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Oskaloosa

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Oskaloosa Flights as Low as $115

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

Contour Airlines
Fri, Aug 8 - Fri, Aug 8
ORD
O'Hare Intl.
BRL
Southeast Iowa Regional
$115 Roundtrip, found 13 hours ago
$115
Roundtrip
found 13 hours ago
Select Contour Airlines flight, departing Fri, Aug 8 from O'Hare Intl. to Southeast Iowa Regional, returning Fri, Aug 8, priced at $115 found 13 hours ago
Contour Airlines
Mon, Aug 4 - Fri, Aug 8
ORD
O'Hare Intl.
BRL
Southeast Iowa Regional
$120 Roundtrip, found 13 hours ago
$120
Roundtrip
found 13 hours ago
Select Contour Airlines flight, departing Mon, Aug 4 from O'Hare Intl. to Southeast Iowa Regional, returning Fri, Aug 8, priced at $120 found 13 hours ago
American Airlines
Tue, Jul 29 - Sun, Aug 3
ORD
O'Hare Intl.
DSM
Des Moines Intl.
$193 Roundtrip, found 4 days ago
$193
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Jul 29 from O'Hare Intl. to Des Moines Intl., returning Sun, Aug 3, priced at $193 found 4 days ago
Delta
Tue, Jul 29 - Sun, Aug 3
ORD
O'Hare Intl.
DSM
Des Moines Intl.
$223 Roundtrip, found 4 days ago
$223
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Jul 29 from O'Hare Intl. to Des Moines Intl., returning Sun, Aug 3, priced at $223 found 4 days ago
United
Tue, Jul 29 - Sun, Aug 3
ORD
O'Hare Intl.
DSM
Des Moines Intl.
$224 Roundtrip, found 4 days ago
$224
Roundtrip
found 4 days ago
Select United flight, departing Tue, Jul 29 from O'Hare Intl. to Des Moines Intl., returning Sun, Aug 3, priced at $224 found 4 days ago
American Airlines
Tue, Jul 29 - Sun, Aug 3
ORD
O'Hare Intl.
DSM
Des Moines Intl.
$233 Roundtrip, found 4 days ago
$233
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Jul 29 from O'Hare Intl. to Des Moines Intl., returning Sun, Aug 3, priced at $233 found 4 days ago
United
Fri, Aug 1 - Mon, Aug 4
ORD
O'Hare Intl.
DSM
Des Moines Intl.
$242 Roundtrip, found 6 days ago
$242
Roundtrip
found 6 days ago
Select United flight, departing Fri, Aug 1 from O'Hare Intl. to Des Moines Intl., returning Mon, Aug 4, priced at $242 found 6 days ago
Delta
Tue, Jul 1 - Sat, Jul 5
ORD
O'Hare Intl.
DSM
Des Moines Intl.
$244 Roundtrip, found 1 hour ago
$244
Roundtrip
found 1 hour ago
Select Delta flight, departing Tue, Jul 1 from O'Hare Intl. to Des Moines Intl., returning Sat, Jul 5, priced at $244 found 1 hour ago
Delta
Sat, Jun 28 - Sat, Jul 5
ORD
O'Hare Intl.
DSM
Des Moines Intl.
$248 Roundtrip, found 1 hour ago
$248
Roundtrip
found 1 hour ago
Select Delta flight, departing Sat, Jun 28 from O'Hare Intl. to Des Moines Intl., returning Sat, Jul 5, priced at $248 found 1 hour ago
Delta
Sun, Jun 29 - Sat, Jul 5
ORD
O'Hare Intl.
DSM
Des Moines Intl.
$249 Roundtrip, found 1 hour ago
$249
Roundtrip
found 1 hour ago
Select Delta flight, departing Sun, Jun 29 from O'Hare Intl. to Des Moines Intl., returning Sat, Jul 5, priced at $249 found 1 hour ago
United
Tue, Jul 1 - Fri, Jul 4
ORD
O'Hare Intl.
DSM
Des Moines Intl.
$249 Roundtrip, found 1 hour ago
$249
Roundtrip
found 1 hour ago
Select United flight, departing Tue, Jul 1 from O'Hare Intl. to Des Moines Intl., returning Fri, Jul 4, priced at $249 found 1 hour ago
United
Mon, Jun 30 - Fri, Jul 4
ORD
O'Hare Intl.
DSM
Des Moines Intl.
$255 Roundtrip, found 1 hour ago
$255
Roundtrip
found 1 hour ago
Select United flight, departing Mon, Jun 30 from O'Hare Intl. to Des Moines Intl., returning Fri, Jul 4, priced at $255 found 1 hour ago
United
Fri, Aug 1 - Mon, Aug 4
ORD
O'Hare Intl.
DSM
Des Moines Intl.
$257 Roundtrip, found 6 days ago
$257
Roundtrip
found 6 days ago
Select United flight, departing Fri, Aug 1 from O'Hare Intl. to Des Moines Intl., returning Mon, Aug 4, priced at $257 found 6 days ago
American Airlines
Tue, Jul 1 - Fri, Jul 4
ORD
O'Hare Intl.
DSM
Des Moines Intl.
$259 Roundtrip, found 1 hour ago
$259
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Tue, Jul 1 from O'Hare Intl. to Des Moines Intl., returning Fri, Jul 4, priced at $259 found 1 hour ago
United
Tue, Jul 29 - Sun, Aug 3
ORD
O'Hare Intl.
DSM
Des Moines Intl.
$265 Roundtrip, found 4 days ago
$265
Roundtrip
found 4 days ago
Select United flight, departing Tue, Jul 29 from O'Hare Intl. to Des Moines Intl., returning Sun, Aug 3, priced at $265 found 4 days ago
United
Wed, Aug 6 - Tue, Aug 12
BUR
Hollywood Burbank
BRL
Southeast Iowa Regional
$467 Roundtrip, found 13 hours ago
$467
Roundtrip
found 13 hours ago
Select United flight, departing Wed, Aug 6 from Hollywood Burbank to Southeast Iowa Regional, returning Tue, Aug 12, priced at $467 found 13 hours ago

