$105+ Cheap flights from Chicago (CHI) to South Dakota
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 9/14. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — FSD
Sep 20 — Sep 271
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to South Dakota 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
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Cheapest flights from Chicago to South DakotaExplore the most affordable flight options available from Chicago to South Dakota. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 21, 2026.
Explore the most affordable flight options available from Chicago to South Dakota. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 21, 2026.
This American Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/114:59 pm -
Nonstop2h 02m
Mon 11/163:26 pm -
Nonstop1h 59m
Deal found 8/17![American Airlines logo]()
$259
This American Airlines deal was found by Cheapflights users on 8/17. 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 9/104:14 pm -
Nonstop1h 57m
Sun 9/136:41 pm -
Nonstop2h 18m
Deal found 8/17![American Airlines logo]()
$260
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Sat 10/33:00 pm -
1 stop5h 45m
Sat 10/102:48 pm -
Nonstop1h 52m
Deal found 8/19![American Airlines logo]()
$268
This American Airlines deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/116:00 am -
1 stop6h 28m
Sat 11/147:31 pm -
Nonstop2h 14m
Deal found 8/16![American Airlines logo]()
$269
This American Airlines deal was found by Cheapflights users on 8/21. 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.
Fri 9/113:00 pm -
1 stop5h 45m
Sun 9/136:41 pm -
Nonstop2h 18m
Deal found 8/21![American Airlines logo]()
$271
This United Airlines deal was found by Cheapflights users on 8/18. 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 10/208:47 am -
Nonstop2h 28m
Tue 10/275:50 pm -
1 stop5h 09m
Deal found 8/18![United Airlines logo]()
$271
This American Airlines deal was found by Cheapflights users on 8/18. 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 10/39:40 am -
Nonstop2h 35m
Sun 10/46:07 pm -
Nonstop2h 38m
Deal found 8/18![American Airlines logo]()
$272
This American Airlines deal was found by Cheapflights users on 8/17. 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 9/310:40 pm -
Nonstop1h 50m
Sun 9/66:24 am -
Nonstop2h 06m
Deal found 8/17![American Airlines logo]()
$274
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:30 am -
1 stop13h 37m
Mon 9/148:52 pm -
1 stop27h 31m
Deal found 8/21![Frontier logo]()
$277
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Fri 10/23:59 pm -
Nonstop2h 36m
Sun 10/46:07 pm -
Nonstop2h 38m
Deal found 8/19![American Airlines logo]()
$279
This Delta deal was found by Cheapflights users on 8/16. 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 9/109:59 am -
1 stop5h 47m
Sun 9/135:05 am -
1 stop3h 43m
Deal found 8/16![Delta logo]()
$279
This American Airlines deal was found by Cheapflights users on 8/17. 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 9/251:46 pm -
1 stop8h 37m
Tue 9/296:07 pm -
Nonstop2h 38m
Deal found 8/17![American Airlines logo]()
$280
Best flights from Chicago to South DakotaDiscover carefully curated flight deals from Chicago to South Dakota that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 21, 2026.
Discover carefully curated flight deals from Chicago to South Dakota that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 21, 2026.
This United Airlines deal was found by Cheapflights users on 8/20. 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.
Fri 10/29:20 pm -
Nonstop1h 51m
Mon 10/56:31 pm -
Nonstop2h 02m
Deal found 8/20![United Airlines logo]()
$259
This American Airlines deal was found by Cheapflights users on 8/20. 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.
Sat 10/246:00 am -
1 stop6h 13m
Wed 10/287:39 pm -
Nonstop2h 01m
Deal found 8/20![American Airlines logo]()
$269
This Delta deal was found by Cheapflights users on 8/20. 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.
Sat 10/245:31 pm -
1 stop5h 59m
Sat 10/3111:29 am -
1 stop4h 18m
Deal found 8/20![Delta logo]()
$281
This Delta deal was found by Cheapflights users on 8/20. 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.
