$101 Find Cheap Flights from Chicago to South Dakota

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to South Dakota departing on 4/20. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to South Dakota

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to South Dakota, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to South Dakota, as well as popular online travel agencies
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Cheap Flights from Chicago to South Dakota

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Rapid City
Rapid Citynonstop$209
Sioux Falls
Sioux Falls1 stop$177
Rapid City
Rapid Citynonstop$209
Sioux Falls
Sioux Falls1 stop$177

Book Cheap Chicago to South Dakota Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to South Dakota that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to South Dakota

Thu, Mar 26 - Sun, Mar 29
Delta Logo
6:15 am - 10:21 am
ORD
-
FSD
4h 06m
1 stop
Delta Logo
5:00 am - 8:40 am
FSD
-
ORD
3h 40m
1 stop
$177Delta
Tue, Mar 24 - Tue, Mar 31
Delta Logo
7:20 pm - 11:04 pm
MDW
-
FSD
3h 44m
1 stop
Delta Logo
8:00 am - 1:25 pm
FSD
-
MDW
5h 25m
1 stop
$177Delta
Tue, Mar 24 - Tue, Mar 31
Delta Logo
7:20 pm - 11:04 pm
MDW
-
FSD
3h 44m
1 stop
Delta Logo
8:00 am - 5:54 pm
FSD
-
MDW
9h 54m
2 stops
$182Delta
Thu, Mar 26 - Sun, Mar 29
United Airlines Logo
8:10 pm - 10:02 pm
ORD
-
FSD
1h 52mnonstop
United Airlines Logo
6:35 pm - 8:32 pm
FSD
-
ORD
1h 57mnonstop
$189United Airlines
Thu, Apr 9 - Thu, Apr 16
American Airlines Logo
12:54 pm - 2:47 pm
ORD
-
FSD
1h 53mnonstop
American Airlines Logo
7:39 pm - 9:34 pm
FSD
-
ORD
1h 55mnonstop
$190American Airlines
Thu, Apr 9 - Sun, Apr 12
Delta Logo
6:15 am - 12:53 pm
ORD
-
FSD
6h 38m
1 stop
Delta Logo
1:34 pm - 7:44 pm
FSD
-
ORD
6h 10m
1 stop
$193Delta
Wed, Mar 25 - Sun, Mar 29
Delta Logo
7:20 pm - 11:04 pm
MDW
-
FSD
3h 44m
1 stop
Delta Logo
5:00 am - 8:50 am
FSD
-
MDW
3h 50m
1 stop
$193Delta
Fri, Jul 17 - Mon, Jul 20
United Airlines Logo
7:40 pm - 9:38 pm
ORD
-
FSD
1h 58mnonstop
United Airlines Logo
7:40 am - 9:36 am
FSD
-
ORD
1h 56mnonstop
$198United Airlines
Fri, May 1 - Tue, May 5
American Airlines Logo
9:45 am - 11:23 am
ORD
-
RAP
2h 38mnonstop
American Airlines Logo
11:53 am - 3:20 pm
RAP
-
ORD
2h 27mnonstop
$209American Airlines
Thu, Apr 23 - Mon, Apr 27
Multiple Airlines Logo
7:15 pm - 5:21 pm
ORD
-
FSD
22h 06m
1 stop
Multiple Airlines Logo
6:11 pm - 9:17 pm
FSD
-
ORD
27h 06m
1 stop
$239Multiple Airlines
Booking Insights

KAYAK's insights & trends for Chicago to South Dakota flights

Get data-powered insights and trends into flights from Chicago to South Dakota to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago to South Dakota?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to South Dakota departing in March.

What is the cheapest Chicago to South Dakota flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to South Dakota from Chicago found in the last 72 hours was to Sioux Falls, at $189 round-trip. The most popular route is from Chicago O'Hare Intl Airport (ORD) to Sioux Falls (FSD), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $189.

Can I save money by flying with a layover from Chicago to South Dakota?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $297, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Chicago to South Dakota?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to South Dakota, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to South Dakota is September, when tickets cost $285 (return) on average. On the other hand, the most expensive months are November and January, when the average cost of round-trip tickets is $536 and $459 respectively.

What’s the cheapest day of the week to fly from Chicago to South Dakota?

The average price of all round-trip flights from Chicago to South Dakota clicked on KAYAK for each day over the last 12 months.

When flying from Chicago to South Dakota, you should consider leaving on a Wednesday and avoid Mondays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Tuesdays and the most expensive ones on Mondays.

How far in advance should I book a flight from Chicago to South Dakota?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to South Dakota, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to South Dakota, you should book around 7 weeks before departure, which saves you about 27% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 20 weeks before departure.

Good to know

Low seasonNovember
Cheapest flight$101
Best time to beat the crowds but there is an average 34% increase in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from Chicago O'Hare Airport to Sioux Falls

FAQs - booking South Dakota flights

  • How does KAYAK find such low prices on flights from Chicago to South Dakota?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to South Dakota.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to South Dakota?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago to South Dakota is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to South Dakota?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago to South Dakota with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to South Dakota?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago to South Dakota up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to South Dakota?

    The cheapest time of day to fly to South Dakota is generally in the afternoon, when round-trip flights cost $209 on average. Morning departures are around 27% more expensive than evening flights, on average. The most expensive time of day to fly to South Dakota is generally at night, which is peak travel time and where the average cost of a ticket is $356.

Reviews of the top 3 airlines serving from Chicago to South Dakota

 
See real verified KAYAK customer reviews for airlines flying from Chicago to South Dakota. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to South Dakota? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8242 reviews
7.2Food
7.9Comfort
8.5Crew
8.1Boarding
7.8Entertainment
Airline reviews

Seat was extremely hard which made even a short 1 hour 20 minute flight fairly uncomfortable.

8.0 ExcellentSharon, Feb 2026
CVG - ATL
Read more Delta reviews

Seat was extremely hard which made even a short 1 hour 20 minute flight fairly uncomfortable.

Everything was good except wifi and a leaking drink chiller. The floor was all wet and my bag was soaked. Did not notice until debarking. Have not heard back from Delta. Even though this was leg one of an international flight in first class, they denied access to their Sky Club - very disappointing!

The staff was fine. The plane was extremely tight, and I paid for the wifi and it did not work at all. I was actually going to ask for a refund.

two hour delay and the Delta representative on the PA system was unable to understand

An awesome flight crew. FC seat cushion just doesn’t cut it for a 3+ hour flight.

2+hrs delay without any reason provided and a cramped flight

We waited an hour on the runway to get a gate in Orlando

Flight was delayed by 3-hours and their fix was… complimentary pretzels.

Flight was delayed due to crew being not on time

Flight crew issues delayed my flight by 2 1/2 hours. Causing me to miss my connection.

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

Great flight. On time boarding. Smooth flight and on time arrival at EWR. The flight crew was marvelous and there was a great selection of movies on the entertainment system. Our bags were at the carousel before we got there. Another excellent flight from United.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Delayed an hour due to operational issues. Minimal apologies or care for the significant inconvenience caused. Landed at nearly 1am and they still couldn’t find ground staff to get us off the plane promptly.

The aircraft had several problems - from excess fuel to non operational ac. Two hours of delay in Chicago could have been avoided with proper planning and aircraft maintenance.

Crew in Columbia was not prepared for landing. It was a bit of a disaster and getting bags took forever.

We were upgraded to First Class and it was a great flight

Everything you need to know for your flight from Chicago to South Dakota

Cabin class types available on flights to South Dakota

Cabin classes available on flights to South Dakota. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.