$72 Cheap flight deals from Chicago (CHI) to Ann Arbor (DTT)

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This Weekend's Flight Deals from Chicago to Ann Arbor

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Jan 25 - Sat, Jan 31
ORD
O'Hare Intl.
DTW
Detroit Metropolitan Wayne County
$347 Roundtrip, found 6 hours ago
$347
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Sun, Jan 25 from O'Hare Intl. to Detroit Metropolitan Wayne County, returning Sat, Jan 31, priced at $347 found 6 hours ago
Sat, Jan 24 - Sun, Jan 25
RFD
Greater Rockford
DTW
Detroit Metropolitan Wayne County
$566 Roundtrip, found 6 days ago
$566
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Jan 24 from Greater Rockford to Detroit Metropolitan Wayne County, returning Sun, Jan 25, priced at $566 found 6 days ago
Sun, Jan 25 - Tue, Jan 27
MDW
Midway Intl.
DTW
Detroit Metropolitan Wayne County
$574 Roundtrip, found 3 days ago
$574
Roundtrip
found 3 days ago
Select Delta flight, departing Sun, Jan 25 from Midway Intl. to Detroit Metropolitan Wayne County, returning Tue, Jan 27, priced at $574 found 3 days ago

Airfares from $72 One Way, $137 Round Trip from Chicago to Ann Arbor

Prices starting at $137 for return flights and $72 for one-way flights to Ann Arbor were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Feb 18 - Tue, Mar 3
ORD
Chicago
DTW
Detroit
$137 Roundtrip, found 15 hours ago
$137
Roundtrip
found 15 hours ago
Select Spirit Airlines flight, departing Wed, Feb 18 from Chicago to Detroit, returning Tue, Mar 3, priced at $137 found 15 hours ago
Wed, May 13 - Sat, May 30
ORD
Chicago
DTW
Detroit
$137 Roundtrip, found 5 days ago
$137
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Wed, May 13 from Chicago to Detroit, returning Sat, May 30, priced at $137 found 5 days ago
Tue, Feb 17 - Wed, Feb 25
ORD
Chicago
DTW
Detroit
$139 Roundtrip, found 16 hours ago
$139
Roundtrip
found 16 hours ago
Select Spirit Airlines flight, departing Tue, Feb 17 from Chicago to Detroit, returning Wed, Feb 25, priced at $139 found 16 hours ago
Tue, Apr 21 - Tue, Apr 28
MDW
Chicago
DTW
Detroit
$143 Roundtrip, found 6 hours ago
$143
Roundtrip
found 6 hours ago
Select Delta flight, departing Tue, Apr 21 from Chicago to Detroit, returning Tue, Apr 28, priced at $143 found 6 hours ago
Thu, Feb 19 - Sat, Feb 21
ORD
Chicago
DTW
Detroit
$154 Roundtrip, found 15 hours ago
$154
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Thu, Feb 19 from Chicago to Detroit, returning Sat, Feb 21, priced at $154 found 15 hours ago

Ann Arbor economy flight packages

Price found within the past 48 hours. Click for updated prices.
Radisson Hotel Southfield-Detroit
3.0-star property

Radisson Hotel Southfield-Detroit

7.6/10 Good! (1,001 reviews)

Mar 14 - Mar 17

3 night stay

Chicago (MDW) to Detroit (DTW)

Delta • Roundtrip • Coach
Price was $404, price is now $304 per person
$304
per person
found 1 day ago
Property looked newly updated. My issue was the tv channel selection basic tv and no apps pre installed. Highly recommend bringing Firestick or Roku for entertainment.

Reviewed on Nov 4, 2024

Saint John's Resort
4.0-star property

Saint John's Resort

9.6/10 Exceptional! (1,004 reviews)

Feb 21 - Feb 23

2 night stay

Chicago (MDW) to Detroit (DTW)

Delta • Roundtrip • Coach
Price was $488, price is now $354 per person
$354
per person
found 8 hours ago
Excellent Stay! Exceptionally Clean and Beautiful Resort! The Christmas decorations looked amazing! The art-work within the hallways were such a treat to view. The Chapel is beautiful and peaceful. The resort has very friendly, helpful and knowledgeable staff, especially the two front desk ladies with similar names, Stephanie and Steph :-) Thank-you for an absolutely wonderful stay!

Reviewed on Jan 5, 2026

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More About Flying To Ann Arbor from Chicago

Route Information for Flights from Chicago to Ann Arbor

Origin Airport IATA Code
CHI
Destination Airport IATA Code
DTT
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Ann Arbor

For the best travel experience from Chicago to Ann Arbor domestic and international travelers everywhere choose Orbitz for guaranteed low prices and cutting-edge mobile tools.

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Frequently asked questions

Are there non-stop flights from Chicago to Ann Arbor?
There sure are. In fact, there are 3 airlines that will fly you directly from O'Hare Intl. Airport (ORD) to Detroit Metropolitan Wayne County Airport (DTW). Lock in your seat with one of these leading carriers:

  • United Airlines
  • Delta
  • American Airlines

What is the shortest flight from Chicago to Ann Arbor?
Keep that binge-watch you had planned for some other time, because the journey from O'Hare Airport to Detroit Metropolitan Wayne County Airport (DTW) can be as quick as 1 hour and 16 minutes.
What airlines fly from Chicago to Ann Arbor most frequently?
Delta (DL) is one of the airlines with the most flights from Chicago, IL (ORD-O'Hare Intl.) to DTW. It offers 178 flights on this route each month. Taking off on a vacation is one of life's biggest pleasures, and this carrier will get you where you need to go. Alternatively, reserve your favorite window (or aisle) seat with United Airlines (UA). You'll have 178 monthly flights between Chicago and Ann Arbor to choose from with this carrier.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won't keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.