Cheap Flights to Oskaloosa

Fall in love at first flight with your vacation to Oskaloosa by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Oskaloosa on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Oskaloosa, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Oskaloosa

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Oskaloosa with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the BRL airport.

What is the cheapest month to fly to Oskaloosa?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Oskaloosa are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Oskaloosa?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Oskaloosa.

What airport is best to fly into Oskaloosa?

When you’re planning your trip to Oskaloosa, convenience is the name of the game. Luckily, Oskaloosa Des Moines Intl. Airport is nearby so you can deplane and get going on checking off everything on your Oskaloosa must-do list.

How much are flights to Oskaloosa?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Oskaloosa on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $115, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Oskaloosa?

The trick to saving a stack of cash on your flight to Oskaloosa? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $115 right now, why wait?

Oskaloosa Flight Information
Destination airport
Southeast Iowa Regional
Destination airport IATA code
BRL
Roundtrip price
$114

Last Minute Hotel Deals in Oskaloosa

EverSpring Inn & Suites
EverSpring Inn & Suites
2.5 out of 5
2401 A Ave West, Oskaloosa, IA
Book a stay at this business-friendly hotel in Oskaloosa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8/10 Very Good! (596 reviews)
"The staff were lovely and friendly. Breakfast was more hit and miss over the weekend. Cutlery out of a dispenser was very hygienic, but coming from the UK I could not get used to the lack of recycling and throwaway culture of breakfast. I would go back and stay, and for anyone going for graduation ..."

Reviewed on Jun 3, 2025

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EverSpring Inn & Suites
Fairfield Inn & Suites by Marriott Oskaloosa
Fairfield Inn & Suites by Marriott Oskaloosa
2.5 out of 5
2325 COAL MINE LOOP, Oskaloosa, IA
Book a stay at this business-friendly hotel in Oskaloosa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (210 reviews)
"Staff was very nice! Very clean room and lobby."

Reviewed on Jun 17, 2025

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Fairfield Inn & Suites by Marriott Oskaloosa
Budget Inn Oskaloosa
Budget Inn Oskaloosa
2 out of 5
1210 A Avenue East, Oskaloosa, IA
Stay at this motel in Oskaloosa. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.6/10 Excellent! (219 reviews)
"Property was very clean. Bed was comfortable. No chair or table with chairs in the room except an office type chair at the desk that the TV was on but there was a whole corner of the room with nothing in it. I do not like sitting on the bed as it hurts my neck and back and if I were to sit in the ..."

Reviewed on Jun 16, 2025

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Budget Inn Oskaloosa
Quality Inn Oskaloosa
Quality Inn Oskaloosa
2.5 out of 5
306 S 17th St, Oskaloosa, IA
Book a stay at this business-friendly hotel in Oskaloosa. Enjoy free breakfast, free WiFi, and free parking. Popular attractions City Square Park and Oskaloosa ...
7.4/10 Good! (433 reviews)
"OK Stay"

Reviewed on Dec 31, 2024

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Quality Inn Oskaloosa
Modern Oskaloosa Cabin w/ 2 Acres & On-site Trails
Modern Oskaloosa Cabin w/ 2 Acres & On-site Trails
3 out of 5
Oskaloosa
Stay at this cottage in Oskaloosa. Enjoy free parking, patios, and air conditioning. Popular attraction Edmundson Golf Course is located nearby.
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Modern Oskaloosa Cabin w/ 2 Acres & On-site Trails
Econo Lodge
Econo Lodge
2 out of 5
1315 A Avenue East, Oskaloosa, IA
Stay at this hotel in Oskaloosa. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions City Square Park and Oskaloosa Public Library are ...
"Service very efficient"

Reviewed on May 16, 2023

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Econo Lodge
Hotel O Oskaloosa - Hwy 63/92
Hotel O Oskaloosa - Hwy 63/92
2.5 out of 5
2278 Highway 63 North, Oskaloosa, IA
Stay at this motel in Oskaloosa. Enjoy free WiFi, free parking, and room service. Popular attractions Nelson Pioneer Farm Museum and VanderWilt Park are located ...
"Love staying here during the Nationals. They are always friendly and take care of us. The housekeeper always makes sure we have fresh towels and wash rags. The liquor store and cigar shop connected is a bonus."

Reviewed on Aug 26, 2024

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Hotel O Oskaloosa - Hwy 63/92
Baymont by Wyndham Pella
Baymont by Wyndham Pella
2.5 out of 5
2104 Washington St, Pella, IA
Book a stay at this business-friendly hotel in Pella. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (930 reviews)
"Didn't feel private. We could hear conversations in the hall clearly, which made us feel we would be heard in the hall. Room was clean and jacuzzi worked OK. AC didnt remove the humidity, so ot was sticky in the room"

Reviewed on Jun 18, 2025

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Baymont by Wyndham Pella
See all 98 properties in Oskaloosa
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.