$101+ Cheap flights from Sioux Falls (FSD) to Chicago (CHI)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/30. Fares are subject to change and may not be available on all flights or dates of travel.
FSD — CHI
Aug 31 — Sep 71
Round-trip
1 adult, Economy
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Find cheap flights from Sioux Falls 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.Cheapflights Tip: The best prices from Sioux Falls Joe Foss Field to Chicago are usually found in January or August, booked 84 days in advance, depart on a Wednesday or Saturday and return on a Wednesday
Cheap flight deals from Sioux Falls to Chicago
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Cheapest flights from Sioux Falls to ChicagoExplore the most affordable flight options available from Sioux Falls to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 1, 2026.
Explore the most affordable flight options available from Sioux Falls to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 1, 2026.
This CheapOair deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/188:52 pm
FSD
- ORD
1 stop27h 31m
Frontier
Mon 9/216:30 am
ORD
- FSD
1 stop13h 37m
Frontier
Deal found 7/31![Frontier logo]()
$200
This CheapOair deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/28:52 pm
FSD
- ORD
1 stop27h 31m
Frontier
Sat 10/1011:06 am
ORD
- FSD
1 stop7h 30m
Frontier
Deal found 7/28![Frontier logo]()
$234
This CheapOair deal was found by Cheapflights users on 8/1. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:31 pm
FSD
- ORD
1 stop14h 30m
Frontier
Mon 10/1911:06 am
ORD
- FSD
1 stop7h 30m
Frontier
Deal found 8/1![Frontier logo]()
$250
This CheapOair deal was found by Cheapflights users on 7/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/147:31 pm
FSD
- ORD
1 stop14h 30m
Frontier
Fri 10/1611:06 am
ORD
- FSD
1 stop7h 30m
Frontier
Deal found 7/30![Frontier logo]()
$254
This CheapOair deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/28:52 pm
FSD
- ORD
1 stop27h 31m
Frontier
Mon 10/56:30 am
ORD
- FSD
1 stop13h 37m
Frontier
Deal found 7/28![Frontier logo]()
$258
This United Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/216:39 pm
FSD
- ORD
Nonstop1h 59m
United Airlines
Sun 8/238:40 am
ORD
- FSD
Nonstop1h 49m
United Airlines
Deal found 7/28![United Airlines logo]()
$259
This American Airlines deal was found by Cheapflights users on 7/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:23 pm
FSD
- ORD
Nonstop2h 11m
American Airlines
Thu 9/33:00 pm
ORD
- FSD
Nonstop1h 53m
American Airlines
Deal found 7/30![American Airlines logo]()
$260
This CheapOair deal was found by Cheapflights users on 8/1. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/167:31 pm
FSD
- ORD
1 stop14h 30m
Frontier
Mon 10/1911:06 am
ORD
- FSD
1 stop7h 30m
Frontier
Deal found 8/1![Frontier logo]()
$265
This United Airlines deal was found by Cheapflights users on 7/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/46:39 pm
FSD
- ORD
Nonstop1h 59m
United Airlines
Mon 9/79:30 pm
ORD
- FSD
Nonstop1h 52m
United Airlines
Deal found 7/30![United Airlines logo]()
$268
This American Airlines deal was found by Cheapflights users on 7/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/215:23 pm
FSD
- ORD
Nonstop2h 11m
American Airlines
Mon 8/242:57 pm
ORD
- FSD
1 stop5h 34m
American Airlines
Deal found 7/30![American Airlines logo]()
$269
This CheapOair deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/68:48 pm
FSD
- ORD
1 stop13h 13m
Frontier
Mon 11/911:06 am
ORD
- FSD
1 stop8h 47m
Frontier
Deal found 7/31![Frontier logo]()
$270
This Delta deal was found by Cheapflights users on 7/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/221:26 pm
FSD
- MDW
1 stop4h 35m
Delta
Sat 8/297:25 pm
MDW
- FSD
1 stop3h 26m
Delta
Deal found 7/30![Delta logo]()
$279
Best flights from Sioux Falls to ChicagoDiscover carefully curated flight deals from Sioux Falls to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 1, 2026.
