Flights from Detroit to Winthrop Harbor

Cheapest flights from Detroit

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Sep 30 - Wed, Oct 1

DTW

Detroit Metropolitan Wayne County

ORD

O'Hare Intl.

$91 Roundtrip, found 1 day ago

$91

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Sep 30 from Detroit Metropolitan Wayne County to O'Hare Intl., returning Wed, Oct 1, priced at $91 found 1 day ago

Mon, Sep 29 - Tue, Sep 30

DTW

Detroit Metropolitan Wayne County

ORD

O'Hare Intl.

$94 Roundtrip, found 1 day ago

$94

Roundtrip

found 1 day ago

Select Delta flight, departing Mon, Sep 29 from Detroit Metropolitan Wayne County to O'Hare Intl., returning Tue, Sep 30, priced at $94 found 1 day ago

Mon, Sep 29 - Thu, Oct 2

DTW

Detroit Metropolitan Wayne County

ORD

O'Hare Intl.

$97 Roundtrip, found 5 days ago

$97

Roundtrip

found 5 days ago

Select American Airlines flight, departing Mon, Sep 29 from Detroit Metropolitan Wayne County to O'Hare Intl., returning Thu, Oct 2, priced at $97 found 5 days ago

Sun, Sep 28 - Tue, Sep 30

DTW

Detroit Metropolitan Wayne County

ORD

O'Hare Intl.

$121 Roundtrip, found 1 day ago

$121

Roundtrip

found 1 day ago

Select Delta flight, departing Sun, Sep 28 from Detroit Metropolitan Wayne County to O'Hare Intl., returning Tue, Sep 30, priced at $121 found 1 day ago

Mon, Sep 29 - Tue, Sep 30

DTW

Detroit Metropolitan Wayne County

ORD

O'Hare Intl.

$124 Roundtrip, found 1 day ago

$124

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Mon, Sep 29 from Detroit Metropolitan Wayne County to O'Hare Intl., returning Tue, Sep 30, priced at $124 found 1 day ago

Sun, Sep 28 - Mon, Sep 29

DTW

Detroit Metropolitan Wayne County

ORD

O'Hare Intl.

$124 Roundtrip, found 1 day ago

$124

Roundtrip

found 1 day ago

Select Delta flight, departing Sun, Sep 28 from Detroit Metropolitan Wayne County to O'Hare Intl., returning Mon, Sep 29, priced at $124 found 1 day ago

Mon, Sep 29 - Thu, Oct 2

DTW

Detroit Metropolitan Wayne County

ORD

O'Hare Intl.

$127 Roundtrip, found 5 days ago

$127

Roundtrip

found 5 days ago

Select Spirit Airlines flight, departing Mon, Sep 29 from Detroit Metropolitan Wayne County to O'Hare Intl., returning Thu, Oct 2, priced at $127 found 5 days ago

Mon, Sep 29 - Thu, Oct 2

DTW

Detroit Metropolitan Wayne County

ORD

O'Hare Intl.

$127 Roundtrip, found 5 days ago

$127

Roundtrip

found 5 days ago

Select United flight, departing Mon, Sep 29 from Detroit Metropolitan Wayne County to O'Hare Intl., returning Thu, Oct 2, priced at $127 found 5 days ago

Mon, Sep 29 - Thu, Oct 2

DTW

Detroit Metropolitan Wayne County

ORD

O'Hare Intl.

$132 Roundtrip, found 5 days ago

$132

Roundtrip

found 5 days ago

Select Spirit Airlines flight, departing Mon, Sep 29 from Detroit Metropolitan Wayne County to O'Hare Intl., returning Thu, Oct 2, priced at $132 found 5 days ago

Wed, Oct 1 - Wed, Oct 1

DTW

Detroit Metropolitan Wayne County

ORD

O'Hare Intl.

$134 Roundtrip, found 1 day ago

$134

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Oct 1 from Detroit Metropolitan Wayne County to O'Hare Intl., returning Wed, Oct 1, priced at $134 found 1 day ago

Sat, Sep 27 - Sat, Sep 27

DTW

Detroit Metropolitan Wayne County

ORD

O'Hare Intl.

$136 Roundtrip, found 1 day ago

$136

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sat, Sep 27 from Detroit Metropolitan Wayne County to O'Hare Intl., returning Sat, Sep 27, priced at $136 found 1 day ago

Mon, Sep 29 - Tue, Sep 30

DTW

Detroit Metropolitan Wayne County

ORD

O'Hare Intl.

$137 Roundtrip, found 1 day ago

$137

Roundtrip

found 1 day ago

Select United flight, departing Mon, Sep 29 from Detroit Metropolitan Wayne County to O'Hare Intl., returning Tue, Sep 30, priced at $137 found 1 day ago

Sat, Sep 27 - Mon, Sep 29

DTW

Detroit Metropolitan Wayne County

ORD

O'Hare Intl.

$146 Roundtrip, found 1 day ago

$146

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sat, Sep 27 from Detroit Metropolitan Wayne County to O'Hare Intl., returning Mon, Sep 29, priced at $146 found 1 day ago

Mon, Sep 29 - Thu, Oct 2

DTW

Detroit Metropolitan Wayne County

ORD

O'Hare Intl.

$147 Roundtrip, found 5 days ago

$147

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Mon, Sep 29 from Detroit Metropolitan Wayne County to O'Hare Intl., returning Thu, Oct 2, priced at $147 found 5 days ago

Thu, Oct 2 - Thu, Oct 2

DTW

Detroit Metropolitan Wayne County

ORD

O'Hare Intl.

$151 Roundtrip, found 1 day ago

$151

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Thu, Oct 2 from Detroit Metropolitan Wayne County to O'Hare Intl., returning Thu, Oct 2, priced at $151 found 1 day ago

Fri, Sep 26 - Sun, Sep 28

DTW

Detroit Metropolitan Wayne County

ORD

O'Hare Intl.

$151 Roundtrip, found 1 day ago

$151

Roundtrip

found 1 day ago

Select Delta flight, departing Fri, Sep 26 from Detroit Metropolitan Wayne County to O'Hare Intl., returning Sun, Sep 28, priced at $151 found 1 day ago

Mon, Sep 29 - Tue, Sep 30

DTW

Detroit Metropolitan Wayne County

ORD

O'Hare Intl.

$153 Roundtrip, found 1 day ago

$153

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Mon, Sep 29 from Detroit Metropolitan Wayne County to O'Hare Intl., returning Tue, Sep 30, priced at $153 found 1 day ago

Mon, Sep 29 - Tue, Sep 30

DTW

Detroit Metropolitan Wayne County

ORD

O'Hare Intl.

$154 Roundtrip, found 1 day ago

$154

Roundtrip

found 1 day ago

Select Delta flight, departing Mon, Sep 29 from Detroit Metropolitan Wayne County to O'Hare Intl., returning Tue, Sep 30, priced at $154 found 1 day ago

Mon, Sep 29 - Thu, Oct 2

DTW

Detroit Metropolitan Wayne County

ORD

O'Hare Intl.

$159 Roundtrip, found 5 days ago

$159

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Mon, Sep 29 from Detroit Metropolitan Wayne County to O'Hare Intl., returning Thu, Oct 2, priced at $159 found 5 days ago

Mon, Sep 29 - Tue, Sep 30

DTW

Detroit Metropolitan Wayne County

ORD

O'Hare Intl.

$268 Roundtrip, found 1 day ago

$268

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Mon, Sep 29 from Detroit Metropolitan Wayne County to O'Hare Intl., returning Tue, Sep 30, priced at $268 found 1 day ago