$165+ Cheap flights from Jackson (JAC) to Chicago (CHI)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/20. Fares are subject to change and may not be available on all flights or dates of travel.
JAC — CHI
Sep 12 — Sep 191
Round-trip
1 adult, Economy
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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
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Cheapest flights from Jackson to ChicagoExplore the most affordable flight options available from Jackson to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 13, 2026.
Explore the most affordable flight options available from Jackson to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 13, 2026.
This American Airlines deal was found by Cheapflights users on 8/9. 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.
Thu 9/103:41 pm -
Nonstop3h 29m
Mon 9/141:10 pm -
Nonstop3h 21m
Deal found 8/9![American Airlines logo]()
$329
This United Airlines deal was found by Cheapflights users on 8/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/104:25 pm -
1 stop5h 21m
Wed 9/164:30 pm -
Nonstop3h 21m
Deal found 8/10![United Airlines logo]()
$375
This American Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/161:43 pm -
Nonstop3h 16m
Sun 10/259:58 am -
Nonstop3h 21m
Deal found 8/8![American Airlines logo]()
$384
This American Airlines deal was found by Cheapflights users on 8/11. 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 9/3011:47 am -
1 stop7h 43m
Thu 10/11:24 pm -
Nonstop3h 21m
Deal found 8/11![American Airlines logo]()
$395
This United Airlines deal was found by Cheapflights users on 8/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/164:28 pm -
1 stop5h 18m
Sun 10/257:00 am -
1 stop7h 25m
Deal found 8/8![United Airlines logo]()
$412
This Delta deal was found by Cheapflights users on 8/11. 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 9/308:35 am -
2 stops8h 58m
Thu 10/11:00 pm -
1 stop8h 15m
Deal found 8/11![Delta logo]()
$535
This Delta deal was found by Cheapflights users on 8/11. 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 8/278:35 am -
1 stop6h 40m
Mon 8/311:51 pm -
1 stop7h 19m
Deal found 8/11![Delta logo]()
$824
This Delta deal was found by Cheapflights users on 8/10. 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 9/47:02 am -
1 stop5h 08m
Mon 9/712:46 pm -
1 stop8h 25m
Deal found 8/10![Delta logo]()
$839
This Delta deal was found by Cheapflights users on 8/10. 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 8/257:02 am -
1 stop5h 08m
Sat 8/299:59 am -
2 stops9h 56m
Deal found 8/10![Delta logo]()
$848
This Delta deal was found by Cheapflights users on 8/12. 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 9/27:02 am -
1 stop5h 08m
Fri 9/412:46 pm -
1 stop8h 25m
Deal found 8/12![Delta logo]()
$863
This Delta deal was found by Cheapflights users on 8/9. 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 9/238:35 am -
2 stops8h 58m
Sun 9/271:00 pm -
1 stop8h 15m
Deal found 8/9![Delta logo]()
$879
This Delta deal was found by Cheapflights users on 8/10. 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 8/116:01 pm -
2 stops13h 38m
Mon 8/1712:46 pm -
1 stop8h 25m
Deal found 8/10![Delta logo]()
$901
Best flights from Jackson to ChicagoDiscover carefully curated flight deals from Jackson to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 13, 2026.
Discover carefully curated flight deals from Jackson to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 13, 2026.
