Flights from Dallas to Highland Park

Cheapest flights from Dallas

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.

Fri, Jul 4 - Sun, Jul 13

DFW

Dallas-Fort Worth Intl.

ORD

O'Hare Intl.

$138 Roundtrip, found 1 day ago

$138

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Fri, Jul 4 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Sun, Jul 13, priced at $138 found 1 day ago

Tue, Jun 24 - Thu, Jul 3

DFW

Dallas-Fort Worth Intl.

ORD

O'Hare Intl.

$145 Roundtrip, found 1 day ago

$145

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Tue, Jun 24 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Thu, Jul 3, priced at $145 found 1 day ago

Fri, Jun 27 - Mon, Jun 30

DFW

Dallas-Fort Worth Intl.

ORD

O'Hare Intl.

$160 Roundtrip, found 1 day ago

$160

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Fri, Jun 27 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Mon, Jun 30, priced at $160 found 1 day ago

Tue, Jun 24 - Mon, Jun 30

DFW

Dallas-Fort Worth Intl.

ORD

O'Hare Intl.

$162 Roundtrip, found 1 day ago

$162

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Tue, Jun 24 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Mon, Jun 30, priced at $162 found 1 day ago

Fri, Jul 4 - Thu, Jul 10

DFW

Dallas-Fort Worth Intl.

ORD

O'Hare Intl.

$163 Roundtrip, found 1 day ago

$163

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Fri, Jul 4 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Thu, Jul 10, priced at $163 found 1 day ago

Fri, Jun 27 - Mon, Jun 30

DFW

Dallas-Fort Worth Intl.

ORD

O'Hare Intl.

$171 Roundtrip, found 1 day ago

$171

Roundtrip

found 1 day ago

Select United flight, departing Fri, Jun 27 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Mon, Jun 30, priced at $171 found 1 day ago

Sat, Jun 28 - Mon, Jun 30

DFW

Dallas-Fort Worth Intl.

ORD

O'Hare Intl.

$175 Roundtrip, found 1 day ago

$175

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sat, Jun 28 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Mon, Jun 30, priced at $175 found 1 day ago

Fri, Jun 27 - Mon, Jun 30

DFW

Dallas-Fort Worth Intl.

ORD

O'Hare Intl.

$178 Roundtrip, found 1 day ago

$178

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Fri, Jun 27 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Mon, Jun 30, priced at $178 found 1 day ago

Wed, Jun 25 - Mon, Jun 30

DFW

Dallas-Fort Worth Intl.

ORD

O'Hare Intl.

$181 Roundtrip, found 1 day ago

$181

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Wed, Jun 25 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Mon, Jun 30, priced at $181 found 1 day ago

Sun, Jul 6 - Fri, Jul 11

DFW

Dallas-Fort Worth Intl.

ORD

O'Hare Intl.

$181 Roundtrip, found 1 day ago

$181

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sun, Jul 6 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Fri, Jul 11, priced at $181 found 1 day ago

Fri, Jun 27 - Mon, Jun 30

DFW

Dallas-Fort Worth Intl.

ORD

O'Hare Intl.

$183 Roundtrip, found 1 day ago

$183

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Fri, Jun 27 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Mon, Jun 30, priced at $183 found 1 day ago

Sat, May 31 - Tue, Jun 3

DFW

Dallas-Fort Worth Intl.

MDW

Midway Intl.

$184 Roundtrip, found 5 days ago

$184

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Sat, May 31 from Dallas-Fort Worth Intl. to Midway Intl., returning Tue, Jun 3, priced at $184 found 5 days ago

Fri, Jun 27 - Mon, Jun 30

DFW

Dallas-Fort Worth Intl.

ORD

O'Hare Intl.

$186 Roundtrip, found 1 day ago

$186

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Fri, Jun 27 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Mon, Jun 30, priced at $186 found 1 day ago

Fri, Jun 27 - Mon, Jun 30

DFW

Dallas-Fort Worth Intl.

ORD

O'Hare Intl.

$188 Roundtrip, found 1 day ago

$188

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Fri, Jun 27 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Mon, Jun 30, priced at $188 found 1 day ago

Sat, Jun 28 - Sat, Jun 28

DFW

Dallas-Fort Worth Intl.

ORD

O'Hare Intl.

$188 Roundtrip, found 1 day ago

$188

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sat, Jun 28 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Sat, Jun 28, priced at $188 found 1 day ago

Wed, Jun 25 - Fri, Jun 27

DFW

Dallas-Fort Worth Intl.

ORD

O'Hare Intl.

$194 Roundtrip, found 1 day ago

$194

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Wed, Jun 25 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Fri, Jun 27, priced at $194 found 1 day ago

Fri, Jun 27 - Mon, Jun 30

DFW

Dallas-Fort Worth Intl.

ORD

O'Hare Intl.

$199 Roundtrip, found 1 day ago

$199

Roundtrip

found 1 day ago

Select United flight, departing Fri, Jun 27 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Mon, Jun 30, priced at $199 found 1 day ago

Tue, Jul 1 - Tue, Jul 8

DAL

Love Field

ORD

O'Hare Intl.

$207 Roundtrip, found 1 day ago

$207

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Jul 1 from Love Field to O'Hare Intl., returning Tue, Jul 8, priced at $207 found 1 day ago

Thu, May 29 - Mon, Jun 2

DFW

Dallas-Fort Worth Intl.

ORD

O'Hare Intl.

$229 Roundtrip, found 3 days ago

$229

Roundtrip

found 3 days ago

Select Contour Airlines flight, departing Thu, May 29 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Mon, Jun 2, priced at $229 found 3 days ago

Sat, May 31 - Tue, Jun 3

DAL

Love Field

MDW

Midway Intl.

$357 Roundtrip, found 19 hours ago

$357

Roundtrip

found 19 hours ago

Select Delta flight, departing Sat, May 31 from Love Field to Midway Intl., returning Tue, Jun 3, priced at $357 found 19 hours ago