$160+ 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 8/19. Fares are subject to change and may not be available on all flights or dates of travel.
JAC — CHI
Jul 24 — Jul 311
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Jackson to Chicago
Cheapest
Best
Last-minute
One-way
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 June 24, 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 June 24, 2026.
This American Airlines deal was found by Cheapflights users on 6/22. 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 8/273:38 pm
JAC
- ORD
Nonstop3h 27m
American Airlines
Sun 8/3012:59 pm
ORD
- JAC
Nonstop3h 18m
American Airlines
Deal found 6/22![American Airlines logo]()
$319
This United Airlines deal was found by Cheapflights users on 6/22. 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 8/274:25 pm
JAC
- ORD
1 stop6h 34m
United Airlines
Sun 8/304:20 pm
ORD
- JAC
Nonstop3h 21m
United Airlines
Deal found 6/22![United Airlines logo]()
$329
This United Airlines deal was found by Cheapflights users on 6/22. 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 8/194:25 pm
JAC
- ORD
1 stop5h 21m
United Airlines
Mon 8/244:20 pm
ORD
- JAC
1 stop5h 20m
United Airlines
Deal found 6/22![United Airlines logo]()
$339
This Delta deal was found by Cheapflights users on 6/22. 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
JAC
- ORD
1 stop7h 20m
Delta
Mon 8/248:28 am
ORD
- JAC
2 stops9h 29m
Delta
Deal found 6/22![Delta logo]()
$344
This American Airlines deal was found by Cheapflights users on 6/21. 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 8/53:38 pm
JAC
- ORD
Nonstop3h 27m
American Airlines
Wed 8/1212:59 pm
ORD
- JAC
Nonstop3h 18m
American Airlines
Deal found 6/21![American Airlines logo]()
$354
This American Airlines deal was found by Cheapflights users on 6/22. 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 8/193:38 pm
JAC
- ORD
Nonstop3h 27m
American Airlines
Wed 8/2612:59 pm
ORD
- JAC
Nonstop3h 18m
American Airlines
Deal found 6/22![American Airlines logo]()
$355
This American Airlines deal was found by Cheapflights users on 6/22. 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 7/224:15 pm
JAC
- ORD
1 stop7h 35m
American Airlines
Wed 7/297:00 am
ORD
- JAC
1 stop8h 59m
American Airlines
Deal found 6/22![American Airlines logo]()
$375
This Delta deal was found by Cheapflights users on 6/22. 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
JAC
- ORD
1 stop7h 20m
Delta
Wed 8/268:48 am
ORD
- JAC
2 stops12h 23m
Delta
Deal found 6/22![Delta logo]()
$380
This American Airlines deal was found by Cheapflights users on 6/20. 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 7/164:15 pm
JAC
- ORD
1 stop7h 35m
American Airlines
Mon 7/209:36 am
ORD
- JAC
Nonstop3h 24m
American Airlines
Deal found 6/20![American Airlines logo]()
$384
This United Airlines deal was found by Cheapflights users on 6/22. 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 7/304:23 pm
JAC
- ORD
1 stop7h 21m
United Airlines
Mon 8/34:21 pm
ORD
- JAC
Nonstop3h 21m
United Airlines
Deal found 6/22![United Airlines logo]()
$388
This Delta deal was found by Cheapflights users on 6/22. 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 8/198:35 am
JAC
- MDW
1 stop6h 40m
Delta
Mon 8/249:59 am
MDW
- JAC
2 stops9h 56m
Delta
Deal found 6/22![Delta logo]()
$484
This Delta deal was found by Cheapflights users on 6/22. 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 8/198:35 am
JAC
- MDW
1 stop6h 40m
Delta
Wed 8/2612:46 pm
MDW
- JAC
1 stop8h 25m
Delta
Deal found 6/22![Delta logo]()
$515
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 June 24, 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 June 24, 2026.
This United Airlines deal was found by Cheapflights users on 6/21. 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 8/274:25 pm
JAC
- ORD
1 stop6h 34m
United Airlines
Sun 8/304:20 pm
ORD
- JAC
Nonstop3h 21m
United Airlines
Deal found 6/21![United Airlines logo]()
$329
This Alaska Airlines deal was found by Cheapflights users on 6/21. 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.
