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

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

  • Plan, book, fly with confidence

  • trending down icon
    Be in the know
    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon
    Book smarter
    Save up to 30% on select hotels after you book a flight*
  • one key icon
    Earn twice
    Earn your airline miles on top of our OneKeyCash
    Learn about One Key
Find available prices by choosing your travel dates.
Flights from Chicago (CHI) to Ann Arbor (ARB)
Origin airport
CHI-All Airports
Destination airport
Ann Arbor Municipal
Distance
251 mi

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.

Frequently asked questions

How much is a flight from Chicago, IL (CHI-All Airports) to ARB?
If you’re traveling between Chicago, IL (CHI-All Airports) and ARB, round-trip journeys start from . This price is based on airfares listed within the last 7 days on Expedia for flights departing within the next year, so don’t let a good deal slip through your fingers. Book now and save yourself money and time. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Chicago, IL (CHI-All Airports) to ARB?
Most flights can be canceled online, but every air carrier has its own terms and conditions. If you do decide to cancel your flight, check out our Customer Service Portal and follow the instructions.
How do I find cheap flights from Chicago, IL (CHI-All Airports) to ARB that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for Chicago, IL (CHI-All Airports) to ARB flights, you’ll see a “no change fees” filter for you to select.
How far is the flight from Chicago, IL (CHI-All Airports) to ARB?
The distance from Chicago, IL (CHI-All Airports) (CHI) to ARB (ARB) is just 255 mi. You’ll be disembarking the plane and collecting your bags from the carousel in next to no time.
Which airlines fly direct from Chicago, IL (CHI-All Airports) to ARB?
Flying nonstop between Chicago, IL (CHI-All Airports) and ARB isn’t possible at the moment. However, you’ll still be able to book a flight to Ann Arbor with at least one stop.
Are Chicago, IL (CHI-All Airports) to ARB flight tickets cheaper when they're purchased at the last minute?
Booking your trip from Chicago, IL (CHI-All Airports) to ARB last minute could be your ticket to a great deal. However, it could end up costing a good deal more! If you’d rather not take any chances, book well ahead of your departure date. In fact, Expedia has some of the best bargains up to a year in advance. If your preferred air carrier hasn’t released tickets yet, check back often as deals are updated all the time on Expedia.

Explore a world of travel with Expedia

*Available to One Key members.