Cheap Flights to Dickinson County from $50 (2026/2027)

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A lakeside path with trees and a wooden dock extending into the water.

Okoboji

Flights
Okoboji

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.

Fri, Oct 30 - Mon, Nov 2
BNA
Nashville Intl.
FSD
Sioux Falls Regional
$80 Roundtrip, found 22 hours ago
$80
Roundtrip
found 22 hours ago
Select Allegiant Air flight, departing Fri, Oct 30 from Nashville Intl. to Sioux Falls Regional, returning Mon, Nov 2, priced at $80 found 22 hours ago
Thu, Dec 10 - Sun, Dec 13
LAS
Harry Reid Intl.
FSD
Sioux Falls Regional
$94 Roundtrip, found 2 hours ago
$94
Roundtrip
found 2 hours ago
Select Allegiant Air flight, departing Thu, Dec 10 from Harry Reid Intl. to Sioux Falls Regional, returning Sun, Dec 13, priced at $94 found 2 hours ago
Fri, Dec 4 - Sun, Dec 13
AZA
Phoenix - Mesa Gateway
FSD
Sioux Falls Regional
$100 Roundtrip, found 4 days ago
$100
Roundtrip
found 4 days ago
Select Allegiant Air flight, departing Fri, Dec 4 from Phoenix - Mesa Gateway to Sioux Falls Regional, returning Sun, Dec 13, priced at $100 found 4 days ago
Fri, Nov 6 - Fri, Nov 13
PIE
St. Petersburg-Clearwater Intl.
FSD
Sioux Falls Regional
$138 Roundtrip, found 5 days ago
$138
Roundtrip
found 5 days ago
Select Allegiant Air flight, departing Fri, Nov 6 from St. Petersburg-Clearwater Intl. to Sioux Falls Regional, returning Fri, Nov 13, priced at $138 found 5 days ago
Fri, Oct 2 - Mon, Oct 5
DEN
Denver Intl.
FSD
Sioux Falls Regional
$153 Roundtrip, found 1 hour ago
$153
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, Oct 2 from Denver Intl. to Sioux Falls Regional, returning Mon, Oct 5, priced at $153 found 1 hour ago
Fri, Feb 5 - Sat, Feb 13
ORD
O'Hare Intl.
SUX
Sioux Gateway
$224 Roundtrip, found 4 days ago
$224
Roundtrip
found 4 days ago
Select United flight, departing Fri, Feb 5 from O'Hare Intl. to Sioux Gateway, returning Sat, Feb 13, priced at $224 found 4 days ago
Thu, Sep 17 - Sun, Sep 20
DEN
Denver Intl.
SUX
Sioux Gateway
$245 Roundtrip, found 4 days ago
$245
Roundtrip
found 4 days ago
Select United flight, departing Thu, Sep 17 from Denver Intl. to Sioux Gateway, returning Sun, Sep 20, priced at $245 found 4 days ago
Fri, Sep 18 - Mon, Sep 21
SAN
San Diego Intl.
FSD
Sioux Falls Regional
$250 Roundtrip, found 16 hours ago
$250
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Fri, Sep 18 from San Diego Intl. to Sioux Falls Regional, returning Mon, Sep 21, priced at $250 found 16 hours ago
Fri, Nov 13 - Sun, Nov 15
ORD
O'Hare Intl.
FSD
Sioux Falls Regional
$259 Roundtrip, found 2 days ago
$259
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Nov 13 from O'Hare Intl. to Sioux Falls Regional, returning Sun, Nov 15, priced at $259 found 2 days ago
OriginDestinationTravel DatesFlights From*
AZASioux FallsDecember 4 to December 13$100
PIESioux FallsNovember 6 to November 13$138
JAXSioux FallsSeptember 11 to September 15$309
BHMSioux FallsOctober 18 to October 24$319
COSSioux FallsNovember 6 to November 9$319
CLTSioux FallsOctober 27 to October 31$329
EWRSioux FallsSeptember 11 to September 12$359
STLSioux FallsSeptember 8 to September 10$534
DSMSioux FallsOctober 1 to October 4$569
CLTSioux CityOctober 13 to October 21$656
EWRFort DodgeSeptember 18 to September 20$676
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
AZASioux FallsAugust 28 to August 31$194
BHMSioux FallsAugust 29 to August 31$381
COSSioux FallsAugust 29 to August 31$384
*Prices include taxes and fees

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.
Opens in a new windowLake Okoboji Resort & Conference Center
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.
Opens in a new windowAmericInn by Wyndham Okoboji
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 breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions West Okoboji Lake and Higgins Museum are located nearby.
Opens in a new windowVintage Block Inn & Suites
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Bridges Bay Resort

Bridges Bay Resort

3.5 out of 5
630 Linden Drive Arnolds Park IA
Book a stay at this family-friendly resort in Arnolds Park. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions West Okoboji Lake and 'Boji Splash Indoor Waterpark Okoboji are located nearby.
Opens in a new windowBridges Bay Resort
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 $80. 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 17 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 October. 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. $80 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 $80 and $676 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.
How long is the average flight to Dickinson County?
The duration of a direct flight to Dickinson County can vary, but these are the average airborne times for a few major routes:

  • Chicago, IL (ORD-O'Hare Intl.) to Minneapolis - St. Paul Intl. Airport (MSP) - 1 hour and 40 minutes
  • Denver, CO (DEN-Denver Intl.) to Minneapolis - St. Paul Intl. Airport (MSP) - 1 hour and 52 minutes
  • Dallas, TX (DFW-Dallas-Fort Worth Intl.) to Minneapolis - St. Paul Intl. Airport (MSP) - 2 hours and 18 minutes

What can I expect on a flight to Dickinson County?
This depends a lot on your airline and where you're starting your journey from. Generally, most airlines offer things like warm meals, drinks and entertainment on long-haul services. Whether you're looking for business class flights to Dickinson County or cheap flights for family vacations, you'll be looked after from the moment you take off to the minute you land.