Wed 8/53:47 pm
JAC
- ORD
1 stop12h 13m
Alaska Airlines
Wed 8/127:20 am
ORD
- JAC
1 stop7h 11m
Alaska Airlines
Deal found 6/21![Alaska Airlines logo]()
$339
This American Airlines deal was found by Cheapflights users on 6/21. 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 8/53:38 pm
JAC
- ORD
Nonstop3h 27m
American Airlines
Wed 8/125:00 am
ORD
- JAC
1 stop6h 12m
American Airlines
Deal found 6/21![American Airlines logo]()
$364
This Delta deal was found by Cheapflights users on 6/22. 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 7/221:15 pm
JAC
- ORD
1 stop7h 14m
Delta
Wed 7/298:27 am
ORD
- JAC
2 stops9h 33m
Delta
Deal found 6/22![Delta logo]()
$414
This United Airlines deal was found by Cheapflights users on 6/22. 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 7/304:23 pm
JAC
- ORD
1 stop7h 21m
United Airlines
Mon 8/34:21 pm
ORD
- JAC
Nonstop3h 21m
United Airlines
Deal found 6/22![United Airlines logo]()
$388
This American Airlines deal was found by Cheapflights users on 6/21. 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 9/213:41 pm
JAC
- ORD
Nonstop3h 29m
American Airlines
Sat 9/269:45 am
ORD
- JAC
Nonstop3h 22m
American Airlines
Deal found 6/21![American Airlines logo]()
$391
This Delta deal was found by Cheapflights users on 6/20. 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 7/221:15 pm
JAC
- ORD
1 stop7h 14m
Delta
Fri 7/242:02 pm
ORD
- JAC
1 stop6h 35m
Delta
Deal found 6/20![Delta logo]()
$489
This United Airlines deal was found by Cheapflights users on 6/23. 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 11/117:00 am
JAC
- ORD
1 stop5h 31m
United Airlines
Sat 11/144:20 pm
ORD
- JAC
1 stop5h 42m
United Airlines
Deal found 6/23![United Airlines logo]()
$465
This Delta deal was found by Cheapflights users on 6/22. 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 8/198:35 am
JAC
- MDW
1 stop6h 40m
Delta
Wed 8/2612:46 pm
MDW
- JAC
1 stop8h 25m
Delta
Deal found 6/22![Delta logo]()
$515
This United Airlines deal was found by Cheapflights users on 6/20. 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 7/214:23 pm
JAC
- ORD
1 stop5h 26m
United Airlines
Fri 7/245:00 am
ORD
- JAC
1 stop5h 34m
United Airlines
Deal found 6/20![United Airlines logo]()
$501
This Delta deal was found by Cheapflights users on 6/21. 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 8/51:10 pm
JAC
- ORD
1 stop7h 20m
Delta
Wed 8/128:48 am
ORD
- JAC
2 stops12h 23m
Delta
Deal found 6/21![Delta logo]()
$520
This Delta deal was found by Cheapflights users on 6/21. 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 7/218:35 am
JAC
- MDW
1 stop6h 40m
Delta
Tue 7/289:19 am
MDW
- JAC
2 stops11h 45m
Delta
Deal found 6/21![Delta logo]()
$1,009
This Delta deal was found by Cheapflights users on 6/21. 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 9/218:35 am
JAC
- MDW
1 stop6h 41m
Delta
Sat 9/2611:35 am
MDW
- JAC
1 stop9h 40m
Delta
Deal found 6/21![Delta logo]()
$1,040
This Delta deal was found by Cheapflights users on 6/23. 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 7/218:35 am
JAC
- MDW
1 stop6h 40m
Delta
Sat 7/259:54 am
MDW
- JAC
2 stops10h 00m
Delta
Deal found 6/23![Delta logo]()
$1,084
This Delta deal was found by Cheapflights users on 6/21. 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 7/317:40 am
JAC
- MDW
2 stops9h 45m
Delta
Tue 8/412:46 pm
MDW
- JAC
1 stop8h 25m
Delta
Deal found 6/21![Delta logo]()
$1,199
This Delta deal was found by Cheapflights users on 6/21. 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 8/277:02 am
JAC
- MDW
1 stop5h 08m
Delta
Sun 8/301:51 pm
MDW
- JAC
1 stop7h 19m
Delta
Deal found 6/21![Delta logo]()
$1,209
Last-minute flights from Jackson to ChicagoDiscover last-minute flight deals from Jackson to Chicago. Data last updated June 24, 2026 and is based on user searches.