Discover carefully curated flight deals from Sioux Falls to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 1, 2026.
This CheapOair deal was found by Cheapflights users on 8/1. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/167:31 pm
FSD
- ORD
1 stop14h 30m
Frontier
Mon 10/1911:06 am
ORD
- FSD
1 stop7h 30m
Frontier
Deal found 8/1![Frontier logo]()
$265
This American Airlines deal was found by Cheapflights users on 8/1. 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.
Sat 10/1712:53 pm
FSD
- ORD
1 stop8h 27m
American Airlines
Mon 10/195:07 pm
ORD
- FSD
Nonstop1h 58m
American Airlines
Deal found 8/1![American Airlines logo]()
$269
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 11/108:28 am
FSD
- MDW
1 stop3h 22m
Delta
Sat 11/1412:30 pm
MDW
- FSD
1 stop3h 28m
Delta
Deal found 7/31![Delta logo]()
$279
This United Airlines deal was found by Cheapflights users on 7/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/36:39 pm
FSD
- ORD
Nonstop1h 59m
United Airlines
Sun 9/69:30 pm
ORD
- FSD
Nonstop1h 52m
United Airlines
Deal found 7/30![United Airlines logo]()
$328
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/281:26 pm
FSD
- ORD
1 stop6h 04m
Delta
Sun 8/306:00 am
ORD
- FSD
1 stop4h 20m
Delta
Deal found 7/28![Delta logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 8/1. 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.
Sat 10/177:31 pm
FSD
- ORD
2 stops12h 44m
Frontier
Mon 10/1911:06 am
ORD
- FSD
1 stop7h 30m
Frontier
Deal found 8/1![Frontier logo]()
$333
This Delta deal was found by Cheapflights users on 7/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/271:26 pm
FSD
- ORD
1 stop6h 04m
Delta
Thu 9/38:28 am
ORD
- FSD
1 stop4h 10m
Delta
Deal found 7/30![Delta logo]()
$379
This United Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 8/291:33 pm
FSD
- ORD
1 stop5h 57m
United Airlines
Tue 9/14:00 pm
ORD
- FSD
Nonstop1h 58m
United Airlines
Deal found 7/28![United Airlines logo]()
$439
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 9/101:05 pm
FSD
- MDW
1 stop5h 14m
Delta
Tue 9/157:13 pm
MDW
- FSD
1 stop3h 38m
Delta
Deal found 7/29![Delta logo]()
$426
This United Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/157:47 am
FSD
- ORD
Nonstop1h 52m
United Airlines
Fri 9/189:35 pm
ORD
- FSD
1 stop22h 32m
United Airlines
Deal found 7/28![United Airlines logo]()
$492
This Delta deal was found by Cheapflights users on 7/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/35:00 am
FSD
- MDW
1 stop3h 39m
Delta
Sun 9/64:52 pm
MDW
- FSD
1 stop5h 59m
Delta
Deal found 7/30![Delta logo]()
$429
This United Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 8/316:00 am
FSD
- ORD
1 stop5h 28m
United Airlines
Mon 8/312:42 pm
ORD
- FSD
1 stop5h 25m
United Airlines
Deal found 7/28![United Airlines logo]()
$511
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/188:22 am
FSD
- MDW
1 stop4h 48m
Delta
Thu 8/207:25 pm
MDW
- FSD
1 stop3h 26m
Delta
Deal found 7/28![Delta logo]()
$471
This Delta deal was found by Cheapflights users on 7/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/221:26 pm
FSD
- MDW
1 stop4h 35m
Delta
Sat 8/299:24 am
MDW
- FSD
2 stops6h 24m
Delta
Deal found 7/30![Delta logo]()
$487
This Delta deal was found by Cheapflights users on 8/1. 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 10/178:30 am
FSD
- MDW
1 stop3h 17m
Delta
Mon 10/1912:27 pm
MDW
- FSD
1 stop3h 33m
Delta
Deal found 8/1![Delta logo]()
$504
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 8/191:26 pm
FSD
- MDW
1 stop4h 35m
Delta
Fri 8/217:25 pm
MDW
- FSD
1 stop3h 26m
Delta
Deal found 7/28![Delta logo]()
$505
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/218:22 am
FSD
- ORD
2 stops10h 07m
Delta
Mon 8/246:00 am
ORD
- FSD
1 stop4h 20m
Delta
Deal found 7/28![Delta logo]()
$518
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 9/610:54 am
FSD
- MDW
2 stops6h 05m
Delta
Tue 9/87:13 pm
MDW
- FSD
1 stop3h 38m
Delta
Deal found 7/29![Delta logo]()
$534
This Delta deal was found by Cheapflights users on 7/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/218:22 am
FSD
- MDW
2 stops10h 11m
Delta
Mon 8/247:25 pm
MDW
- FSD
1 stop3h 26m
Delta
Deal found 7/30![Delta logo]()
$538
Last-minute flights from Sioux Falls to ChicagoDiscover last-minute flight deals from Sioux Falls to Chicago. Data last updated August 1, 2026 and is based on user searches.
