$141+ Cheap flights from Chicago (CHI) to South Dakota
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — FSD
Nov 5 — Nov 121
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
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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 October 6, 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 October 6, 2026.
This American Airlines deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” 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 10/2310:48 pm -
Nonstop1h 53m
Sun 10/257:39 pm -
Nonstop2h 01m
Deal found 10/2![American Airlines logo]()
$298
This American Airlines deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” 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 11/111:02 pm -
Nonstop1h 54m
Mon 11/167:00 am -
Nonstop2h 10m
Deal found 10/1![American Airlines logo]()
$299
This American Airlines deal was found by Cheapflights users on 10/4. 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.
Thu 10/299:40 am -
Nonstop1h 54m
Sun 11/16:00 am -
1 stop6h 24m
Deal found 10/4![American Airlines logo]()
$308
This Delta deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” 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 10/275:31 pm -
1 stop5h 51m
Tue 11/311:00 am -
1 stop5h 47m
Deal found 10/1![Delta logo]()
$319
This United Airlines deal was found by Cheapflights users on 10/5. 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.
Sat 11/78:40 am -
Nonstop2h 51m
Mon 11/912:39 pm -
1 stop7h 51m
Deal found 10/5![United Airlines logo]()
$320
This American Airlines deal was found by Cheapflights users on 10/3. 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.
Wed 11/46:59 am -
1 stop6h 40m
Sat 11/146:11 am -
1 stop7h 01m
Deal found 10/3![American Airlines logo]()
$321
This American Airlines deal was found by Cheapflights users on 10/4. 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.
Sat 10/2412:10 pm -
1 stop7h 41m
Mon 10/267:05 am -
Nonstop1h 57m
Deal found 10/4![American Airlines logo]()
$324
This American Airlines deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” 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 10/1610:48 pm -
Nonstop2h 00m
Tue 10/207:39 pm -
Nonstop2h 01m
Deal found 10/1![American Airlines logo]()
$329
This United Airlines deal was found by Cheapflights users on 10/5. 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 10/298:40 am -
Nonstop2h 51m
Sun 11/14:00 pm -
1 stop5h 46m
Deal found 10/5![United Airlines logo]()
$329
This Delta deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:30 pm -
1 stop6h 16m
Wed 12/911:21 am -
1 stop4h 29m
Deal found 10/1![Delta logo]()
$330
This American Airlines deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” 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 12/46:00 am -
1 stop7h 39m
Wed 12/96:11 am -
1 stop7h 01m
Deal found 10/1![American Airlines logo]()
$330
This United Airlines deal was found by Cheapflights users on 10/5. 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 10/308:40 am -
Nonstop2h 51m
Wed 11/41:30 pm -
Nonstop2h 33m
Deal found 10/5![United Airlines logo]()
$332
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 October 6, 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 October 6, 2026.
This United Airlines deal was found by Cheapflights users on 10/5. 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 10/299:30 pm -
Nonstop1h 59m
Sun 11/16:00 am -
Nonstop1h 55m
Deal found 10/5![United Airlines logo]()
$299
This Delta deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” 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 11/35:31 pm -
1 stop5h 51m
Fri 11/131:00 pm -
1 stop3h 39m
Deal found 10/2![Delta logo]()
$319
This United Airlines deal was found by Cheapflights users on 10/3. 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 10/297:45 pm -
Nonstop1h 52m
Sat 10/3111:14 am -
Nonstop1h 55m
Deal found 10/3![United Airlines logo]()
$299
This American Airlines deal was found by Cheapflights users on 10/5. 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.
Tue 12/295:00 am -
1 stop6h 24m
Sat 1/212:04 pm -
1 stop8h 56m
Deal found 10/5![American Airlines logo]()
$602
This United Airlines deal was found by Cheapflights users on 10/4. 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.
Fri 10/238:47 am -
Nonstop2h 28m
Mon 10/264:10 pm -
1 stop5h 36m
Deal found 10/4![United Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” 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 11/86:20 am -
1 stop3h 52m
Sat 11/146:34 am -
1 stop5h 14m
Deal found 10/2![Delta logo]()
$442
This United Airlines deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” 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 10/225:00 am -
1 stop5h 50m
Sun 10/257:48 am -
Nonstop1h 57m
Deal found 10/1![United Airlines logo]()
$374
This Delta deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” 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 10/3110:55 am -
2 stops8h 37m
Sat 11/75:00 pm -
1 stop4h 27m
Deal found 10/1![Delta logo]()
$491
This United Airlines deal was found by Cheapflights users on 10/3. 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 11/48:40 am -
Nonstop2h 51m
Sat 11/144:00 pm -
1 stop6h 59m
Deal found 10/3![United Airlines logo]()
$411
This Delta deal was found by Cheapflights users on 10/4. 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.