Discover last-minute flight deals from Jackson to Chicago. Data last updated June 24, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 6/23. 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 7/23:39 pm
JAC
- ORD
Nonstop3h 28m
American Airlines
Tue 7/79:36 am
ORD
- JAC
Nonstop3h 24m
American Airlines
Deal found 6/23![American Airlines logo]()
$429
This American Airlines deal was found by Cheapflights users on 6/20. 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 7/164:15 pm
JAC
- ORD
1 stop7h 35m
American Airlines
Mon 7/209:36 am
ORD
- JAC
Nonstop3h 24m
American Airlines
Deal found 6/20![American Airlines logo]()
$384
This American Airlines deal was found by Cheapflights users on 6/19. 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 7/163:39 pm
JAC
- ORD
Nonstop3h 28m
American Airlines
Wed 7/221:16 pm
ORD
- JAC
Nonstop3h 19m
American Airlines
Deal found 6/19![American Airlines logo]()
$410
This American Airlines deal was found by Cheapflights users on 6/20. 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 7/171:21 pm
JAC
- ORD
1 stop8h 39m
American Airlines
Mon 7/201:16 pm
ORD
- JAC
Nonstop3h 19m
American Airlines
Deal found 6/20![American Airlines logo]()
$417
This Delta deal was found by Cheapflights users on 6/19. 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 7/197:00 am
JAC
- MDW
1 stop5h 09m
Delta
Sun 7/2612:41 pm
MDW
- JAC
1 stop8h 23m
Delta
Deal found 6/19![Delta logo]()
$1,059
This Delta deal was found by Cheapflights users on 6/21. 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 7/218:35 am
JAC
- MDW
1 stop6h 40m
Delta
Tue 7/289:19 am
MDW
- JAC
2 stops11h 45m
Delta
Deal found 6/21![Delta logo]()
$1,009
This Delta deal was found by Cheapflights users on 6/23. 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 7/218:35 am
JAC
- MDW
1 stop6h 40m
Delta
Sat 7/259:54 am
MDW
- JAC
2 stops10h 00m
Delta
Deal found 6/23![Delta logo]()
$1,084
This American Airlines deal was found by Cheapflights users on 6/22. 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 7/224:15 pm
JAC
- ORD
1 stop7h 35m
American Airlines
Wed 7/297:00 am
ORD
- JAC
1 stop8h 59m
American Airlines
Deal found 6/22![American Airlines logo]()
$375
This Delta deal was found by Cheapflights users on 6/22. 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 7/221:15 pm
JAC
- ORD
1 stop7h 14m
Delta
Wed 7/298:27 am
ORD
- JAC
2 stops9h 33m
Delta
Deal found 6/22![Delta logo]()
$414
This American Airlines deal was found by Cheapflights users on 6/21. 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 7/234:15 pm
JAC
- ORD
1 stop7h 35m
American Airlines
Thu 7/309:36 am
ORD
- JAC
Nonstop3h 24m
American Airlines
Deal found 6/21![American Airlines logo]()
$423
This United Airlines deal was found by Cheapflights users on 6/22. 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 7/304:23 pm
JAC
- ORD
1 stop7h 21m
United Airlines
Mon 8/34:21 pm
ORD
- JAC
Nonstop3h 21m
United Airlines
Deal found 6/22![United Airlines logo]()
$388
This American Airlines deal was found by Cheapflights users on 6/22. 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 7/303:39 pm
JAC
- ORD
Nonstop3h 28m
American Airlines
Mon 8/31:16 pm
ORD
- JAC
Nonstop3h 19m
American Airlines
Deal found 6/22![American Airlines logo]()
$407
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 June 24, 2026.
Search for one-way flight options from Jackson to Chicago. Find affordable one-way fares based on user searches. Data last updated June 24, 2026.
This American Airlines deal was found by Cheapflights users on 6/21. 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 8/193:38 pm
JAC
- ORD
Nonstop3h 27m
American Airlines
Deal found 6/21![American Airlines logo]()
$160
This United Airlines deal was found by Cheapflights users on 6/22. 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 8/194:25 pm
JAC
- ORD
1 stop6h 34m
United Airlines
Deal found 6/22![United Airlines logo]()
$170
This Delta deal was found by Cheapflights users on 6/19. 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 12/157:15 am
JAC
- ORD
2 stops8h 34m
Delta
Deal found 6/19![Delta logo]()
$175
This United Airlines deal was found by Cheapflights users on 6/19. 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 10/151:40 pm
JAC
- ORD
1 stop8h 06m
United Airlines
Deal found 6/19![United Airlines logo]()
$189
This United Airlines deal was found by Cheapflights users on 6/19. 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
JAC
- ORD
1 stop5h 18m
United Airlines
Deal found 6/19![United Airlines logo]()
$193
This American Airlines deal was found by Cheapflights users on 6/23. 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 9/213:41 pm
JAC
- ORD
Nonstop3h 29m
American Airlines
Deal found 6/23![American Airlines logo]()
$196
This United Airlines deal was found by Cheapflights users on 6/20. 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 7/284:23 pm
JAC
- ORD