This United Airlines deal was found by Cheapflights users on 8/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/224:25 pm -
1 stop5h 21m
Tue 9/299:03 am -
Nonstop3h 18m
Deal found 8/8![United Airlines logo]()
$339
This American Airlines deal was found by Cheapflights users on 8/12. 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 9/23:38 pm -
Nonstop3h 27m
Fri 9/412:11 pm -
1 stop7h 53m
Deal found 8/12![American Airlines logo]()
$508
This Delta deal was found by Cheapflights users on 8/11. 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 8/278:35 am -
1 stop6h 40m
Mon 8/311:51 pm -
1 stop7h 19m
Deal found 8/11![Delta logo]()
$824
This United Airlines deal was found by Cheapflights users on 8/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/54:25 pm -
1 stop5h 54m
Tue 2/99:00 am -
Nonstop3h 22m
Deal found 8/8![United Airlines logo]()
$429
This United Airlines deal was found by Cheapflights users on 8/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/97:15 am -
Nonstop3h 09m
Wed 9/164:30 pm -
Nonstop3h 21m
Deal found 8/12![United Airlines logo]()
$440
This United Airlines deal was found by Cheapflights users on 8/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:15 am -
Nonstop3h 09m
Mon 8/314:20 pm -
1 stop5h 20m
Deal found 8/11![United Airlines logo]()
$469
This United Airlines deal was found by Cheapflights users on 8/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/252:52 pm -
1 stop6h 00m
Sat 8/294:30 pm -
Nonstop3h 21m
Deal found 8/10![United Airlines logo]()
$488
This United Airlines deal was found by Cheapflights users on 8/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/244:10 pm -
1 stop6h 49m
Wed 12/29:00 am -
Nonstop3h 22m
Deal found 8/11![United Airlines logo]()
$501
This Delta deal was found by Cheapflights users on 8/10. 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 8/257:02 am -
1 stop5h 08m
Sat 8/299:59 am -
2 stops9h 56m
Deal found 8/10![Delta logo]()
$848
This United Airlines deal was found by Cheapflights users on 8/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/64:28 pm -
1 stop6h 31m
Thu 10/81:30 pm -
1 stop5h 19m
Deal found 8/10![United Airlines logo]()
$533
This Delta deal was found by Cheapflights users on 8/12. 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 9/27:02 am -
1 stop5h 08m
Fri 9/412:46 pm -
1 stop8h 25m
Deal found 8/12![Delta logo]()
$863
This Delta deal was found by Cheapflights users on 8/10. 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 9/47:02 am -
1 stop5h 08m
Mon 9/76:05 am -
2 stops11h 52m
Deal found 8/10![Delta logo]()
$939
This Delta deal was found by Cheapflights users on 8/9. 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 9/238:35 am -
1 stop6h 40m
Sun 9/271:00 pm -
1 stop8h 15m
Deal found 8/9![Delta logo]()
$954
This Delta deal was found by Cheapflights users on 8/10. 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 11/257:25 am -
2 stops8h 14m
Mon 11/3011:28 am -
2 stops9h 03m
Deal found 8/10![Delta logo]()
$1,029
This Delta deal was found by Cheapflights users on 8/8. 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 10/177:40 am -
2 stops9h 20m
Mon 10/269:29 am -
2 stops8h 01m
Deal found 8/8![Delta logo]()
$1,030
This Delta deal was found by Cheapflights users on 8/10. 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 11/247:25 am -
2 stops8h 14m
Mon 11/3011:28 am -
2 stops9h 03m
Deal found 8/10![Delta logo]()
$1,039
Last-minute flights from Jackson to ChicagoDiscover last-minute flight deals from Jackson to Chicago. Data last updated August 13, 2026 and is based on user searches.
Discover last-minute flight deals from Jackson to Chicago. Data last updated August 13, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 8/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/197:15 am -
Nonstop3h 09m
Wed 8/264:20 pm -
Nonstop3h 21m
Deal found 8/12![United Airlines logo]()
$489
This Delta deal was found by Cheapflights users on 8/12. 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 8/191:10 pm -
2 stops9h 47m
Wed 8/262:00 pm -
1 stop5h 55m
Deal found 8/12![Delta logo]()
$729
This American Airlines deal was found by Cheapflights users on 8/11. 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.
Thu 8/201:47 pm -
Nonstop3h 23m
Sun 8/2312:59 pm -
Nonstop3h 18m
Deal found 8/11![American Airlines logo]()
$459
This United Airlines deal was found by Cheapflights users on 8/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:15 am -
Nonstop3h 09m
Sun 8/233:56 pm -
1 stop5h 44m
Deal found 8/11![United Airlines logo]()
$469
This Delta deal was found by Cheapflights users on 8/11. 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 8/207:02 am -
2 stops10h 47m
Sun 8/238:28 am -
2 stops11h 27m
Deal found 8/11![Delta logo]()
$1,269
This Delta deal was found by Cheapflights users on 8/11. 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 8/211:10 pm -
1 stop7h 23m
Sun 8/236:59 am -
2 stops10h 58m
Deal found 8/11![Delta logo]()
$604
This Delta deal was found by Cheapflights users on 8/10. 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 8/257:02 am -
1 stop5h 08m
Sat 8/299:59 am -
2 stops9h 56m
Deal found 8/10![Delta logo]()
$848
This Delta deal was found by Cheapflights users on 8/11. 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 8/278:35 am -
1 stop6h 40m
Mon 8/311:51 pm -
1 stop7h 19m
Deal found 8/11![Delta logo]()
$824
This Delta deal was found by Cheapflights users on 8/12. 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 9/27:02 am -
1 stop5h 08m
Fri 9/412:46 pm -
1 stop8h 25m
Deal found 8/12![Delta logo]()
$863
This Delta deal was found by Cheapflights users on 8/10. 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 9/47:02 am -
1 stop5h 08m
Mon 9/712:46 pm -
1 stop8h 25m
Deal found 8/10![Delta logo]()
$839
This Delta deal was found by Cheapflights users on 8/9. 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 9/238:35 am -
2 stops8h 58m
Sun 9/271:00 pm -
1 stop8h 15m
Deal found 8/9![Delta logo]()
$879
This Delta deal was found by Cheapflights users on 8/11. 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 9/308:35 am -
2 stops8h 58m
Thu 10/11:00 pm -
1 stop8h 15m
Deal found 8/11![Delta logo]()
$535
One-way flights from Jackson to ChicagoSearch for one-way flight options from Jackson to Chicago. Find affordable one-way fares based on user searches. Data last updated August 13, 2026.
