$144 Cheap Flights to Oelwein, IA

View $144 flight on Wed, May 6, 2026Opens in a new window

Popular airlines to Oelwein

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How much is the cheapest flight to Oelwein?

Prices were available within the past 7 days and start at $144 for one-way flights and $204 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Thu, May 7 - Sun, May 10
ORD
Chicago
ALO
Waterloo
$204 Roundtrip, just found
$204
Roundtrip
just found
Select American Airlines flight, departing Thu, May 7 from Chicago to Waterloo, returning Sun, May 10, priced at $204 just found
American Airlines
Sun, Sep 13 - Sat, Sep 19
ORD
Chicago
ALO
Waterloo
$224 Roundtrip, found 5 days ago
$224
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sun, Sep 13 from Chicago to Waterloo, returning Sat, Sep 19, priced at $224 found 5 days ago
American Airlines
Thu, May 7 - Sun, May 10
ORD
Chicago
ALO
Waterloo
$244 Roundtrip, just found
$244
Roundtrip
just found
Select American Airlines flight, departing Thu, May 7 from Chicago to Waterloo, returning Sun, May 10, priced at $244 just found
American Airlines
Sun, Sep 13 - Sat, Sep 19
ORD
Chicago
ALO
Waterloo
$264 Roundtrip, found 5 days ago
$264
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sun, Sep 13 from Chicago to Waterloo, returning Sat, Sep 19, priced at $264 found 5 days ago
American Airlines
Fri, Apr 24 - Sun, Apr 26
ORD
Chicago
ALO
Waterloo
$274 Roundtrip, found 2 days ago
$274
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Apr 24 from Chicago to Waterloo, returning Sun, Apr 26, priced at $274 found 2 days ago

Frequently asked questions

What month is the cheapest to fly to Oelwein?
May is the cheapest month to fly to Oelwein. There's less demand then, so you're likely to get a good deal. Planning your trip outside of major holidays and school breaks could also help you save.
Which US cities have the cheapest flights to Oelwein?
Get cheap flights to Oelwein from Chicago, Dallas and Denver. These cities usually offer the best fares to this destination. But remember that holiday periods, demand and stopovers will also influence rates, so stay flexible and book when you see a bargain.
Which US cities fly direct to Oelwein?
Pick from 13 US destinations with direct flights to Oelwein. When booking on Expedia, select the "Direct flights only" filter to find nonstop options. Fly to Oelwein from any of these leading cities:

  • Chicago
  • Dallas
  • Denver
  • Phoenix
  • Minneapolis - St. Paul

How to find a cheap flight to Oelwein?
To snag cheap flights to Oelwein, book early and visit during the off-peak months of December and January. Want an insider tip? Depart on a Thursday and save around 16% on average compared to those who travel on a Sunday.* Set up price tracking on the Expedia app and we'll let you know as soon as your fares drop.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to Oelwein?
It's possible to get cheap deals on last-minute departures to Oelwein, especially if your travel plans aren't set in stone. Consider flying from a different hub, changing your dates or selecting another carrier to get a cheap flight to Oelwein.
How far in advance should I book a flight to Oelwein?
Secure the departure dates you want and a price that works with your budget by booking your domestic flight to Oelwein up to 28 days in advance. Search for tickets two to four months ahead if you're headed to Oelwein from an international destination.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to Oelwein?
You can usually get cheap flights to Oelwein on a Sunday. You'll save around 8% on average compared to booking on a Friday, which is typically the most expensive day to book.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which airlines fly to Oelwein?
There are 4 airlines that connect Oelwein with 8 airports across the world. The primary gateway to this city is Eastern Iowa Airport (CID). Book a fare with any of these top airlines to Oelwein:

  • United Airlines
  • American Airlines
  • Delta Air Lines
  • Frontier Airlines

Where do you fly into Oelwein?
Waterloo Regional Airport (ALO) is the main airport for travelers flying to Oelwein. Or you can land at Eastern Iowa Airport (CID). Compare fares between the two airports to find the cheapest or easiest way to fly to Oelwein.
How far is the airport from central Oelwein?
You'll be about 25 mi west of central Oelwein after arriving at Waterloo Regional Airport (ALO).
Can I save money by booking an Oelwein trip package?
Book an Oelwein flight and hotel package deal on Expedia, and you could make significant savings. It's easy to bundle your accommodations and flights, and you can also add car rentals and activities to create your own personalized Oelwein vacation. Plus, nothing beats the convenience of booking everything in one place.
Can I change or cancel my flight to Oelwein?
You can usually change or cancel your flight to Oelwein within 24 hours of booking. However, keep in mind that some flights are non-refundable. In those cases, you may receive a credit toward future travel rather than a direct refund. Be sure to check the airline's terms of service in your itinerary for specific details. Use Expedia's "No cancel fee" or "Changes included" filters during your search to find cheap flights to Oelwein with flexible change policies. To learn more, head to our Customer Service Portal.

*Flight schedules are subject to change.

*Available to One Key members.

 

Travel information

Destination airport
Waterloo Regional
Destination airport IATA code
ALO
Destination city name
Waterloo
Roundtrip price
$203

Trending flights to Oelwein

Prices were available within the past 7 days and start at $144 for one-way flights and $204 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Fri, May 22 - Mon, May 25
ORD
Chicago
ALO
Waterloo
$204 Roundtrip, found 23 hours ago
$204
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Fri, May 22 from Chicago to Waterloo, returning Mon, May 25, priced at $204 found 23 hours ago

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