$89 Cheap flight deals from Detroit (DTT) to Orland Park (CHI)

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This Weekend's Flight Deals from Detroit to Orland Park

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.

Sat, Oct 17 - Tue, Oct 20
DTW
Detroit Metropolitan Wayne County
ORD
O'Hare Intl.
$377 Roundtrip, found 1 hour ago
$377
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sat, Oct 17 from Detroit Metropolitan Wayne County to O'Hare Intl., returning Tue, Oct 20, priced at $377 found 1 hour ago
Sat, Oct 17 - Tue, Oct 20
DTW
Detroit Metropolitan Wayne County
MDW
Midway Intl.
$477 Roundtrip, found 2 days ago
$477
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Sat, Oct 17 from Detroit Metropolitan Wayne County to Midway Intl., returning Tue, Oct 20, priced at $477 found 2 days ago

Airfares from $89 One Way, $178 Round Trip from Detroit to Orland Park

Prices starting at $178 for return flights and $89 for one-way flights to Orland Park were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Nov 12 - Mon, Nov 23
DTW
Detroit
ORD
Chicago
$178 Roundtrip, found 1 day ago
$178
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Nov 12 from Detroit to Chicago, returning Mon, Nov 23, priced at $178 found 1 day ago
Thu, Dec 3 - Fri, Dec 4
DTW
Detroit
ORD
Chicago
$188 Roundtrip, found 1 day ago
$188
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Dec 3 from Detroit to Chicago, returning Fri, Dec 4, priced at $188 found 1 day ago
Thu, Nov 12 - Mon, Nov 23
DTW
Detroit
ORD
Chicago
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Nov 12 from Detroit to Chicago, returning Mon, Nov 23, priced at $197 found 1 day ago
Fri, Dec 18 - Mon, Dec 21
DTW
Detroit
MDW
Chicago
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Dec 18 from Detroit to Chicago, returning Mon, Dec 21, priced at $197 found 1 day ago
Fri, Dec 18 - Mon, Dec 21
DTW
Detroit
MDW
Chicago
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Fri, Dec 18 from Detroit to Chicago, returning Mon, Dec 21, priced at $197 found 1 day ago

Orland Park economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (5,404 reviews)

Dec 3 - Dec 5

2 night stay

Detroit (DTT) to Chicago (ORD)

Delta • Coach

Chicago (ORD) to Detroit (DTT)

Frontier Airlines • Coach
Price was $540, price is now $407 per person
$407
per person
found 1 day ago

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.6/10 Exceptional! (2,035 reviews)

Nov 14 - Nov 16

2 night stay

Detroit (DTT) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Detroit (DTT)

Frontier Airlines • Coach
Save 100% on your flight
Price was $947, price is now $666 per person
$666
per person
found 1 day ago
We absolutely loved this hotel. As soon as we arrived, the staff was so friendly to all of us. Treated us like family. They heard that I was running the Chicago Marathon and gave me an envelope with perks for us runners. My daughter loved the indoor pool. We used it twice. She also loved the Gold chocolate bars. As she says, "the butler" always gave her one. We did not use the gym, but we did go tour . Beautiful gym. Our room had an amazing view of the river walk. Will stay here again when we go back to Chicago.

Reviewed on Oct 15, 2026

The Talbott, Autograph Collection
4.5-star property

The Talbott, Autograph Collection

9.4/10 Exceptional! (179 reviews)

Dec 3 - Dec 5

2 night stay

Detroit (DTT) to Chicago (ORD)

Delta • Coach

Chicago (ORD) to Detroit (DTT)

Frontier Airlines • Coach
Price was $560, price is now $416 per person
$416
per person
found 1 day ago
My biggest issue here is the room I was given, 801. Just not a nice room at all. It's tiny, it had a stale odour, no table/chair, its gloomy, its location, it's a bathtub, not a standalone shower, the mechanics of the door.... If I can say one thing, it is that the bed was comfortable and the fixtures in the bathroom look new. It's just not a place you want to spend any time. The second issue was the length of time to get room service. After many hours of travel, I was too tired to eat out anywhere. I ordered room service and the food was stone cold. The only edible part was the skinny fires that came with the burger. BTW, would be helpful to list the side on the order form as it just said burger... so I ordered separate fries which couldn't be eaten because they were not warm.

Reviewed on Oct 13, 2026

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More About Flying To Orland Park from Detroit

Route Information for Flights from Detroit to Orland Park

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

Detroit to Orland Park

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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.