Fri 10/2310:01 am -
1 stop4h 56m
Sat 10/246:39 am -
1 stop4h 08m
Deal found 8/20![Delta logo]()
$310
This United Airlines deal was found by Cheapflights users on 8/17. 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 8/274:00 pm -
Nonstop1h 58m
Mon 8/317:47 am -
Nonstop1h 52m
Deal found 8/17![United Airlines logo]()
$319
This United Airlines deal was found by Cheapflights users on 8/16. 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 8/294:00 pm -
Nonstop1h 58m
Tue 9/111:12 am -
Nonstop1h 58m
Deal found 8/16![United Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/1412:30 pm -
1 stop3h 20m
Sat 1/165:15 am -
1 stop3h 34m
Deal found 8/18![Delta logo]()
$359
This United Airlines deal was found by Cheapflights users on 8/17. 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 10/159:20 pm -
Nonstop1h 51m
Mon 10/197:50 am -
Nonstop1h 52m
Deal found 8/17![United Airlines logo]()
$344
This Delta deal was found by Cheapflights users on 8/18. 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 9/199:59 am -
1 stop5h 47m
Mon 9/215:05 am -
1 stop3h 43m
Deal found 8/18![Delta logo]()
$359
This United Airlines deal was found by Cheapflights users on 8/17. 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 10/238:47 am -
Nonstop2h 28m
Sat 10/241:37 pm -
Nonstop2h 24m
Deal found 8/17![United Airlines logo]()
$350
This United Airlines deal was found by Cheapflights users on 8/20. 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.
Sat 9/58:40 am -
Nonstop1h 49m
Wed 9/96:41 pm -
Nonstop1h 57m
Deal found 8/20![United Airlines logo]()
$359
This Delta deal was found by Cheapflights users on 8/18. 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 10/2312:27 pm -
1 stop4h 31m
Sun 10/256:39 am -
1 stop4h 08m
Deal found 8/18![Delta logo]()
$438
This United Airlines deal was found by Cheapflights users on 8/18. 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 10/168:47 am -
Nonstop2h 28m
Sun 10/181:37 pm -
Nonstop2h 24m
Deal found 8/18![United Airlines logo]()
$412
This Delta deal was found by Cheapflights users on 8/21. 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 9/117:13 pm -
1 stop3h 38m
Sun 9/135:05 am -
1 stop3h 43m
Deal found 8/21![Delta logo]()
$454
This United Airlines deal was found by Cheapflights users on 8/16. 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 9/255:00 am -
1 stop5h 28m
Mon 9/285:53 pm -
1 stop5h 06m
Deal found 8/16![United Airlines logo]()
$422
This Delta deal was found by Cheapflights users on 8/16. 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 9/301:55 pm -
2 stops8h 56m
Wed 10/75:10 am -
1 stop3h 43m
Deal found 8/16![Delta logo]()
$467
This United Airlines deal was found by Cheapflights users on 8/17. 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 9/212:40 pm -
Nonstop1h 51m
Sun 9/61:33 pm -
1 stop7h 57m
Deal found 8/17![United Airlines logo]()
$429
This Delta deal was found by Cheapflights users on 8/16. 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 8/296:59 am -
2 stops8h 49m
Tue 9/18:22 am -
1 stop3h 15m
Deal found 8/16![Delta logo]()
$482
This Delta deal was found by Cheapflights users on 8/19. 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.
Sat 9/59:24 am -
2 stops6h 24m
Mon 9/75:00 am -
1 stop3h 39m
Deal found 8/19![Delta logo]()
$482
This United Airlines deal was found by Cheapflights users on 8/20. 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.
Sat 9/56:00 am -
1 stop7h 24m
Wed 9/911:22 am -
1 stop7h 18m
Deal found 8/20![United Airlines logo]()
$456
This Delta deal was found by Cheapflights users on 8/16. 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 9/147:13 pm -
1 stop3h 38m
Mon 9/215:05 am -
1 stop3h 43m
Deal found 8/16![Delta logo]()
$513
This United Airlines deal was found by Cheapflights users on 8/20. 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.
Fri 10/28:47 am -
Nonstop2h 28m
Mon 10/51:37 pm -
Nonstop2h 24m
Deal found 8/20![United Airlines logo]()
$478
This United Airlines deal was found by Cheapflights users on 8/17. 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 9/169:20 pm -
Nonstop1h 52m
Sun 9/207:40 am -
Nonstop1h 52m
Deal found 8/17![United Airlines logo]()
$479
This Delta deal was found by Cheapflights users on 8/17. 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 9/162:00 pm -
1 stop5h 43m
Wed 9/231:05 pm -
1 stop5h 14m
Deal found 8/17![Delta logo]()
$558
This Delta deal was found by Cheapflights users on 8/21. 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 10/231:55 pm -
2 stops9h 35m
Sat 10/2411:29 am -
1 stop4h 12m
Deal found 8/21![Delta logo]()
$565
This United Airlines deal was found by Cheapflights users on 8/20. 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.
