Cheap Flights from Chicago (MDW) to Ann Arbor (ARB)

Popular airlines from Chicago Midway Airport (MDW) to Ann Arbor, MI (ARB-Ann Arbor Municipal)

Alternative airports near Ann Arbor

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Detroit Metropolitan Wayne County DTW. Cheapest option available. Average driving time to city center is 31 minutes. Flights from $247
DTW
Detroit Metropolitan Wayne County
Cheapest
Average driving time to city center31 min
Flights from $247

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Ann Arbor, MI (ARB-Ann Arbor Municipal) cost?
Get a cheap one-way flight or cheap return flight from Midway Intl. Airport (MDW) to Ann Arbor, MI (ARB-Ann Arbor Municipal) 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 Ann Arbor, MI (ARB-Ann Arbor Municipal)?
The cheapest month to fly from MDW to ARB is , when there's less demand. Off-peak months are typically when you'll find cheap fares for travel between these airports.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Ann Arbor, MI (ARB-Ann Arbor Municipal)?
To find the cheapest airline flying from MDW to ARB, use Expedia's filter tool. Tailor your search based on what matters most to you, such as preferred carriers and seat class. You can then sort your results by "Price (lowest to highest)" to see the cheapest flights first.
How many flights per day from Midway Intl. Airport (MDW) to Ann Arbor, MI (ARB-Ann Arbor Municipal)?
There are no daily direct flights departing from Midway Intl. Airport (MDW) to Ann Arbor, MI (ARB-Ann Arbor Municipal). But you can book flights with layovers. Filter your search on Expedia to include one or more stops, and you'll be on your way in no time at all.
What day of the week has the most flights from MDW to ARB?
You'll generally find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can change from season to season and during public holidays or peak travel times.*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 Ann Arbor, MI (ARB-Ann Arbor Municipal)?
Choose a flight from Midway Intl. Airport (MDW) to Ann Arbor, MI (ARB-Ann Arbor Municipal) that takes off before 3 PM to reduce the likelihood of delays. Later departures are on average 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.
What airports do you fly into for Ann Arbor from Midway Intl. Airport (MDW)?
Detroit Metropolitan Wayne County Airport (DTW) is the only airport in Ann Arbor with direct flights from Midway Intl. Airport (MDW). Check out the options and find cheap fares on Expedia.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Ann Arbor, MI (ARB-Ann Arbor Municipal) last-minute?
Holding off until just before your trip to book your flight from MDW to ARB often results in higher prices. While you may come across some last-minute deals, there's no guarantee. Be flexible with your itinerary for the best chance of scoring a bargain.
Is it cheaper to book a MDW to ARB flight and hotel package?
Compared with arranging flights and hotels separately, booking a MDW to ARB flight and hotel package with Expedia could lead to significant savings. Better still, having everything in one place will take the hassle out of travel planning. Simply secure your flights and select from our extensive range of hotels, then personalize your trip with extras like activities, tours and car rentals.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Ann Arbor, MI (ARB-Ann Arbor Municipal)?
If you reserved your MDW to ARB flight in the last 24 hours, you may be able to modify or cancel it without fees. Depending on the airline and the type of fare you have, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal for more information.

Travel information

Origin airport
Midway Intl.
Destination airport
Ann Arbor Municipal
Distance
207 mi

Book with confidence

Chicago to Ann Arbor Flights

The cheapest times to fly from Chicago to Ann Arbor

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

 

The best time to book a flight from Chicago to Ann Arbor

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

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 Ann Arbor 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 Ann Arbor 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 Ann Arbor 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 Ann Arbor Flights

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*Available to One Key members.