Search for one-way flight options from Jackson to Chicago. Find affordable one-way fares based on user searches. Data last updated August 13, 2026.
This American Airlines deal was found by Cheapflights users on 8/8. 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 10/201:43 pm -
Nonstop3h 16m
Deal found 8/8![American Airlines logo]()
$165
This Delta deal was found by Cheapflights users on 8/9. 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.
Fri 11/61:13 pm -
1 stop7h 47m
Deal found 8/9![Delta logo]()
$175
This American Airlines deal was found by Cheapflights users on 8/9. 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.
Fri 9/184:11 pm -
1 stop6h 19m
Deal found 8/9![American Airlines logo]()
$178
This Delta deal was found by Cheapflights users on 8/12. 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 11/101:05 pm -
1 stop7h 42m
Deal found 8/12![Delta logo]()
$185
This United Airlines deal was found by Cheapflights users on 8/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/94:28 pm -
1 stop6h 31m
Deal found 8/10![United Airlines logo]()
$194
This American Airlines deal was found by Cheapflights users on 8/9. 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.
Mon 10/261:43 pm -
Nonstop3h 16m
Deal found 8/9![American Airlines logo]()
$201
This United Airlines deal was found by Cheapflights users on 8/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/164:25 pm -
1 stop6h 34m
Deal found 8/12![United Airlines logo]()
$204
This American Airlines deal was found by Cheapflights users on 8/8. 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.
Thu 9/103:41 pm -
Nonstop3h 29m
Deal found 8/8![American Airlines logo]()
$210
This Delta deal was found by Cheapflights users on 8/10. 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 10/101:13 pm -
1 stop7h 47m
Deal found 8/10![Delta logo]()
$211
This Delta deal was found by Cheapflights users on 8/9. 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 11/71:13 pm -
2 stops9h 39m
Deal found 8/9![Delta logo]()
$216
This Delta deal was found by Cheapflights users on 8/9. 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.
Fri 8/287:02 am -
1 stop5h 08m
Deal found 8/9![Delta logo]()
$440
This Delta deal was found by Cheapflights users on 8/9. 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.
Mon 10/267:40 am -
2 stops9h 20m
Deal found 8/9![Delta logo]()
$445
Find flight deals from Jackson to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Jackson (JAC) 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 August 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $329 (American Airlines) |
One-way from | $165 (American Airlines) |
Popular in | April |
Cheapest in | September |
Average price | $479 |
Good round-trip deal | $533 or less |
Good one-way deal | $302 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Jackson 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 2,558,603 searches. Data last updated August 13, 2026.
