Flights To Dickinson County - Cheap Flights Starting at CA $406

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How Much Does it Cost To Fly To Dickinson County?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sat, Aug 29 - Tue, Sep 1
YYZ
Pearson Intl.
FSD
Sioux Falls Regional
CA $723 Roundtrip, found 6 days ago
CA $723
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Aug 29 from Pearson Intl. to Sioux Falls Regional, returning Tue, Sep 1, priced at CA $723 found 6 days ago
Thu, Jul 23 - Tue, Jul 28
YUL
Pierre Elliott Trudeau Intl.
FSD
Sioux Falls Regional
CA $726 Roundtrip, found 18 hours ago
CA $726
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Thu, Jul 23 from Pierre Elliott Trudeau Intl. to Sioux Falls Regional, returning Tue, Jul 28, priced at CA $726 found 18 hours ago
Fri, Jul 24 - Wed, Jul 29
YYZ
Pearson Intl.
FSD
Sioux Falls Regional
CA $744 Roundtrip, found 18 hours ago
CA $744
Roundtrip
found 18 hours ago
Select Delta flight, departing Fri, Jul 24 from Pearson Intl. to Sioux Falls Regional, returning Wed, Jul 29, priced at CA $744 found 18 hours ago
Fri, Jul 24 - Wed, Jul 29
YYZ
Pearson Intl.
FSD
Sioux Falls Regional
CA $744 Roundtrip, found 18 hours ago
CA $744
Roundtrip
found 18 hours ago
Select United flight, departing Fri, Jul 24 from Pearson Intl. to Sioux Falls Regional, returning Wed, Jul 29, priced at CA $744 found 18 hours ago
Thu, Jul 23 - Tue, Jul 28
YYZ
Pearson Intl.
FSD
Sioux Falls Regional
CA $756 Roundtrip, found 18 hours ago
CA $756
Roundtrip
found 18 hours ago
Select United flight, departing Thu, Jul 23 from Pearson Intl. to Sioux Falls Regional, returning Tue, Jul 28, priced at CA $756 found 18 hours ago
Tue, Jul 21 - Sun, Jul 26
YYZ
Pearson Intl.
FSD
Sioux Falls Regional
CA $757 Roundtrip, found 18 hours ago
CA $757
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Tue, Jul 21 from Pearson Intl. to Sioux Falls Regional, returning Sun, Jul 26, priced at CA $757 found 18 hours ago
Wed, Jul 15 - Mon, Jul 20
YYZ
Pearson Intl.
FSD
Sioux Falls Regional
CA $757 Roundtrip, found 6 days ago
CA $757
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Jul 15 from Pearson Intl. to Sioux Falls Regional, returning Mon, Jul 20, priced at CA $757 found 6 days ago
Wed, Jul 22 - Mon, Jul 27
YYZ
Pearson Intl.
FSD
Sioux Falls Regional
CA $828 Roundtrip, found 18 hours ago
CA $828
Roundtrip
found 18 hours ago
Select WestJet flight, departing Wed, Jul 22 from Pearson Intl. to Sioux Falls Regional, returning Mon, Jul 27, priced at CA $828 found 18 hours ago
Wed, Jul 22 - Mon, Jul 27
YVR
Vancouver Intl.
FSD
Sioux Falls Regional
CA $835 Roundtrip, found 18 hours ago
CA $835
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Wed, Jul 22 from Vancouver Intl. to Sioux Falls Regional, returning Mon, Jul 27, priced at CA $835 found 18 hours ago

Travelers ❤️ These Dickinson County 🏨

Lake Okoboji Resort & Conference Center

Lake Okoboji Resort & Conference Center

3 out of 5
1405 Highway 71 Okoboji IA
Book a stay at this golf hotel in Okoboji. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions West Okoboji Lake and Okoboji Summer Theatre are located nearby.
7.8/10 Good! (993 reviews)
"The room was clean but the hallway smelled like sewage. The pool was filthy and the hot tub was broke. The staff was very welcoming."