Thu 10/2912:49 pm -
1 stop7h 06m
Sun 11/18:30 am -
1 stop3h 17m
Deal found 10/4![Delta logo]()
$497
This United Airlines deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” 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 10/179:20 pm -
Nonstop1h 51m
Wed 10/216:31 pm -
Nonstop2h 02m
Deal found 10/2![United Airlines logo]()
$419
This Delta deal was found by Cheapflights users on 10/3. 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.
Wed 11/253:47 pm -
1 stop3h 19m
Fri 11/278:31 am -
2 stops7h 47m
Deal found 10/3![Delta logo]()
$511
This United Airlines deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” 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 10/158:47 am -
Nonstop2h 28m
Sun 10/181:37 pm -
Nonstop2h 24m
Deal found 10/1![United Airlines logo]()
$459
This Delta deal was found by Cheapflights users on 10/3. 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 10/296:20 am -
1 stop3h 40m
Sat 10/318:30 am -
2 stops7h 56m
Deal found 10/3![Delta logo]()
$518
This United Airlines deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” 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 10/1![United Airlines logo]()
$459
This Delta deal was found by Cheapflights users on 10/4. 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 12/85:30 pm -
1 stop5h 47m
Fri 12/115:02 am -
1 stop3h 53m
Deal found 10/4![Delta logo]()
$557
This Delta deal was found by Cheapflights users on 10/5. 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.
Tue 12/296:30 pm -
1 stop4h 27m
Sat 1/210:52 am -
1 stop6h 32m
Deal found 10/5![Delta logo]()
$570
This United Airlines deal was found by Cheapflights users on 10/4. 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.
Sun 10/257:45 pm -
Nonstop1h 52m
Mon 10/267:48 am -
Nonstop1h 57m
Deal found 10/4![United Airlines logo]()
$537
This United Airlines deal was found by Cheapflights users on 10/5. 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.
Wed 11/111:30 pm -
1 stop6h 34m
Thu 11/126:00 am -
Nonstop1h 55m
Deal found 10/5![United Airlines logo]()
$547
This Delta deal was found by Cheapflights users on 10/3. 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 10/2910:12 am -
1 stop5h 48m
Sat 10/318:30 am -
1 stop3h 17m
Deal found 10/3![Delta logo]()
$604
This Delta deal was found by Cheapflights users on 10/3. 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 12/45:30 pm -
1 stop6h 16m
Wed 12/96:42 am -
2 stops10h 19m
Deal found 10/3![Delta logo]()
$608
This United Airlines deal was found by Cheapflights users on 10/3. 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.
Mon 10/268:40 am -
Nonstop2h 51m
Thu 10/291:30 pm -
Nonstop2h 33m
Deal found 10/3![United Airlines logo]()
$557
This Delta deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” 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 10/165:31 pm -
1 stop5h 51m
Sun 10/185:10 am -
1 stop3h 34m
Deal found 10/2![Delta logo]()
$668
This United Airlines deal was found by Cheapflights users on 10/3. 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.
Sat 10/3110:55 am -
1 stop6h 05m
Sat 11/76:25 pm -
1 stop5h 34m
Deal found 10/3![United Airlines logo]()
$642
This Delta deal was found by Cheapflights users on 10/4. 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 11/39:29 am -
2 stops6h 31m
Wed 11/48:30 am -
1 stop3h 17m
Deal found 10/4![Delta logo]()
$674
This United Airlines deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” 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 10/1710:55 am -
1 stop6h 04m
Wed 10/216:25 pm -
1 stop5h 34m
Deal found 10/2![United Airlines logo]()
$642
This United Airlines deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” 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 10/165:00 am -
1 stop6h 05m
Tue 10/206:25 pm -
1 stop5h 34m
Deal found 10/1![United Airlines logo]()
$642
This Delta deal was found by Cheapflights users on 10/3. 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.
