$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 9/3. Fares are subject to change and may not be available on all flights or dates of travel.
JAC — CHI
Sep 7 — Sep 141
Round-trip
1 adult, Economy
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Find cheap flights from Jackson to Chicago 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
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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 8, 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 8, 2026.
This American Airlines 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 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 9/149:45 am -
Nonstop3h 22m
Deal found 8/7![American Airlines logo]()
$329
This United Airlines deal was found by Cheapflights users on 8/3. 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 9/37:15 am -
Nonstop3h 09m
Sun 9/64:20 pm -
Nonstop3h 21m
Deal found 8/3![United Airlines logo]()
$348
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 10/271:43 pm -
Nonstop3h 16m
Fri 10/309:58 am -
Nonstop3h 21m
Deal found 8/4![American Airlines logo]()
$365
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/54:25 pm -
1 stop5h 21m
Mon 9/74:20 pm -
Nonstop3h 21m
Deal found 8/6![United Airlines logo]()
$375
This American Airlines deal was found by Cheapflights users on 8/3. 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 9/31:47 pm -
Nonstop3h 23m
Sun 9/610:00 am -
Nonstop3h 15m
Deal found 8/3![American Airlines logo]()
$384
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/272:25 pm -
1 stop5h 45m
Fri 10/308:40 am -
1 stop7h 48m
Deal found 8/5![United Airlines logo]()
$385
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/54:25 pm -
1 stop5h 21m
Sat 9/124:30 pm -
Nonstop3h 21m
Deal found 8/6![United Airlines logo]()
$411
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.
Wed 9/303:41 pm -
Nonstop3h 29m
Thu 10/11:24 pm -
Nonstop3h 21m
Deal found 8/5![American Airlines logo]()
$420
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/53:49 pm -
1 stop7h 29m
Sat 9/1211:00 am -
1 stop9h 06m
Deal found 8/6![American Airlines logo]()
$421
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.
Wed 9/27:02 am -
1 stop5h 08m
Wed 9/911:35 am -
1 stop9h 40m
Deal found 8/5![Delta logo]()
$705
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.
Wed 9/308:35 am -
2 stops8h 58m
Thu 10/11:00 pm -
1 stop8h 15m
Deal found 8/5![Delta logo]()
$740
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 9/57:02 am -
1 stop7h 55m
Sat 9/1211:35 am -
1 stop9h 40m
Deal found 8/6![Delta logo]()
$775
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 8, 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 8, 2026.
This American Airlines deal was found by Cheapflights users on 8/3. 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 10/24:11 pm -
1 stop7h 03m
Sun 10/49:45 am -
Nonstop3h 22m
Deal found 8/3![American Airlines logo]()
$339
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/272:25 pm -
1 stop5h 45m
Fri 10/308:40 am -
1 stop7h 48m
Deal found 8/4![United Airlines logo]()
$385
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 10/271:13 pm -
2 stops7h 23m
Fri 10/3012:29 pm -
2 stops7h 57m
Deal found 8/4![Delta logo]()
$520
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/54:25 pm -
1 stop5h 21m
Sat 9/124:30 pm -
Nonstop3h 21m
Deal found 8/6![United Airlines logo]()
$411
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/284:25 pm -
1 stop5h 21m
Sun 8/3012:45 pm -
1 stop6h 04m
Deal found 8/5![United Airlines logo]()
$459
This Delta deal was found by Cheapflights users on 8/3. 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 10/28:35 am -
2 stops10h 55m
Sun 10/47:45 am -
1 stop5h 23m
Deal found 8/3![Delta logo]()
$539
This United 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 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 10/84:20 pm -
Nonstop3h 21m
Deal found 8/4![United Airlines logo]()
$465
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/14:28 pm -
1 stop6h 31m
Fri 10/21:30 pm -
1 stop5h 19m
Deal found 8/5![United Airlines logo]()
$475
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/294:28 pm -
1 stop6h 31m
Wed 9/301:30 pm -
1 stop8h 16m
Deal found 8/5![United Airlines logo]()
$511
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.
Wed 9/27:02 am -
1 stop5h 08m
Wed 9/99:29 am -
2 stops11h 46m
Deal found 8/5![Delta logo]()
$710
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 9/57:40 am -
2 stops8h 19m
Sat 9/129:29 am -
2 stops11h 46m
Deal found 8/6![Delta logo]()
$785
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.
