Flights from Chicago to Pilot Point

Cheapest flights from Chicago

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.

Mon, Aug 25 - Tue, Sep 2

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$108 Roundtrip, found 1 day ago

$108

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Mon, Aug 25 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Tue, Sep 2, priced at $108 found 1 day ago

Mon, Aug 25 - Sat, Aug 30

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$118 Roundtrip, found 1 day ago

$118

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Mon, Aug 25 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Sat, Aug 30, priced at $118 found 1 day ago

Mon, Aug 25 - Thu, Sep 4

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$119 Roundtrip, found 1 day ago

$119

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Mon, Aug 25 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Thu, Sep 4, priced at $119 found 1 day ago

Thu, Nov 6 - Sun, Nov 9

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$120 Roundtrip, found 5 days ago

$120

Roundtrip

found 5 days ago

Select Spirit Airlines flight, departing Thu, Nov 6 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Sun, Nov 9, priced at $120 found 5 days ago

Mon, Aug 25 - Sun, Aug 31

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$122 Roundtrip, found 1 day ago

$122

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Mon, Aug 25 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Sun, Aug 31, priced at $122 found 1 day ago

Mon, Aug 25 - Tue, Sep 2

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$127 Roundtrip, found 1 day ago

$127

Roundtrip

found 1 day ago

Select American Airlines flight, departing Mon, Aug 25 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Tue, Sep 2, priced at $127 found 1 day ago

Wed, Aug 20 - Sat, Aug 30

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$129 Roundtrip, found 1 day ago

$129

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Wed, Aug 20 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Sat, Aug 30, priced at $129 found 1 day ago

Thu, Oct 9 - Fri, Oct 17

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$130 Roundtrip, found 1 day ago

$130

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Thu, Oct 9 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Fri, Oct 17, priced at $130 found 1 day ago

Thu, Oct 9 - Mon, Oct 13

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$131 Roundtrip, found 4 days ago

$131

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Thu, Oct 9 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Mon, Oct 13, priced at $131 found 4 days ago

Mon, Aug 25 - Fri, Sep 5

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$132 Roundtrip, found 1 day ago

$132

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Mon, Aug 25 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Fri, Sep 5, priced at $132 found 1 day ago

Thu, Aug 28 - Fri, Sep 5

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$133 Roundtrip, found 1 day ago

$133

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Thu, Aug 28 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Fri, Sep 5, priced at $133 found 1 day ago

Mon, Aug 25 - Tue, Sep 2

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$135 Roundtrip, found 1 day ago

$135

Roundtrip

found 1 day ago

Select American Airlines flight, departing Mon, Aug 25 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Tue, Sep 2, priced at $135 found 1 day ago

Thu, Oct 9 - Mon, Oct 13

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$137 Roundtrip, found 4 days ago

$137

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Thu, Oct 9 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Mon, Oct 13, priced at $137 found 4 days ago

Wed, Sep 3 - Sat, Sep 13

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$138 Roundtrip, found 4 days ago

$138

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Wed, Sep 3 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Sat, Sep 13, priced at $138 found 4 days ago

Wed, Aug 20 - Sat, Aug 30

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$140 Roundtrip, found 1 day ago

$140

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Wed, Aug 20 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Sat, Aug 30, priced at $140 found 1 day ago

Mon, Aug 25 - Mon, Sep 1

MDW

Midway Intl.

DFW

Dallas-Fort Worth Intl.

$162 Roundtrip, found 1 day ago

$162

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Mon, Aug 25 from Midway Intl. to Dallas-Fort Worth Intl., returning Mon, Sep 1, priced at $162 found 1 day ago

Fri, Oct 10 - Wed, Oct 15

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$183 Roundtrip, found 1 day ago

$183

Roundtrip

found 1 day ago

Select United flight, departing Fri, Oct 10 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Wed, Oct 15, priced at $183 found 1 day ago

Fri, Oct 10 - Wed, Oct 15

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$189 Roundtrip, found 1 day ago

$189

Roundtrip

found 1 day ago

Select Contour Airlines flight, departing Fri, Oct 10 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Wed, Oct 15, priced at $189 found 1 day ago

Tue, Sep 30 - Sat, Oct 4

MDW

Midway Intl.

DAL

Love Field

$197 Roundtrip, found 19 hours ago

$197

Roundtrip

found 19 hours ago

Select Delta flight, departing Tue, Sep 30 from Midway Intl. to Love Field, returning Sat, Oct 4, priced at $197 found 19 hours ago

Tue, Sep 30 - Mon, Oct 6

ORD

O'Hare Intl.

DAL

Love Field

$197 Roundtrip, found 19 hours ago

$197

Roundtrip

found 19 hours ago

Select Delta flight, departing Tue, Sep 30 from O'Hare Intl. to Love Field, returning Mon, Oct 6, priced at $197 found 19 hours ago