Cheap Flights from Chicago (MDW) to Dubuque (DBQ)

Popular airlines from Chicago Midway Airport (MDW) to Dubuque, IA (DBQ-Dubuque Regional)

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Flights from Chicago (MDW) to Dubuque (DBQ)
Origin airport
Midway Intl.
Destination airport
Dubuque Regional
Distance
157 mi

Chicago to Dubuque Flights

The cheapest times to fly from Chicago to Dubuque

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 Dubuque are during the month of . You can find some of the cheapest flights from Chicago to Dubuque with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Dubuque

Sunday is one of the best days to book for cheap flights from Chicago to Dubuque: 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 Dubuque

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 Dubuque 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 Dubuque 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 Dubuque 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.

 

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Dubuque Regional Airport (DBQ) cost?
Discover the latest flight deals from MDW to DBQ by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from MDW to DBQ?
The cheapest flights from MDW to DBQ are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Midway Intl. Airport (MDW) to Dubuque Regional Airport (DBQ)?
You can't fly directly from Chicago, IL (MDW-Midway Intl.) to Dubuque Regional Airport (DBQ). However, you'll find other airports that offer nonstop flights. Hop on your plane at O'Hare Intl. Airport (ORD) and head straight to Dubuque without any detours.
What is the cheapest airline that flies from MDW to DBQ?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll take you from MDW to DBQ. Sort your results by "Price (lowest to highest)" to snap up a great deal.
How many flights per day from Midway Intl. Airport (MDW) to Dubuque Regional Airport (DBQ)?
You'll need to hop on a flight with a layover when traveling from Midway Intl. Airport (MDW) to Dubuque Regional Airport (DBQ). Direct flights don't operate daily on this route. However, simply filter your search to include one or more stops to find an option that works for you.
What day of the week has the most flights from MDW to DBQ?
Typically you'll find the widest variety of flight choices on a Friday. Tuesdays are often the quietest.* However, this can vary depending on the time of year, carrier and other factors.*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 Dubuque Regional Airport (DBQ)?
To avoid potential delays on the Midway Intl. Airport (MDW) to Dubuque Regional Airport (DBQ) route, travel before 3 PM. Flights after this time are 22% more likely to be 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 Dubuque Regional Airport (DBQ) last-minute?
Last-minute bookings from MDW to DBQ are usually more expensive. To secure the best prices, start searching for flights as early as possible. That said, if you're flexible with your travel plans, it's possible to find a cheap fare right before your trip.
Is it cheaper to book a MDW to DBQ flight and hotel package?
You'll typically save money by booking a MDW to DBQ 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 everything in one place. Once you've selected your preferred accommodations and flights, consider other add-ons like activities, tours and car rentals.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Dubuque Regional Airport (DBQ)?
If you booked your MDW to DBQ flight in the last 24 hours, you may be able to modify or cancel it at no cost. Depending on the airline and the type of ticket you purchased, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal if you want more information.

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*Available to One Key members.