Fri 8/287:40 am -
2 stops9h 53m
Sun 8/309:24 am -
2 stops8h 33m
Deal found 8/5![Delta logo]()
$805
This Delta deal was found by Cheapflights users on 8/3. 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 9/37:02 am -
1 stop5h 08m
Sun 9/69:24 am -
2 stops8h 33m
Deal found 8/3![Delta logo]()
$934
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.
Wed 9/237:40 am -
2 stops9h 39m
Mon 9/281:00 pm -
1 stop8h 15m
Deal found 8/4![Delta logo]()
$1,099
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.
Wed 9/238:35 am -
1 stop6h 40m
Sun 9/271:00 pm -
1 stop8h 15m
Deal found 8/4![Delta logo]()
$1,209
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.
Fri 10/28:35 am -
1 stop6h 40m
Sun 10/41:00 pm -
1 stop8h 15m
Deal found 8/5![Delta logo]()
$1,239
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 10/227:40 am -
2 stops9h 20m
Mon 10/2610:01 am -
2 stops10h 25m
Deal found 8/7![Delta logo]()
$1,245
Last-minute flights from Jackson to ChicagoDiscover last-minute flight deals from Jackson to Chicago. Data last updated August 8, 2026 and is based on user searches.
Discover last-minute flight deals from Jackson to Chicago. Data last updated August 8, 2026 and is based on user searches.
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.
Fri 8/287:40 am -
2 stops9h 53m
Sun 8/309:24 am -
2 stops8h 33m
Deal found 8/5![Delta logo]()
$805
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.
Wed 9/27:02 am -
1 stop5h 08m
Wed 9/911:35 am -
1 stop9h 40m
Deal found 8/5![Delta logo]()
$705
This United Airlines deal was found by Cheapflights users on 8/3. 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 9/37:15 am -
Nonstop3h 09m
Sun 9/64:20 pm -
Nonstop3h 21m
Deal found 8/3![United Airlines logo]()
$348
This American Airlines deal was found by Cheapflights users on 8/3. 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 9/31:47 pm -
Nonstop3h 23m
Sun 9/610:00 am -
Nonstop3h 15m
Deal found 8/3![American Airlines logo]()
$384
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/54:25 pm -
1 stop5h 21m
Mon 9/74:20 pm -
Nonstop3h 21m
Deal found 8/6![United Airlines logo]()
$375
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/54:30 pm -
1 stop6h 48m
Mon 9/75:00 am -
1 stop6h 12m
Deal found 8/6![American Airlines logo]()
$385
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/54:25 pm -
1 stop5h 21m
Sat 9/124:30 pm -
Nonstop3h 21m
Deal found 8/6![United Airlines logo]()
$411
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/53:49 pm -
1 stop7h 29m
Sat 9/1211:00 am -
1 stop9h 06m
Deal found 8/6![American Airlines logo]()
$421
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 9/57:02 am -
1 stop7h 55m
Sat 9/1211:35 am -
1 stop9h 40m
Deal found 8/6![Delta logo]()
$775
This American Airlines 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 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 9/149:45 am -
Nonstop3h 22m
Deal found 8/7![American Airlines logo]()
$329
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.
Wed 9/303:41 pm -
Nonstop3h 29m
Thu 10/11:24 pm -
Nonstop3h 21m
Deal found 8/5![American Airlines logo]()
$420
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.
Wed 9/308:35 am -
2 stops8h 58m
Thu 10/11:00 pm -
1 stop8h 15m
Deal found 8/5![Delta logo]()
$740
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 8, 2026.
Search for one-way flight options from Jackson to Chicago. Find affordable one-way fares based on user searches. Data last updated August 8, 2026.
This American Airlines deal was found by Cheapflights users on 8/3. 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 9/31:47 pm -
Nonstop3h 23m
Deal found 8/3![American Airlines logo]()
$165
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.
Tue 11/31:13 pm -
1 stop7h 47m
Deal found 8/7![Delta logo]()
$175
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 11/61:13 pm -
2 stops9h 39m
Deal found 8/7![Delta logo]()
$180
This United Airlines deal was found by Cheapflights users on 8/3. 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 9/304:28 pm -
1 stop6h 31m
Deal found 8/3![United Airlines logo]()
$194
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/312:30 pm -
Nonstop2h 57m
Deal found 8/7![United Airlines logo]()
$210
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/74:10 pm -
1 stop5h 36m
Deal found 8/7![United Airlines logo]()
$211
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.