Fri 10/95:00 am -
1 stop5h 28m
Mon 10/121:37 pm -
Nonstop2h 24m
Deal found 8/20![United Airlines logo]()
$518
This United Airlines deal was found by Cheapflights users on 8/19. 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.
Sun 10/185:00 am -
1 stop5h 28m
Thu 10/2212:30 pm -
1 stop5h 59m
Deal found 8/19![United Airlines logo]()
$537
This Delta deal was found by Cheapflights users on 8/20. 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.
Sat 9/54:52 pm -
1 stop6h 45m
Wed 9/910:42 am -
1 stop6h 37m
Deal found 8/20![Delta logo]()
$599
This United Airlines deal was found by Cheapflights users on 8/20. 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.
Thu 10/88:47 am -
Nonstop2h 28m
Mon 10/121:37 pm -
Nonstop2h 24m
Deal found 8/20![United Airlines logo]()
$557
This Delta deal was found by Cheapflights users on 8/19. 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.
Wed 9/29:59 am -
1 stop4h 49m
Sun 9/66:48 am -
2 stops9h 11m
Deal found 8/19![Delta logo]()
$634
Last-minute flights from Chicago to South DakotaDiscover last-minute flight deals from Chicago to South Dakota. Data last updated August 21, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to South Dakota. Data last updated August 21, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/17. 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 9/310:40 pm -
Nonstop1h 50m
Sun 9/66:24 am -
Nonstop2h 06m
Deal found 8/17![American Airlines logo]()
$274
This American Airlines deal was found by Cheapflights users on 8/20. 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 9/43:00 pm -
Nonstop1h 53m
Sun 9/612:06 pm -
Nonstop1h 59m
Deal found 8/20![American Airlines logo]()
$289
This American Airlines deal was found by Cheapflights users on 8/20. 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 9/410:40 pm -
Nonstop1h 50m
Tue 9/86:06 pm -
1 stop6h 12m
Deal found 8/20![American Airlines logo]()
$299
This American Airlines deal was found by Cheapflights users on 8/16. 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 9/104:14 pm -
Nonstop1h 57m
Sun 9/136:41 pm -
Nonstop2h 18m
Deal found 8/16![American Airlines logo]()
$260
This Delta deal was found by Cheapflights users on 8/16. 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 9/109:59 am -
1 stop5h 47m
Sun 9/135:05 am -
1 stop3h 43m
Deal found 8/16![Delta logo]()
$279
This American Airlines deal was found by Cheapflights users on 8/21. 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.
Fri 9/113:00 pm -
1 stop5h 45m
Sun 9/136:41 pm -
Nonstop2h 18m
Deal found 8/21![American Airlines logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:30 am -
1 stop13h 37m
Mon 9/148:52 pm -
1 stop27h 31m
Deal found 8/21![Frontier logo]()
$277
This American Airlines deal was found by Cheapflights users on 8/16. 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 9/1710:39 pm -
Nonstop1h 50m
Sun 9/206:41 pm -
Nonstop2h 18m
Deal found 8/16![American Airlines logo]()
$259
This American Airlines deal was found by Cheapflights users on 8/16. 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 9/185:00 am -
1 stop7h 16m
Mon 9/215:59 pm -
1 stop6h 15m
Deal found 8/16![American Airlines logo]()
$279
This American Airlines deal was found by Cheapflights users on 8/17. 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 9/251:46 pm -
1 stop8h 37m
Tue 9/296:07 pm -
Nonstop2h 38m
Deal found 8/17![American Airlines logo]()
$280
This American Airlines deal was found by Cheapflights users on 8/16. 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 9/254:00 pm -
Nonstop2h 37m
Mon 9/286:07 pm -
Nonstop2h 38m
Deal found 8/16![American Airlines logo]()
$281
This American Airlines deal was found by Cheapflights users on 8/16. 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 9/309:40 am -
1 stop7h 43m
Wed 10/75:04 pm -
1 stop5h 55m
Deal found 8/16![American Airlines logo]()
$282
One-way flights from Chicago to South DakotaSearch for one-way flight options from Chicago to South Dakota. Find affordable one-way fares based on user searches. Data last updated August 21, 2026.
