$28 Find Cheap Flights to Oskaloosa

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Oskaloosa departing on 5/27. 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 Oskaloosa

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$124
Typical prices: $307-$163
Frontier
Fri 5/1Mon 5/4
DEN - DSM • Non-stop
Cheapest non-stop
$110
Typical prices: $301-$163
Frontier
Fri 5/1Mon 5/4
DEN - DSM • Non-stop
Arrival airport
You can't fly directly to Oskaloosa. It is served by Des Moines (DSM), located 55.1 miles from Oskaloosa.
FAQs
FAQs
FAQs
FAQs
Top routes
Cheapest
Most popular
Insights
Insights
Insights
Insights
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Oskaloosa!
Flight Deals
Useful Info
Flight Deals

Cheap Flights to Oskaloosa

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Oskaloosa 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 to Oskaloosa

Fri, May 1 - Mon, May 4
Frontier Logo
10:25 am - 1:09 pm
DEN
-
DSM
1h 44mnonstop
Frontier Logo
8:23 pm - 9:32 pm
DSM
-
DEN
2h 09mnonstop
$124Frontier
Fri, May 8 - Mon, May 11
Frontier Logo
10:44 am - 1:31 pm
DEN
-
DSM
1h 47mnonstop
Frontier Logo
2:16 pm - 3:18 pm
DSM
-
DEN
2h 02mnonstop
$133Frontier
Fri, May 8 - Mon, May 11
Frontier Logo
10:44 am - 1:31 pm
DEN
-
DSM
1h 47mnonstop
Frontier Logo
2:16 pm - 3:18 pm
DSM
-
DEN
2h 02mnonstop
$134Frontier
Wed, May 6 - Wed, May 6
American Airlines Logo
9:30 am - 11:26 am
DFW
-
DSM
1h 56mnonstop
American Airlines Logo
2:16 pm - 11:23 pm
DSM
-
DFW
9h 07m
1 stop
$211American Airlines
Wed, Apr 22 - Wed, Apr 29
Southwest Logo
8:40 am - 5:55 pm
LAX
-
DSM
7h 15m
1 stop
Southwest Logo
6:30 pm - 10:05 pm
DSM
-
LAX
5h 35m
1 stop
$224Southwest
Wed, Apr 22 - Wed, Apr 29
Southwest Logo
2:05 pm - 9:15 pm
LAX
-
DSM
5h 10m
1 stop
Southwest Logo
6:55 am - 1:00 pm
DSM
-
LAX
8h 05m
2 stops
$230Southwest
Thu, May 14 - Tue, May 19
American Airlines Logo
9:00 am - 10:26 am
ORD
-
DSM
1h 26mnonstop
American Airlines Logo
8:56 am - 10:36 am
DSM
-
ORD
1h 40mnonstop
$231American Airlines
Thu, May 14 - Tue, May 19
Delta Logo
8:42 am - 12:24 pm
ORD
-
DSM
3h 42m
1 stop
Delta Logo
6:15 am - 1:01 pm
DSM
-
ORD
6h 46m
1 stop
$251Delta
Sun, Aug 2 - Sat, Aug 8
Allegiant Air Logo
3:16 pm - 4:40 pm
IAD
-
DSM
26h 24m
1 stop
Allegiant Air Logo
12:26 pm - 8:26 am
DSM
-
IAD
19h 00m
1 stop
$360Allegiant Air
Sat, May 16 - Tue, May 19
Delta Logo
8:00 am - 3:10 pm
JFK
-
DSM
8h 10m
1 stop
Delta Logo
6:41 pm - 1:06 am
DSM
-
JFK
5h 25m
1 stop
$365Delta
Useful Info

Good to know - Book Cheap Oskaloosa Plane Tickets

Low seasonJanuary
Cheapest flight$28
Best time to beat the crowds but there is an average 26% increase in price.
Most popular time to fly and prices are also 6% lower on average.
Flight from Denver to Des Moines

FAQs - booking Oskaloosa flights

  • How long is the flight to Oskaloosa?

    Flights from Chicago1h 35m
    Flights from Phoenix2h 55m
    Flights from Washington, D.C.2h 39m
    Flights from New York3h 06m
    Flights from Denver1h 56m
  • What is the cheapest flight to Des Moines?

    In the last 3 days, the cheapest flight deal to Des Moines was found on the route from Denver, at $124 return. The most popular connection is from Phoenix to Des Moines and KAYAK users have found round-trip deals for as low as $136 in the last 3 days.

  • Which airlines fly to Des Moines?

    Many airlines fly to Des Moines, the most common ones being American Airlines, United Airlines, and Delta. See the amount of flights per week for popular airlines flying to Des Moines.