1 stop7h 21m
United Airlines
Deal found 6/20![United Airlines logo]()
$198
This Delta deal was found by Cheapflights users on 6/20. 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
JAC
- ORD
1 stop7h 20m
Delta
Deal found 6/20![Delta logo]()
$200
This Delta deal was found by Cheapflights users on 6/22. 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 12/167:15 am
JAC
- ORD
2 stops8h 34m
Delta
Deal found 6/22![Delta logo]()
$205
This American Airlines deal was found by Cheapflights users on 6/21. 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 8/244:30 pm
JAC
- ORD
1 stop6h 48m
American Airlines
Deal found 6/21![American Airlines logo]()
$206
This Delta deal was found by Cheapflights users on 6/19. 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 12/147:15 am
JAC
- ORD
2 stops10h 25m
Delta
Deal found 6/19![Delta logo]()
$211
This Delta deal was found by Cheapflights users on 6/22. 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 8/198:35 am
JAC
- MDW
1 stop6h 40m
Delta
Deal found 6/22![Delta logo]()
$310
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 June 24, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $319 (American Airlines) |
One-way from | $160 (American Airlines) |
Popular in | April |
Cheapest in | September |
Average price | $462 |
Good round-trip deal | $490 or less |
Good one-way deal | $275 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 June 24, 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 - ORD
JACORD
Jackson Hole
Thu 8/27
4:25 pm-11:59 pm
1 stop6h 34m
Chicago O'Hare Intl
Sun 8/30
4:20 pm-6:41 pm
Nonstop3h 21m
$329
JacksonChicago
JAC - ORD
JACORD
Jackson Hole
Wed 8/5
3:47 pm-5:00 am
1 stop12h 13m
Chicago O'Hare Intl
Wed 8/12
7:20 am-1:31 pm
1 stop7h 11m
$339
JacksonChicago
JAC - ORD
JACORD
Jackson Hole
Wed 8/5
3:38 pm-8:05 pm
Nonstop3h 27m
Chicago O'Hare Intl
Wed 8/12
5:00 am-10:12 am
1 stop6h 12m
$364
JacksonChicago
JAC - ORD
JACORD
Jackson Hole
Thu 7/30
4:23 pm-12:44 am
1 stop7h 21m
Chicago O'Hare Intl
Mon 8/3
4:21 pm-6:42 pm
Nonstop3h 21m
$388
Quickest round-trip
JacksonChicago
JAC - ORD
JACORD
Jackson Hole
Mon 9/21
3:41 pm-8:10 pm
Nonstop3h 29m
Chicago O'Hare Intl
Sat 9/26
9:45 am-12:07 pm
Nonstop3h 22m
$391
JacksonChicago
JAC - ORD
JACORD
Jackson Hole
Wed 7/22
1:15 pm-9:29 pm
1 stop7h 14m
Chicago O'Hare Intl
Wed 7/29
8:27 am-5:00 pm
2 stops9h 33m
$414
JacksonChicago
JAC - ORD
JACORD
Jackson Hole
Wed 11/11
7:00 am-1:31 pm
1 stop5h 31m
Chicago O'Hare Intl
Sat 11/14
4:20 pm-9:02 pm
1 stop5h 42m
$465
JacksonChicago
JAC - ORD
JACORD
Jackson Hole
Wed 7/22
1:15 pm-9:29 pm
1 stop7h 14m
Chicago O'Hare Intl
Fri 7/24
2:02 pm-7:37 pm
1 stop6h 35m
$489
JacksonChicago
JAC - ORD
JACORD
Jackson Hole
Tue 7/21
4:23 pm-10:49 pm
1 stop5h 26m
Chicago O'Hare Intl
Fri 7/24
5:00 am-9:34 am
1 stop5h 34m
$501
JacksonChicago
JAC - MDW
JACMDW
Jackson Hole
Wed 8/19
8:35 am-4:15 pm
1 stop6h 40m
Chicago Midway
Wed 8/26
12:46 pm-8:11 pm
1 stop8h 25m
$515
Showing 1-10 of 34 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 June.
| 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 $191). Flying from Jackson to Chicago in February is currently the most expensive (average of $321). 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 June 24, 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 June 24, 2026.
The most flights from JAC to CHI are scheduled on a Monday (9 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 on average).
How much does it cost to fly round-trip from Jackson to Chicago?
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 June 24, 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
Food
6.6
Overall
7.4
Entertainment
7.1
Crew
8.1
Comfort
7.3
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Boarding
7.7
Food
6.6
Overall
7.4
Entertainment
7.1
Crew
8.1
Comfort
7.3
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Boarding
7.7
Food
6.6
Overall
7.4
Entertainment
7.1
Crew
8.1
Comfort
7.3
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
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
Hammond
Porter
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Chicago flight routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Jackson
Popular flights
Alternative routes for Jackson to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
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 June 24, 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
Find flights from Jackson to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Jackson and Chicago flights
Browse other Jackson and Chicago flight options. Last updated on June 24, 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 June 24, 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 June 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$223 | Average$454 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$281 | Average$413 | FlexibilityNo cancel fee | On-time69% |