Search for one-way flight options from Chicago to South Dakota. Find affordable one-way fares based on user searches. Data last updated August 21, 2026.
This Frontier deal was found by Cheapflights users on 8/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1412:26 pm -
1 stop7h 41m
Deal found 8/17![Frontier logo]()
$105
This Frontier deal was found by Cheapflights users on 8/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1311:06 am -
1 stop8h 47m
Deal found 8/17![Frontier logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/510:40 pm -
1 stop21h 13m
Deal found 8/18![Frontier logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/166:30 am -
1 stop13h 23m
Deal found 8/19![Frontier logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1811:06 am -
2 stops46h 39m
Deal found 8/17![Multiple Airlines logo]()
$154
This Priceline deal was found by Cheapflights users on 8/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/911:06 am -
1 stop8h 47m
Deal found 8/16![Frontier logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/148:01 pm -
2 stops38h 59m
Deal found 8/17![Multiple Airlines logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:30 am -
2 stops30h 45m
Deal found 8/17![Multiple Airlines logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/44:44 pm -
2 stops39h 54m
Deal found 8/18![Multiple Airlines logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/163:50 pm -
2 stops41h 25m
Deal found 8/16![Multiple Airlines logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/216:00 am -
2 stops14h 07m
Deal found 8/19![Frontier logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/56:00 am -
2 stops15h 59m
Deal found 8/19![Multiple Airlines logo]()
$166
Find flight deals from Chicago to South Dakota
Keep the following information in mind while searching for Chicago to South Dakota flight deals. Data was last updated August 21, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $259 (American Airlines) |
One-way from | $105 (Frontier) |
Popular in | July |
Cheapest in | January |
Average price | $349 |
Good round-trip deal | $289 or less |
Good one-way deal | $249 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to South Dakota that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated August 21, 2026.
Use the filters below to find and compare flights from Chicago to South Dakota that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoSioux Falls
ORD Chicago O'Hare Intl - FSD Sioux Falls Joe Foss Field
ORDFSD
Chicago O'Hare Intl
Fri 10/2
9:20 pm-11:11 pm
Nonstop1h 51m
Sioux Falls Joe Foss Field
Mon 10/5
6:31 pm-8:33 pm
Nonstop2h 02m
$259
ChicagoSioux Falls
ORD Chicago O'Hare Intl - FSD Sioux Falls Joe Foss Field
ORDFSD
Chicago O'Hare Intl
Sat 10/24
6:00 am-12:13 pm
1 stop6h 13m
Sioux Falls Joe Foss Field
Wed 10/28
7:39 pm-9:40 pm
Nonstop2h 01m
$269
ChicagoRapid City
MDW Chicago Midway - RAP Rapid City
MDWRAP
Chicago Midway
Sat 10/24
5:31 pm-10:30 pm
1 stop5h 59m
Rapid City
Sat 10/31
11:29 am-4:47 pm
1 stop4h 18m
$281
ChicagoRapid City
MDW Chicago Midway - RAP Rapid City
MDWRAP
Chicago Midway
Fri 10/23
10:01 am-1:57 pm
1 stop4h 56m
Rapid City
Sat 10/24
6:39 am-11:47 am
1 stop4h 08m
$310
ChicagoSioux Falls
ORD Chicago O'Hare Intl - FSD Sioux Falls Joe Foss Field
ORDFSD
Chicago O'Hare Intl
Thu 8/27
4:00 pm-5:58 pm
Nonstop1h 58m
Sioux Falls Joe Foss Field
Mon 8/31
7:47 am-9:39 am
Nonstop1h 52m
$319
ChicagoSioux Falls
ORD Chicago O'Hare Intl - FSD Sioux Falls Joe Foss Field
ORDFSD
Chicago O'Hare Intl
Sat 8/29
4:00 pm-5:58 pm
Nonstop1h 58m
Sioux Falls Joe Foss Field
Tue 9/1
11:12 am-1:10 pm
Nonstop1h 58m
$319
Quickest round-trip
ChicagoSioux Falls
ORD Chicago O'Hare Intl - FSD Sioux Falls Joe Foss Field
ORDFSD
Chicago O'Hare Intl
Thu 10/15
9:20 pm-11:11 pm
Nonstop1h 51m
Sioux Falls Joe Foss Field
Mon 10/19
7:50 am-9:42 am
Nonstop1h 52m
$344
ChicagoRapid City
ORD Chicago O'Hare Intl - RAP Rapid City
ORDRAP
Chicago O'Hare Intl
Fri 10/23
8:47 am-10:15 am
Nonstop2h 28m
Rapid City
Sat 10/24
1:37 pm-5:01 pm
Nonstop2h 24m
$350
ChicagoSioux Falls
MDW Chicago Midway - FSD Sioux Falls Joe Foss Field
MDWFSD
Chicago Midway
Thu 1/14
12:30 pm-3:50 pm
1 stop3h 20m
Sioux Falls Joe Foss Field
Sat 1/16
5:15 am-8:49 am
1 stop3h 34m
$359
ChicagoSioux Falls
MDW Chicago Midway - FSD Sioux Falls Joe Foss Field
MDWFSD
Chicago Midway
Sat 9/19
9:59 am-3:46 pm
1 stop5h 47m
Sioux Falls Joe Foss Field
Mon 9/21
5:05 am-8:48 am
1 stop3h 43m
$359
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Chicago to South Dakota
Have a flexible travel schedule? Discover the best time to fly to South Dakota from Chicago with our price prediction graph.