  • How to fly to Oskaloosa?

    You cannot fly directly to Oskaloosa. KAYAK recommends you fly to Des Moines (DSM) (55.13 miles from Oskaloosa). From there you can rent a car or get a taxi.

  • What airports are near Oskaloosa?

    The closest airport is Des Moines (DSM) (55.13 mi). Other nearby airports are Cedar Rapids (CID) (63.03 mi) or Waterloo (ALO) (87.91 mi). KAYAK recommends you fly to Des Moines.

  • How far is Des Moines Airport from central Des Moines?

    The distance between Des Moines Airport and downtown Des Moines is 4 miles.

  • What is the name of Des Moines’s airport?

    Des Moines is served by Des Moines Airport, also commonly referred to as Des Moines or Des Moines Intl. The airport code is DSM.

  • How does KAYAK find such low prices on flights to Oskaloosa?

    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 to Oskaloosa.

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

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

  • What is the Hacker Fare option on flights to Oskaloosa?

    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 to Oskaloosa 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 to Oskaloosa?

    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 to Oskaloosa up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Oskaloosa

  • There is no major airport in Oskaloosa. It is instead served by Des Moines Airport.
  • Looking for cheap airfare to Oskaloosa? 25% of our users found round-trip tickets to Oskaloosa for the following prices or less: From Fort Lauderdale $160, from Miami $234, from Los Angeles $241
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Oskaloosa flight deals.

Reviews of the top 5 airlines flying to Oskaloosa

 
Need help choosing which airline to fly with from the United States to Oskaloosa? 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.
8.0
SouthwestOverall score based on 4329 reviews
8.6Crew
7.0Food
7.5Entertainment
8.1Boarding
8.0Comfort
Airline reviews

I have roller bag with food and medication told me I couldn't bring on my 2nd flight today. 15 years flying with SW never an issue with that bag.

2.0 MediocreStuart, Mar 2026
HOU - STL
Read more Southwest reviews

I have roller bag with food and medication told me I couldn't bring on my 2nd flight today. 15 years flying with SW never an issue with that bag.

Southwest continues to do less for more money. Flight attendants used to be fun and friendly. But now it’s like they don’t even see you. Such a shame.

Great flight. Good snacks and drinks. Grateful it was free. The flight from Nashville to louisville, i think her name was Tracy (not sure that's right) super awesome, nice and cheerful. She really enjoyed being at work today! She was the person who scanned the boarding pass on flight wn941. She should be recommended for a raise !

I liked it better when you were truer to your roots Am paying more for less fun

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

Boarding was easy. The seats are small and fairly uncomfortable

I was supposed to be on a later flight. When I showed up at the gate, the woman working there was extremely helpful getting moved up to this earlier flight.

We had a 5 hour delay on the tarmac in Baltimore

Long layover between flights to Long Island from BWI - need better coordination between flights

Arlene was a great flight attendant. I also liked how one of the other flight attendants gave us a heads up about snacks and asked everyone to remove their headphones when it was their turn to order. Good idea.

Long flight but comfortable and not freezing as I have experienced on Hawaiian flights to the islands. They gave us blankets just in case. Nice touch.

I haven’t flown economy in over 20 years but it was not bad. Room by my feet for my bag and seat was roomy enough. Surprised in a good way.

The flight was delayed 90 minutes The Gate was wrong The Restroom on Aircraft was not clean There was a half used water bottle in my seat

Delta is always a wonderful experience. A clean plane and the crew is really friendly.

Too many people are taking up space in the overhead bins with their extra piece of luggage. Since they cannot fit their backpacks or extra luggage piece under the seat in front of them, they store it in the overheads and thus taking up room for other passengers. It wasn’t only one or two persons; more like 12 or 13 passengers.

This was the worse experience. They delayed our flight twice and we still had to find another flight to get home sooner which was alos delayed. Also, the flight attendant named Ginny on DL9890 leaving at 4:13pm on 3/23/26 was extremely rude.

I love Delta the flight attendants were personable and the flight arrived 1/2 earlier thanks expected. All a plus. The gate agent was a bit flustered but even with that I still had a good experience. Her supervisor assisted me.

Got to fly my favorite plane, the Boeing 767-400ER, to Milan. The soft blush pink mood lighting during meal service was very beautiful and gorgeous. The service was top-notch, and our flights were on time. I highly recommend Delta.

I am still at the Airport! Delayed Delayed and Delyaed

Wonderful in-seat entertainment with seatback screens and huge selection of quality movies. The ability to bluetooth connect headphones was amazing.

