:10 am
1 stop5h 10m
$439
ChicagoJacksonville
ORD Chicago O'Hare Intl - OAJ Jacksonville Albert J Ellis
ORDOAJ
Chicago O'Hare Intl
Sun 11/15
7:00 am-5:54 pm
2 stops9h 54m
Jacksonville Albert J Ellis
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$475
ChicagoJacksonville
ORD Chicago O'Hare Intl - OAJ Jacksonville Albert J Ellis
ORDOAJ
Chicago O'Hare Intl
Tue 12/15
12:34 pm-10:28 pm
2 stops8h 54m
Jacksonville Albert J Ellis
Sun 12/20
6:45 pm-12:02 am
1 stop6h 17m
$478
Showing 1-10 of 24 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 November.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 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 November 12, 2026.
See what other customers who have flown with 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
6.8
Comfort
7.1
Food
6.4
Overall
7.0
Boarding
7.4
Crew
7.9
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
Entertainment
6.8
Comfort
7.1
Food
6.4
Overall
7.0
Boarding
7.4
Crew
7.9
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
Related info for your journey
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