Discover last-minute flight deals from Sioux Falls to Chicago. Data last updated August 1, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 8/86:24 am
FSD
- ORD
Nonstop2h 06m
American Airlines
Sat 8/2910:40 pm
ORD
- FSD
Nonstop1h 50m
American Airlines
Deal found 7/28![American Airlines logo]()
$304
This American Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/155:23 pm
FSD
- ORD
Nonstop2h 11m
American Airlines
Wed 8/199:40 am
ORD
- FSD
Nonstop1h 56m
American Airlines
Deal found 7/29![American Airlines logo]()
$274
This United Airlines deal was found by Cheapflights users on 7/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/157:47 am
FSD
- ORD
Nonstop1h 52m
United Airlines
Wed 8/199:30 pm
ORD
- FSD
Nonstop1h 52m
United Airlines
Deal found 7/30![United Airlines logo]()
$289
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 8/1512:57 pm
FSD
- ORD
1 stop7h 32m
American Airlines
Sun 8/165:00 am
ORD
- FSD
1 stop7h 17m
American Airlines
Deal found 7/27![American Airlines logo]()
$296
This United Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/216:39 pm
FSD
- ORD
Nonstop1h 59m
United Airlines
Sun 8/238:40 am
ORD
- FSD
Nonstop1h 49m
United Airlines
Deal found 7/28![United Airlines logo]()
$259
This American Airlines deal was found by Cheapflights users on 7/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/215:23 pm
FSD
- ORD
Nonstop2h 11m
American Airlines
Mon 8/242:57 pm
ORD
- FSD
1 stop5h 34m
American Airlines
Deal found 7/30![American Airlines logo]()
$269
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/211:26 pm
FSD
- ORD
1 stop6h 04m
Delta
Fri 8/286:00 am
ORD
- FSD
1 stop6h 38m
Delta
Deal found 7/28![Delta logo]()
$279
This American Airlines deal was found by Cheapflights users on 8/1. 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 8/215:23 pm
FSD
- ORD
Nonstop2h 11m
American Airlines
Tue 8/251:50 pm
ORD
- FSD
1 stop6h 09m
American Airlines
Deal found 8/1![American Airlines logo]()
$284
This Delta deal was found by Cheapflights users on 8/1. 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 8/211:26 pm
FSD
- MDW
1 stop4h 35m
Delta
Mon 8/247:25 pm
MDW
- FSD
1 stop3h 26m
Delta
Deal found 8/1![Delta logo]()
$294
This Delta deal was found by Cheapflights users on 7/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/221:26 pm
FSD
- MDW
1 stop4h 35m
Delta
Sat 8/297:25 pm
MDW
- FSD
1 stop3h 26m
Delta
Deal found 7/30![Delta logo]()
$279
This American Airlines deal was found by Cheapflights users on 7/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:23 pm
FSD
- ORD
Nonstop2h 11m
American Airlines
Thu 9/33:00 pm
ORD
- FSD
Nonstop1h 53m
American Airlines
Deal found 7/30![American Airlines logo]()
$260
This United Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 8/296:39 pm
FSD
- ORD
Nonstop1h 59m
United Airlines
Tue 9/14:00 pm
ORD
- FSD
Nonstop1h 58m
United Airlines
Deal found 7/27![United Airlines logo]()
$307
One-way flights from Sioux Falls to ChicagoSearch for one-way flight options from Sioux Falls to Chicago. Find affordable one-way fares based on user searches. Data last updated August 1, 2026.