Smooth and easy boarding, comfortable for the entire 5 hour flight, and the seat back entertainment was great! I appreciated all the features, from location info and maps, movies, the ability to connect with Bluetooth headphones, and good selection of movies. Food was good, normal airline snacks (I didn’t purchase anything)

They promise free wi-fi prior to boarding and then once on board you are informed you have to purchase wifi even after being a mileagePlus member.

I've been flying American mostly, and it's been very frustrating. This united flight makes me realize maybe the issue isn't flying, but the airline. United was a significantly better experience. The plane was more comfortable, with a normal amount of leg room (vs the ridiculous reductions AA has made), more comfortable seats, screens to watch movies. It was a much better experience!

Awful. No counter attendants. No dinner offered due to delays.

Horrible service no Wi-Fi connection on both leg of the flight and they are refusing to fix bad service

3 hour delay…. Nearly 2 hours sitting on tarmac. Do better, United. Or at least have the sense to not say “we hope you enjoyed your flight with us” upon disembarking.

Flights were on time. Free Wifi on plane. Everything was well organized.

During landing. 2 crew members passed 3 times by my lane and didn't notice that people in front of us had their site to the furthermore reclined... That was uncomfortable and could have been dangerous.

They delayed the flight from 9:00 to 11:55 At 11:45 they canceled the flight. I paid a premium price for the tickets with poor service

It was cold on the flight. The crew was very pleasant. I didn't order any food. We were delayed due to Captain waiting on maintenance log. He kept us informed though. The flight itself was smooth. I would definitely fly with Allegiant again!

I had a fantastic experience with Allegiant. I had wheelchair assistance and they helped me find my luggage and brought me to my car. Even loaded my luggage. Wonderful service!! Thank you Allegiant!

Superb. Staff great. Great flight. As with other airlines, seating too tight and restrictive.

There is not one likable thing about this airline. It’s starts with the deceptive pricing and continues through the whole flight. The worst staff I’ve ever experienced way over priced bags absolutely no food or drink (unacceptable and you should be embarrassed) the seats are cramped and uncomfortable there is no entertainment there is nothing about this trash airline that constitutes any amount of money. It’s worse than spirit and way more expensive it is disgraceful. Do not travel with Allegiant I repeat do not bother no matter what they say the price is it is never ever going to be the right choice I’m mind blown at how awful the entire experience was I’m embarrassed that I chose so poorly I cannot reiterate enough how beyond horrible this company and its staff are, not one person on this flight or at the airport is qualified to sweep up trash on a city sidewalk they should certainly never be given any job that requires a brain or manners or communication with human beings, what a disgrace to the human race. Your criminal chiselers and should be put out to pasture

Great flight. Friendly staff. Free snacks and drinks would be nice. I would love fewer taxes and fees added on.

My 90 year old father flew with me. He needed wheel chair assistance and is nearly deaf. The staff was amazing with him.

It was fine. Nobody was outstandingly friendly but no one was rude and everything was smooth . The captain thanked us for flying but no one greeted me as I walked on the plane or as I exited which is the least they could do lol

Clean, friendly, roomy. But check-in from the phone link was terrible. Repeated attempts wouldn’t save at the final step. Just kept spinning! It was very frustrating. Finally, I used the app (vs website link) to check-in which worked very smoothly on the first attempt.

Check in on the web portal was cumbersome! After several attempts I finally got the boarding pass.

Excellent flight and even arrived 23 min early. No entertainment , or wi fi on board, but I downloaded a couple of movies beforehand which kept me entertained. Really like flying Allegiant airlines.

The flight itself was excellent but the gate attendant made me check my carryon since she said it was an inch too big. I’ve had no problems with this carryon on recent flights on Qantas, Delta, Austrian, Southwest Airlines even though the overhead bins are the same size. there were other carryons in the bins that also looked larger than mine and there was room left in the bins for more. When I picked up my carryon from baggage claim one of the wheels had broken off.

The flight changed gates multiple times and flight had to be delayed multiple times

We called Kayak for a change due to the TSA situation in Atlanta. What we got was a canceled return flight (in error) and we had to find the mistake. Not happy with Kayak who blamed it on AA.

I was in last row so that is never great bc the person in front of me leaned his seat all the way back into me.

Delayed for mechanical and no updates on what was happening and how long the delay might be.

My flight from LGA was cancelled and my rebooked flight from JFK was delayed numerous times. I will now be getting home after 2am.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

On the return flight, arriving in Denver we sat on the tarmac in Denver for over 20 minutes.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The flight attendant in business class was excellent! Professional, friendly and attentive.

Everything you need to know for your flight to Oskaloosa