Cheap Flights from Chicago (MDW) to Waterloo (ALO)

Popular airlines from Chicago Midway Airport (MDW) to Waterloo, IA (ALO-Waterloo Regional)

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Waterloo Regional Airport (ALO) cost?
Snag a cheap one-way flight or cheap return flight from Midway Intl. Airport (MDW) to Waterloo Regional Airport (ALO) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Midway Intl. Airport (MDW) to Waterloo Regional Airport (ALO)?
is the most affordable month to fly from MDW to ALO. Avoiding peak travel times is often the key to landing a great deal.
Which airlines fly direct from Midway Intl. Airport (MDW) to Waterloo Regional Airport (ALO)?
Although Chicago, IL (MDW-Midway Intl.) has no direct flights to Waterloo Regional Airport (ALO), other airports have nonstop routes. Taking off from O'Hare Intl. Airport (ORD) will get you to Waterloo without any layovers.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Waterloo Regional Airport (ALO)?
Expedia's filter tool lets you easily compare different airlines, travel time and fares all in one place. Choose your preferences, then sort by "Price (lowest to highest)" to see which carrier offers the cheapest MDW to ALO flight.
How many flights per day from Midway Intl. Airport (MDW) to Waterloo Regional Airport (ALO)?
There are no daily direct flights from Midway Intl. Airport (MDW) to Waterloo Regional Airport (ALO). But you can choose flights with layovers. Filter your search results on Expedia to include one or two stops, and you'll be soaring above the clouds in no time at all.
What day of the week has the most flights from MDW to ALO?
You'll usually find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can vary from season to season and during peak travel times or public holidays.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Midway Intl. Airport (MDW) to Waterloo Regional Airport (ALO)?
To avoid possible delays on the Midway Intl. Airport (MDW) to Waterloo Regional Airport (ALO) route, aim to fly before 3 PM. Flights after this time have a 22% higher chance of being canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Waterloo Regional Airport (ALO) last-minute?
Waiting until right before your break to book a flight from MDW to ALO often results in higher prices. Although you may find some last-minute discounts, they're not always guaranteed. Be flexible with your travel plans to maximize your chances of snagging a bargain.
Is it cheaper to book a MDW to ALO flight and hotel package?
You'll generally save money by booking a MDW to ALO flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's simple to manage it all in one place. After choosing your preferred flights and accommodations, consider adding extras including car rentals, activities and tours.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Waterloo Regional Airport (ALO)?
In most instances, you can cancel or modify your MDW to ALO flight. However, there may be additional fees, especially if your booking was made more than 24 hours ago. Check your itinerary for the airline's fees and guidelines on flight changes, or if you'd like further information, head to our Customer Service portal.

Travel information

Origin airport
Midway Intl.
Destination airport
Waterloo Regional
Distance
244 mi

Book with confidence

Chicago to Waterloo Flights

The cheapest times to fly from Chicago to Waterloo

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Waterloo are during the month of . You can find some of the cheapest flights from Chicago to Waterloo with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Waterloo

Sunday is one of the best days to book for cheap flights from Chicago to Waterloo: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Waterloo

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Waterloo in 2025. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Waterloo flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Waterloo airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to Waterloo Flights

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*Available to One Key members.