Search for one-way flight options from Sioux Falls to Chicago. Find affordable one-way fares based on user searches. Data last updated August 1, 2026.
This CheapOair deal was found by Cheapflights users on 7/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/308:48 pm
FSD
- ORD
1 stop13h 13m
Frontier
Deal found 7/30![Frontier logo]()
$101
This Kiwi.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 11/28:48 pm
FSD
- ORD
1 stop13h 13m
Frontier
Deal found 7/31![Frontier logo]()
$133
This CheapOair deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/288:56 pm
FSD
- ORD
1 stop16h 40m
Frontier
Deal found 7/29![Frontier logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 7/30. 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.
Fri 10/28:52 pm
FSD
- ORD
1 stop27h 31m
Frontier
Deal found 7/30![Frontier logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 9/258:52 pm
FSD
- ORD
1 stop27h 31m
Frontier
Deal found 7/29![Frontier logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 9/288:52 pm
FSD
- ORD
1 stop27h 31m
Frontier
Deal found 7/31![Frontier logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 10/267:31 pm
FSD
- ORD
1 stop14h 30m
Frontier
Deal found 7/29![Frontier logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 9/188:52 pm
FSD
- ORD
2 stops17h 25m
Frontier
Deal found 7/31![Frontier logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 7/30. 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.
Fri 10/308:48 pm
FSD
- MDW
2 stops25h 05m
Frontier
Deal found 7/30![Frontier logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 7/30. 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.
Sun 8/2310:00 pm
FSD
- MDW
2 stops36h 55m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 9/188:52 pm
FSD
- MDW
2 stops44h 54m
Frontier
Deal found 7/31![Frontier logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 10/289:56 pm
FSD
- MDW
2 stops39h 40m
Allegiant Air
Deal found 7/30![Allegiant Air logo]()
$244
Find flight deals from Sioux Falls to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Sioux Falls (FSD) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $200 (CheapOair) |
One-way from | $101 (CheapOair) |
Popular in | July |
Cheapest in | January |
Average price | $249 |
Good round-trip deal | $343 or less |
Good one-way deal | $308 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Sioux Falls to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 1, 2026.
Use the filters below to find and compare flights from Sioux Falls to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Sioux FallsChicago
FSD - ORD
FSDORD
Sioux Falls Joe Foss Field
Fri 10/16
7:31 pm-10:01 am
1 stop14h 30m
Chicago O'Hare Intl
Mon 10/19
11:06 am-6:36 pm
1 stop7h 30m
$265
Sioux FallsChicago
FSD - ORD
FSDORD
Sioux Falls Joe Foss Field
Sat 10/17
12:53 pm-9:20 pm
1 stop8h 27m
Chicago O'Hare Intl
Mon 10/19
5:07 pm-7:05 pm
Nonstop1h 58m
$269
Sioux FallsChicago
FSD - MDW
FSDMDW
Sioux Falls Joe Foss Field
Tue 11/10
8:28 am-11:50 am
1 stop3h 22m
Chicago Midway
Sat 11/14
12:30 pm-3:58 pm
1 stop3h 28m
$279
Sioux FallsChicago
FSD - ORD
FSDORD
Sioux Falls Joe Foss Field
Fri 8/28
1:26 pm-7:30 pm
1 stop6h 04m
Chicago O'Hare Intl
Sun 8/30
6:00 am-10:20 am
1 stop4h 20m
$279
Quickest round-trip
Sioux FallsChicago
FSD - ORD
FSDORD
Sioux Falls Joe Foss Field
Thu 9/3
6:39 pm-8:38 pm
Nonstop1h 59m
Chicago O'Hare Intl
Sun 9/6
9:30 pm-11:22 pm
Nonstop1h 52m
$328
Sioux FallsChicago
FSD - ORD
FSDORD
Sioux Falls Joe Foss Field
Sat 10/17
7:31 pm-8:15 am
2 stops12h 44m
Chicago O'Hare Intl
Mon 10/19
11:06 am-6:36 pm
1 stop7h 30m
$333
Sioux FallsChicago
FSD - ORD
FSDORD
Sioux Falls Joe Foss Field
Thu 8/27
1:26 pm-7:30 pm
1 stop6h 04m
Chicago O'Hare Intl
Thu 9/3
8:28 am-12:38 pm
1 stop4h 10m
$379
Sioux FallsChicago
FSD - MDW
FSDMDW
Sioux Falls Joe Foss Field
Thu 9/10
1:05 pm-6:19 pm
1 stop5h 14m
Chicago Midway
Tue 9/15
7:13 pm-10:51 pm
1 stop3h 38m
$426
Sioux FallsChicago
FSD - MDW
FSDMDW
Sioux Falls Joe Foss Field
Thu 9/3
5:00 am-8:39 am
1 stop3h 39m
Chicago Midway
Sun 9/6
4:52 pm-10:51 pm
1 stop5h 59m
$429
Sioux FallsChicago
FSD - ORD
FSDORD
Sioux Falls Joe Foss Field
Sat 8/29
1:33 pm-7:30 pm
1 stop5h 57m
Chicago O'Hare Intl
Tue 9/1
4:00 pm-5:58 pm