ORD-FSD
ORD-RAP
MDW-FSD
MDW-RAP
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to South Dakota
CHI-USSD
ORD-FSD
ORD-RAP
MDW-FSD
MDW-RAP
What is the cheapest month to book a flight from Chicago to South Dakota?
Currently, December is the cheapest month in which you can book a flight from Chicago to South Dakota (average of $314). Flying from Chicago to South Dakota in January is currently the most expensive (average of $391). 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 CHI to SD?
Find hourly flight availability from Chicago to South Dakota. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 21, 2026.
It’s optimal to fly from Chicago to South Dakota at noon. By choosing this option you can save up to 12% on the cost of your flight, compared to a flight in the afternoon.
Weekly flight availability from Chicago to South Dakota
Explore weekly flight availability from Chicago to South Dakota. 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 21, 2026.
The most flights from CHI to USSD are scheduled on a Wednesday (18 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (9 on average).
How much does it cost to fly round-trip from Chicago to South Dakota?
Airfare is below average for this route at the moment.
Chicago to South Dakota flights typically cost between $272 and $542 in November.The cheapest round-trip price found within the last 5 days was $259 on American Airlines (Nov 11-Nov 16).
How far ahead should I book a flight from Chicago to South Dakota?
The best time to book flights from Chicago to South Dakota is 31 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest day to fly from Chicago to South Dakota?
Use this chart to determine the cheapest time to fly round-trip from Chicago to South Dakota. Price data was last updated on April 4, 2026.
Travelers seeking maximum savings on their Chicago to South Dakota flight should consider departing on Thursday at noon when fares are most often at their lowest. Monday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing South Dakota
Get insights into the airlines that provide service to South Dakota. 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 South Dakota. Reviews last updated August 21, 2026.
Get a feel of what it's like to fly with Delta,United Airlines, andAmerican Airlines from Chicago to South Dakota by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Food
7.2
Entertainment
7.8
Overall
7.8
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentSalvador,Aug 2026
PHL - DTW
Boarding
8.1
Food
7.2
Entertainment
7.8
Overall
7.8
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentSalvador,Aug 2026
PHL - DTW
Boarding
8.1
Food
7.2
Entertainment
7.8
Overall
7.8
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentSalvador,Aug 2026
PHL - DTW
Boarding
8.1
Food
7.2
Entertainment
7.8
Overall
7.8
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentSalvador,Aug 2026
PHL - DTW
Related info for your journey
Find useful and relevant information for your journey from Chicago to South Dakota. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Chicago to South Dakota
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Complete your trip
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Chicago and South Dakota flights
Browse other Chicago and South Dakota flight options. Last updated on August 21, 2026.
Popular flight searches
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Chicago to South Dakota flights
Consider these flights traveling from Chicago to South Dakota.
Top 2 airlines flying from Chicago to South Dakota
Discover the top 2 airlines that operate flights from Chicago to South Dakota. 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 7,457,451 searches. Data last updated August 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$189 | Average$342 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$194 | Average$379 | FlexibilityNo cancel fee | On-time69% |