Reviewed on Jul 5, 2026

Opens in a new windowLake Okoboji Resort & Conference Center
Vintage Block Inn & Suites

Vintage Block Inn & Suites

2.5 out of 5
1107 Sanborn Ave Okoboji IA
Stay at this motel in Okoboji. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff in our reviews. Popular attractions West Okoboji Lake and Higgins Museum are located nearby.
8.8/10 Excellent! (594 reviews)
"Clean, inviting atmosphere, and near all the Okoboji action. Will stay there again!"

Reviewed on Jul 6, 2026

Opens in a new windowVintage Block Inn & Suites
AmericInn by Wyndham Okoboji

AmericInn by Wyndham Okoboji

3 out of 5
1005 Brooks Park Dr Okoboji IA
Book a stay at this golf hotel in Okoboji. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions West Okoboji Lake and Okoboji Summer Theatre are located nearby.
9/10 Wonderful! (627 reviews)
"Breakfast was good didn’t use hot tub"

Reviewed on Jul 5, 2026

Opens in a new windowAmericInn by Wyndham Okoboji
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Okoboji Inn & Suites

Okoboji Inn & Suites

2.5 out of 5
3400 Okoboji Ave Milford IA
Book a stay at this golf hotel in West Okoboji. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions West Okoboji Lake and Emerald Hills Golf Course are located nearby.
9.2/10 Wonderful! (551 reviews)
"Clean, spacious room, friendly staff."

Reviewed on Jun 29, 2026

Opens in a new windowOkoboji Inn & Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is the cheapest flight to Dickinson County?
Based on prices found over the last seven days, a roundtrip flight to Dickinson County started at as little as CA $723. If you can be flexible with your dates, it makes it easy to land a great bargain. This price was available on Travelocity for flights to Dickinson County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Dickinson County?
Work out your travel dates and then take off with any of the 16 airline companies that fly to Dickinson County. Consider booking with the popular air carrier, American Airlines. It operates around 290 flights a month to Milford, Dickinson County's major city, so finding your perfect fare should be a cinch.
What is the cheapest month to fly to Dickinson County?
Spend more of your money on epic experiences rather than airline tickets by hopping on a plane to Dickinson County in August. This is the best-priced month to jet off to this destination according to Travelocity's direct return flight demand from January to December last year. Scroll through our range of flights and get away on the cheap.
How can I check my flight status to Dickinson County?
There are a couple of useful ways to look up the status of your flight. You'll discover all the important information in our Trips portal, which is located at the top of our homepage. Sign in or create an account in seconds — you'll then be able to view and make changes to your bookings whenever you please. For those on the go, the Travelocity app can also help you look up the status of your flight to Dickinson County, as well as share details with any members of your family flying with you.
How do I find the best deals on flights to Dickinson County?
Snap up an incredible deal with Travelocity — our "Flexible dates" search option makes it so much easier. Enter the travel dates you want, then select the flexible dates box above your results to see the prices for surrounding days. CA $723 was the cheapest price for a roundtrip flight to Dickinson County in the last seven days on our site. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Dickinson County with Travelocity?
Where to begin! With our cheap flights to Dickinson County, rental cars, hotels, activities and more, you'll find all you need for the perfect getaway with Travelocity. Reserve your cheap family flights and make use of our 24/7 customer assistance and free cancellations on most hotels if you need. Our goal is to offer stress-free travel when you book with us so that you can spend less time worrying and more time relaxing with your family and friends.
What are the most popular flight routes to Dickinson County?
With terrific connections, arranging flights to Dickinson County couldn't be easier. Here's a selection of the most popular flight routes to this must-see travel destination:

  • Chicago, IL (ORD-O'Hare Intl.) to Minneapolis - St. Paul Intl. Airport (MSP) - 3,198 flights a month.
  • Denver, CO (DEN-Denver Intl.) to Minneapolis - St. Paul Intl. Airport (MSP) - 2,223 flights a month.
  • Dallas, TX (DFW-Dallas-Fort Worth Intl.) to Minneapolis - St. Paul Intl. Airport (MSP) - 2,166 flights a month.

How much is a flight to Dickinson County on average?
Roundtrip flights to Dickinson County were priced between CA $723 and CA $835 in the last seven days. If you see a ticket price that best fits your budget, act fast. Cheap deals don't wait around for long! These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.