Use the filters below to find and compare flights from Jackson to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
JacksonChicago
JAC Jackson Hole - ORD Chicago O'Hare Intl
JACORD
Jackson Hole
Tue 9/22
4:25 pm-10:46 pm
1 stop5h 21m
Chicago O'Hare Intl
Tue 9/29
9:03 am-11:21 am
Nonstop3h 18m
$339
JacksonChicago
JAC Jackson Hole - ORD Chicago O'Hare Intl
JACORD
Jackson Hole
Fri 2/5
4:25 pm-11:19 pm
1 stop5h 54m
Chicago O'Hare Intl
Tue 2/9
9:00 am-11:22 am
Nonstop3h 22m
$429
Quickest round-trip
JacksonChicago
JAC Jackson Hole - ORD Chicago O'Hare Intl
JACORD
Jackson Hole
Wed 9/9
7:15 am-11:24 am
Nonstop3h 09m
Chicago O'Hare Intl
Wed 9/16
4:30 pm-6:51 pm
Nonstop3h 21m
$440
JacksonChicago
JAC Jackson Hole - ORD Chicago O'Hare Intl
JACORD
Jackson Hole
Thu 8/27
7:15 am-11:24 am
Nonstop3h 09m
Chicago O'Hare Intl
Mon 8/31
4:20 pm-8:40 pm
1 stop5h 20m
$469
JacksonChicago
JAC Jackson Hole - ORD Chicago O'Hare Intl
JACORD
Jackson Hole
Tue 8/25
2:52 pm-9:52 pm
1 stop6h 00m
Chicago O'Hare Intl
Sat 8/29
4:30 pm-6:51 pm
Nonstop3h 21m
$488
JacksonChicago
JAC Jackson Hole - ORD Chicago O'Hare Intl
JACORD
Jackson Hole
Tue 11/24
4:10 pm-11:59 pm
1 stop6h 49m
Chicago O'Hare Intl
Wed 12/2
9:00 am-11:22 am
Nonstop3h 22m
$501
JacksonChicago
JAC Jackson Hole - ORD Chicago O'Hare Intl
JACORD
Jackson Hole
Wed 9/2
3:38 pm-8:05 pm
Nonstop3h 27m
Chicago O'Hare Intl
Fri 9/4
12:11 pm-7:04 pm
1 stop7h 53m
$508
JacksonChicago
JAC Jackson Hole - ORD Chicago O'Hare Intl
JACORD
Jackson Hole
Tue 10/6
4:28 pm-11:59 pm
1 stop6h 31m
Chicago O'Hare Intl
Thu 10/8
1:30 pm-5:49 pm
1 stop5h 19m
$533
JacksonChicago
JAC Jackson Hole - MDW Chicago Midway
JACMDW
Jackson Hole
Thu 8/27
8:35 am-4:15 pm
1 stop6h 40m
Chicago Midway
Mon 8/31
1:51 pm-8:10 pm
1 stop7h 19m
$824
JacksonChicago
JAC Jackson Hole - MDW Chicago Midway
JACMDW
Jackson Hole
Tue 8/25
7:02 am-1:10 pm
1 stop5h 08m
Chicago Midway
Sat 8/29
9:59 am-6:55 pm
2 stops9h 56m
$848
Showing 1-10 of 33 resultsSorted by cheapest first
Compare providers for flights from Jackson to Chicago
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Jackson to Chicago 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 Jackson-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Jackson-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Jackson-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Jackson-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Jackson-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Jackson to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Jackson with our price prediction graph.
JAC-CHI
JAC-ORD
JAC-MDW
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 Jackson to Chicago
JAC-CHI
JAC-ORD
JAC-MDW
What is the cheapest month to book a flight from Jackson to Chicago?
Currently, September is the cheapest month in which you can book a flight from Jackson to Chicago (average of $309). Flying from Jackson to Chicago in January is currently the most expensive (average of $609). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from JAC to CHI?
Find hourly flight availability from Jackson to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 13, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Jackson to Chicago as you normally would.
Weekly flight availability from Jackson to Chicago
Explore weekly flight availability from Jackson to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 13, 2026.
The most flights from JAC to CHI are scheduled on a Monday (8 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (6 on average).
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 August 13, 2026.
See what other customers who have flown with United Airlines and American Airlines from Jackson to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
7.7
Crew
8.1
Overall
7.4
Comfort
7.3
Entertainment
7.1
Food
6.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Boarding
7.7
Crew
8.1
Overall
7.4
Comfort
7.3
Entertainment
7.1
Food
6.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Boarding
7.7
Crew
8.1
Overall
7.4
Comfort
7.3
Entertainment
7.1
Food
6.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Related info for your journey
Find useful and relevant information for your journey from Jackson to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 13, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Jackson to Chicago by cabin class
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Jackson and Chicago flights
Browse other Jackson and Chicago flight options. Last updated on August 13, 2026.
Other flights from Jackson
Browse through other flights departing from Jackson. Flights are based on user searches made on Cheapflights and were last updated on August 13, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from Jackson to Chicago
Discover the top 2 airlines that operate flights from Jackson 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 2,558,603 searches. Data last updated August 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$229 | Average$385 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$281 | Average$425 | FlexibilityNo cancel fee | On-time69% |