Wed 11/49:29 am -
2 stops7h 29m
Sat 11/146:45 am -
2 stops10h 19m
Deal found 10/3![Delta logo]()
$777
This United Airlines deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” 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 12/234:20 pm -
2 stops18h 21m
Sat 12/266:14 pm -
1 stop6h 16m
Deal found 10/2![United Airlines logo]()
$721
This United Airlines deal was found by Cheapflights users on 10/5. 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 10/206:00 am -
1 stop10h 59m
Sat 10/246:25 pm -
1 stop5h 34m
Deal found 10/5![United Airlines logo]()
$729
Last-minute flights from Chicago to South DakotaDiscover last-minute flight deals from Chicago to South Dakota. Data last updated October 6, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to South Dakota. Data last updated October 6, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” 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 10/1610:48 pm -
Nonstop2h 00m
Tue 10/207:39 pm -
Nonstop2h 01m
Deal found 10/1![American Airlines logo]()
$329
This American Airlines deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” 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 10/162:50 pm -
1 stop6h 23m
Sun 10/187:39 pm -
Nonstop2h 01m
Deal found 10/1![American Airlines logo]()
$339
This American Airlines deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” 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 10/2310:48 pm -
Nonstop1h 53m
Sun 10/257:39 pm -
Nonstop2h 01m
Deal found 10/2![American Airlines logo]()
$298
This American Airlines deal was found by Cheapflights users on 10/4. 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.
Sat 10/2412:10 pm -
1 stop7h 41m
Mon 10/267:05 am -
Nonstop1h 57m
Deal found 10/4![American Airlines logo]()
$324
This Delta deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” 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 10/275:31 pm -
1 stop5h 51m
Tue 11/311:00 am -
1 stop5h 47m
Deal found 10/1![Delta logo]()
$319
This American Airlines deal was found by Cheapflights users on 10/4. 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.
Thu 10/299:40 am -
Nonstop1h 54m
Sun 11/16:00 am -
1 stop6h 24m
Deal found 10/4![American Airlines logo]()
$308
This United Airlines deal was found by Cheapflights users on 10/5. 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 10/298:40 am -
Nonstop2h 51m
Sun 11/14:00 pm -
1 stop5h 46m
Deal found 10/5![United Airlines logo]()
$329
This United Airlines deal was found by Cheapflights users on 10/5. 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 10/308:40 am -
Nonstop2h 51m
Wed 11/41:30 pm -
Nonstop2h 33m
Deal found 10/5![United Airlines logo]()
$332
This American Airlines deal was found by Cheapflights users on 10/3. 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.
Wed 11/46:59 am -
1 stop6h 40m
Sat 11/146:11 am -
1 stop7h 01m
Deal found 10/3![American Airlines logo]()
$321
This United Airlines deal was found by Cheapflights users on 10/5. 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.
Sat 11/78:40 am -
Nonstop2h 51m
Mon 11/912:39 pm -
1 stop7h 51m
Deal found 10/5![United Airlines logo]()
$320
This Delta deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/79:59 am -
1 stop6h 59m
Mon 11/94:36 pm -
1 stop3h 57m
Deal found 10/2![Delta logo]()
$330
This American Airlines deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” 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 11/111:02 pm -
Nonstop1h 54m
Mon 11/167:00 am -
Nonstop2h 10m
Deal found 10/1![American Airlines logo]()
$299
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 October 6, 2026.