Mon 11/21:13 pm -
2 stops9h 39m
Deal found 8/4![Delta logo]()
$216
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/52:25 pm -
1 stop5h 45m
Deal found 8/7![United Airlines logo]()
$220
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/42:40 pm -
2 stops22h 32m
Deal found 8/5![Alaska Airlines logo]()
$222
This American Airlines deal was found by Cheapflights users on 8/3. 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 8/144:30 pm -
1 stop6h 48m
Deal found 8/3![American Airlines logo]()
$230
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 9/411:38 am -
2 stops9h 09m
Deal found 8/7![Delta logo]()
$235
This Delta deal was found by Cheapflights users on 8/3. 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 11/17:40 am -
2 stops7h 52m
Deal found 8/3![Delta logo]()
$245
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 8, 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 | $538 or less |
Good one-way deal | $300 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 8, 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
Fri 10/2
4:11 pm-12:14 am
1 stop7h 03m
Chicago O'Hare Intl
Sun 10/4
9:45 am-12:07 pm
Nonstop3h 22m
$339
JacksonChicago
JAC Jackson Hole - ORD Chicago O'Hare Intl
JACORD
Jackson Hole
Tue 10/27
2:25 pm-9:10 pm
1 stop5h 45m
Chicago O'Hare Intl
Fri 10/30
8:40 am-3:28 pm
1 stop7h 48m
$385
Quickest round-trip
JacksonChicago
JAC Jackson Hole - ORD Chicago O'Hare Intl
JACORD
Jackson Hole
Sat 9/5
4:25 pm-10:46 pm
1 stop5h 21m
Chicago O'Hare Intl
Sat 9/12
4:30 pm-6:51 pm
Nonstop3h 21m
$411
JacksonChicago
JAC Jackson Hole - ORD Chicago O'Hare Intl
JACORD
Jackson Hole
Fri 8/28
4:25 pm-10:46 pm
1 stop5h 21m
Chicago O'Hare Intl
Sun 8/30
12:45 pm-5:49 pm
1 stop6h 04m
$459
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
4:20 pm-6:41 pm
Nonstop3h 21m
$465
JacksonChicago
JAC Jackson Hole - ORD Chicago O'Hare Intl
JACORD
Jackson Hole
Thu 10/1
4:28 pm-11:59 pm
1 stop6h 31m
Chicago O'Hare Intl
Fri 10/2
1:30 pm-5:49 pm
1 stop5h 19m
$475
JacksonChicago
JAC Jackson Hole - ORD Chicago O'Hare Intl
JACORD
Jackson Hole
Tue 9/29
4:28 pm-11:59 pm
1 stop6h 31m
Chicago O'Hare Intl
Wed 9/30
1:30 pm-8:46 pm
1 stop8h 16m
$511
JacksonChicago
JAC Jackson Hole - ORD Chicago O'Hare Intl
JACORD
Jackson Hole
Tue 10/27
1:13 pm-9:36 pm
2 stops7h 23m
Chicago O'Hare Intl
Fri 10/30
12:29 pm-7:26 pm
2 stops7h 57m
$520
JacksonChicago
JAC Jackson Hole - ORD Chicago O'Hare Intl
JACORD
Jackson Hole
Fri 10/2
8:35 am-8:30 pm
2 stops10h 55m
Chicago O'Hare Intl
Sun 10/4
7:45 am-12:08 pm
1 stop5h 23m
$539
JacksonChicago
JAC Jackson Hole - MDW Chicago Midway
JACMDW
Jackson Hole
Wed 9/2
7:02 am-1:10 pm
1 stop5h 08m
Chicago Midway
Wed 9/9
9:29 am-8:15 pm
2 stops11h 46m
$710
Showing 1-10 of 37 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 8, 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 8, 2026.
The most flights from JAC to CHI are scheduled on a Monday (9 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (3 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 8, 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.
Comfort
7.3
Crew
8.1
Boarding
7.7
Food
6.7
Overall
7.4
Entertainment
7.1
Reviews
1 / 20
2.0
MediocreDeb,Jan 2025
MKE - ORD
Comfort
7.3
Crew
8.1
Boarding
7.7
Food
6.7
Overall
7.4
Entertainment
7.1
Reviews
1 / 20
2.0
MediocreDeb,Jan 2025
MKE - ORD
Comfort
7.3
Crew
8.1
Boarding
7.7
Food
6.7
Overall
7.4
Entertainment
7.1
Reviews
1 / 20
2.0
MediocreDeb,Jan 2025
MKE - 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 8, 2026.
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Jackson and Chicago flights
Browse other Jackson and Chicago flight options. Last updated on August 8, 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 8, 2026.
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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 8, 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% |