
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 September 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $280 (CheapOair) |
One-way from | $135 (Kiwi.com) |
Popular in | July |
Cheapest in | January |
Average price | $321 |
Good round-trip deal | $381 or less |
Good one-way deal | $367 or less |
Fly from
Fly to
Route
Depart
Return
Sioux FallsChicago
FSD Sioux Falls Joe Foss Field - MDW Chicago Midway
FSDMDW
Sioux Falls Joe Foss Field
Mon 10/19
8:44 pm-2:35 pm
2 stops41h 51m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
Sioux FallsChicago
FSD Sioux Falls Joe Foss Field - ORD Chicago O'Hare Intl
FSDORD
Sioux Falls Joe Foss Field
Tue 11/17
5:00 pm-4:41 pm
1 stop23h 41m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
Sioux FallsChicago
FSD Sioux Falls Joe Foss Field - ORD Chicago O'Hare Intl
FSDORD
Sioux Falls Joe Foss Field
Sat 11/14
8:31 am-9:33 pm
1 stop13h 02m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
Sioux FallsChicago
FSD Sioux Falls Joe Foss Field - ORD Chicago O'Hare Intl
FSDORD
Sioux Falls Joe Foss Field
Sun 10/18
11:15 am-1:12 pm
Nonstop1h 57m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
Sioux FallsChicago
FSD Sioux Falls Joe Foss Field - ORD Chicago O'Hare Intl
FSDORD
Sioux Falls Joe Foss Field
Mon 10/19
7:50 am-9:42 am
Nonstop1h 52m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
Sioux FallsChicago
FSD Sioux Falls Joe Foss Field - ORD Chicago O'Hare Intl
FSDORD
Sioux Falls Joe Foss Field
Thu 11/12
7:48 am-9:45 am
Nonstop1h 57m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
Sioux FallsChicago
FSD Sioux Falls Joe Foss Field - ORD Chicago O'Hare Intl
FSDORD
Sioux Falls Joe Foss Field
Tue 11/17
7:48 am-9:45 am
Nonstop1h 57m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
Sioux FallsChicago
FSD Sioux Falls Joe Foss Field - ORD Chicago O'Hare Intl
FSDORD
Sioux Falls Joe Foss Field
Mon 12/14
3:14 pm-5:14 pm
Nonstop2h 00m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
Sioux FallsChicago
FSD Sioux Falls Joe Foss Field - ORD Chicago O'Hare Intl
FSDORD
Sioux Falls Joe Foss Field
Wed 11/18
7:48 am-9:45 am
Nonstop1h 57m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
Sioux FallsChicago
FSD Sioux Falls Joe Foss Field - ORD Chicago O'Hare Intl
FSDORD
Sioux Falls Joe Foss Field
Sat 11/21
3:10 pm-5:05 pm
Nonstop1h 55m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
| 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 |
Everything you need to know about your flight from Sioux Falls to Chicago
Boarding
Entertainment
Comfort
Crew
Food
Overall
Reviews
Jennifer,Sep 2026
ORD - LGA
Boarding
Entertainment
Comfort
Crew
Food
Overall
Reviews
Jennifer,Sep 2026
ORD - LGA
Boarding
Entertainment
Comfort
Crew
Food
Overall
Reviews
Jennifer,Sep 2026
ORD - LGA
Boarding
Entertainment
Comfort
Crew
Food
Overall
Reviews
Jennifer,Sep 2026
ORD - LGA
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.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$189 | Average$307 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$189 | Average$335 | FlexibilityNo cancel fee | On-time69% |