Nonstop1h 58m
$439
Showing 1-10 of 41 resultsSorted by cheapest first
Compare providers for flights from Sioux Falls 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 Sioux Falls to Chicago in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*1 star |
- Most accurate provider: When it comes to deals on Sioux Falls-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Sioux Falls-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Sioux Falls-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Sioux Falls-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 Sioux Falls-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 Sioux Falls to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Sioux Falls with our price prediction graph.
FSD-CHI
FSD-ORD
FSD-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 Sioux Falls to Chicago
FSD-CHI
FSD-ORD
FSD-MDW
What is the cheapest month to book a flight from Sioux Falls to Chicago?
Currently, November is the cheapest month in which you can book a flight from Sioux Falls to Chicago (average of $232). Flying from Sioux Falls to Chicago in June is currently the most expensive (average of $364). 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 FSD to CHI?
Find hourly flight availability from Sioux Falls to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 1, 2026.
A simple way to save on the total cost of your ticket is to fly from Sioux Falls to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 23% on your trip compared to booking a flight in the afternoon.
Weekly flight availability from Sioux Falls to Chicago
Explore weekly flight availability from Sioux Falls to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 1, 2026.
The most flights from FSD to CHI are scheduled on a Friday (19 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (5 on average).
How much does it cost to fly round-trip from Sioux Falls to Chicago?
Airfare is below average for this route at the moment.
Sioux Falls to Chicago flights typically cost between $249 and $364 in September.The cheapest round-trip price found within the last 5 days was $200 on Frontier (Sep 18-Sep 21).
How far ahead should I book a flight from Sioux Falls to Chicago?
The best time to book flights from Sioux Falls to Chicago is 45 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 Sioux Falls to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Sioux Falls to Chicago. Price data was last updated on July 25, 2026.
Travelers seeking maximum savings on their Sioux Falls to Chicago flight should consider departing on Friday evenings when fares are most often at their lowest. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated August 1, 2026.
Read through reviews of airlines operating flights from Sioux Falls to Chicago, such as Delta,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Food
7.2
Comfort
7.8
Entertainment
7.8
Overall
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Food
7.2
Comfort
7.8
Entertainment
7.8
Overall
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Food
7.2
Comfort
7.8
Entertainment
7.8
Overall
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Food
7.2
Comfort
7.8
Entertainment
7.8
Overall
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Related info for your journey
Find useful and relevant information for your journey from Sioux Falls to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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Other flights to Chicago
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Sioux Falls and Chicago flights
Browse other Sioux Falls and Chicago flight options. Last updated on August 1, 2026.
Other flights from Sioux Falls
Browse through other flights departing from Sioux Falls. Flights are based on user searches made on Cheapflights and were last updated on August 1, 2026.
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Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from Sioux Falls to Chicago
Discover the top 2 airlines that operate flights from Sioux Falls to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$189 | Average$266 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$189 | Average$324 | FlexibilityNo cancel fee | On-time69% |