Search for one-way flight options from Chicago to South Dakota. Find affordable one-way fares based on user searches. Data last updated October 6, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/36:10 am -
1 stop27h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Multiple Airlines logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 10/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/78:25 am -
1 stop26h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Multiple Airlines logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 10/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/66:21 am -
2 stops28h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Multiple Airlines logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” 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 10/287:15 am -
2 stops32h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Multiple Airlines logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 10/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/18:15 am -
3 stops28h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![Multiple Airlines logo]()
$175
This Kiwi.com deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” 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 10/2910:26 am -
2 stops22h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/2![Multiple Airlines logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 10/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/18:15 am -
3 stops30h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Multiple Airlines logo]()
$181
This Kiwi.com deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” 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 12/36:21 am -
1 stop28h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Multiple Airlines logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 10/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/57:32 pm -
2 stops38h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Multiple Airlines logo]()
$187
This Kiwi.com deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” 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 12/28:15 am -
2 stops37h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Multiple Airlines logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 10/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/44:36 pm -
2 stops22h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Multiple Airlines logo]()
$195
This Kiwi.com deal was found by Cheapflights users on 10/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/46:16 am -
3 stops50h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Multiple Airlines logo]()
$217
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 October 6, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $298 (American Airlines) |
One-way from | $141 (Kiwi.com) |
Popular in | April |
Cheapest in | January |
Average price | $337 |
Good round-trip deal | $329 or less |
Good one-way deal | $320 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 October 6, 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
MDW Chicago Midway - FSD Sioux Falls Joe Foss Field
MDWFSD
Chicago Midway
Wed 11/4
6:16 am-8:38 am
3 stops50h 22m
Sioux Falls Joe Foss Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$217
ChicagoSioux Falls
ORD Chicago O'Hare Intl - FSD Sioux Falls Joe Foss Field
ORDFSD
Chicago O'Hare Intl
Wed 11/4
12:30 pm-11:22 pm
1 stop10h 52m
Sioux Falls Joe Foss Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$237
ChicagoSioux Falls
ORD Chicago O'Hare Intl - FSD Sioux Falls Joe Foss Field
ORDFSD
Chicago O'Hare Intl
Fri 11/27
9:30 pm-11:29 pm
Nonstop1h 59m
Sioux Falls Joe Foss Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$239
ChicagoSioux Falls
ORD Chicago O'Hare Intl - FSD Sioux Falls Joe Foss Field
ORDFSD
Chicago O'Hare Intl
Thu 12/31
9:59 am-11:58 am
1 stop25h 59m
Sioux Falls Joe Foss Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$264
ChicagoSioux Falls
ORD Chicago O'Hare Intl - FSD Sioux Falls Joe Foss Field
ORDFSD
Chicago O'Hare Intl
Wed 3/31
9:30 pm-11:36 pm
Nonstop2h 06m
Sioux Falls Joe Foss Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$269
ChicagoSioux Falls
ORD Chicago O'Hare Intl - FSD Sioux Falls Joe Foss Field
ORDFSD
Chicago O'Hare Intl
Tue 11/3
12:29 pm-2:23 pm
Nonstop1h 54m
Sioux Falls Joe Foss Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$269
ChicagoRapid City
MDW Chicago Midway - RAP Rapid City
MDWRAP
Chicago Midway
Tue 12/8
10:24 am-2:00 pm
1 stop4h 36m
Rapid City
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$269
ChicagoSioux Falls
ORD Chicago O'Hare Intl - FSD Sioux Falls Joe Foss Field
ORDFSD
Chicago O'Hare Intl
Mon 1/4
9:20 pm-11:26 pm
Nonstop2h 06m
Sioux Falls Joe Foss Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$269
ChicagoRapid City
ORD Chicago O'Hare Intl - RAP Rapid City
ORDRAP
Chicago O'Hare Intl
Wed 3/31
6:00 am-11:12 am
1 stop6h 12m
Rapid City
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$269
ChicagoSioux Falls
ORD Chicago O'Hare Intl - FSD Sioux Falls Joe Foss Field
ORDFSD
Chicago O'Hare Intl
Sun 11/29
7:45 pm-9:37 pm
Nonstop1h 52m
Sioux Falls Joe Foss Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$269
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
ORD-ABR
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
ORD-ABR
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 $323). Flying from Chicago to South Dakota in September is currently the most expensive (average of $405). 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 October 6, 2026.
It’s optimal to fly from Chicago to South Dakota in the afternoon. By choosing this option you can save up to 7% on the cost of your flight, compared to a flight in the morning.
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 October 6, 2026.
The most flights from CHI to USSD are scheduled on a Friday (17 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (8 on average).
How much does it cost to fly round-trip from Chicago to South Dakota?
Airfare is typical for this route at the moment.
Chicago to South Dakota flights typically cost between $259 and $427 in October.The cheapest round-trip price found within the last 5 days was $298 on American Airlines (Oct 23-Oct 25).
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 90 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 October 6, 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.
Comfort
7.8
Boarding
8.1
Crew
8.5
Entertainment
7.8
Overall
7.8
Food
7.2
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Comfort
7.8
Boarding
8.1
Crew
8.5
Entertainment
7.8
Overall
7.8
Food
7.2
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Comfort
7.8
Boarding
8.1
Crew
8.5
Entertainment
7.8
Overall
7.8
Food
7.2
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Comfort
7.8
Boarding
8.1
Crew
8.5
Entertainment
7.8
Overall
7.8
Food
7.2
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
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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Complete your trip
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Chicago and South Dakota flights
Browse other Chicago and South Dakota flight options. Last updated on October 6, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 October 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$189 | Average$341 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$189 | Average$401 | FlexibilityNo cancel fee | On-time69% |