Flights from Highwood

Cheapest flights from Highwood

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.

Sat, Nov 7 - Thu, Nov 12

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$136 Roundtrip, found 1 day ago

$136

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Sat, Nov 7 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Thu, Nov 12, priced at $136 found 1 day ago

Tue, Oct 13 - Wed, Oct 21

MDW

Midway Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$143 Roundtrip, found 6 days ago

$143

Roundtrip

found 6 days ago

Select Southwest Airlines flight, departing Tue, Oct 13 from Midway Intl. to Fort Lauderdale - Hollywood Intl., returning Wed, Oct 21, priced at $143 found 6 days ago

Thu, Nov 5 - Thu, Nov 12

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$148 Roundtrip, found 1 day ago

$148

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Thu, Nov 5 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Thu, Nov 12, priced at $148 found 1 day ago

Sat, Dec 12 - Wed, Dec 16

ORD

O'Hare Intl.

LAS

Harry Reid Intl.

$150 Roundtrip, found 5 days ago

$150

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Sat, Dec 12 from O'Hare Intl. to Harry Reid Intl., returning Wed, Dec 16, priced at $150 found 5 days ago

Fri, Nov 27 - Mon, Dec 14

ORD

O'Hare Intl.

TPA

Tampa Intl.

$159 Roundtrip, found 5 days ago

$159

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Fri, Nov 27 from O'Hare Intl. to Tampa Intl., returning Mon, Dec 14, priced at $159 found 5 days ago

Sat, Oct 31 - Fri, Nov 6

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$160 Roundtrip, found 6 days ago

$160

Roundtrip

found 6 days ago

Select United flight, departing Sat, Oct 31 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Fri, Nov 6, priced at $160 found 6 days ago

Tue, Oct 20 - Sat, Oct 31

MDW

Midway Intl.

TPA

Tampa Intl.

$170 Roundtrip, found 5 days ago

$170

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Tue, Oct 20 from Midway Intl. to Tampa Intl., returning Sat, Oct 31, priced at $170 found 5 days ago

Tue, Mar 2 - Tue, Mar 16

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$183 Roundtrip, found 3 days ago

$183

Roundtrip

found 3 days ago

Select American Airlines flight, departing Tue, Mar 2 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Tue, Mar 16, priced at $183 found 3 days ago

Thu, Oct 22 - Sat, Oct 24

ORD

O'Hare Intl.

PHX

Sky Harbor Intl.

$187 Roundtrip, found 6 days ago

$187

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Thu, Oct 22 from O'Hare Intl. to Sky Harbor Intl., returning Sat, Oct 24, priced at $187 found 6 days ago

Tue, Jan 12 - Sat, Jan 30

ORD

O'Hare Intl.

MIA

Miami Intl.

$189 Roundtrip, found 6 days ago

$189

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Tue, Jan 12 from O'Hare Intl. to Miami Intl., returning Sat, Jan 30, priced at $189 found 6 days ago

Wed, Oct 14 - Thu, Oct 15

ORD

O'Hare Intl.

LAX

Los Angeles Intl.

$193 Roundtrip, found 2 days ago

$193

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Wed, Oct 14 from O'Hare Intl. to Los Angeles Intl., returning Thu, Oct 15, priced at $193 found 2 days ago

Tue, Nov 17 - Thu, Nov 19

MDW

Midway Intl.

LAS

Harry Reid Intl.

$197 Roundtrip, found 6 days ago

$197

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Tue, Nov 17 from Midway Intl. to Harry Reid Intl., returning Thu, Nov 19, priced at $197 found 6 days ago

Tue, Dec 15 - Thu, Jan 7

MDW

Midway Intl.

MIA

Miami Intl.

$210 Roundtrip, found 6 days ago

$210

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Tue, Dec 15 from Midway Intl. to Miami Intl., returning Thu, Jan 7, priced at $210 found 6 days ago

Wed, Oct 7 - Mon, Dec 7

ORD

O'Hare Intl.

PHX

Sky Harbor Intl.

$211 Roundtrip, found 5 days ago

$211

Roundtrip

found 5 days ago

Select Alaska Airlines flight, departing Wed, Oct 7 from O'Hare Intl. to Sky Harbor Intl., returning Mon, Dec 7, priced at $211 found 5 days ago

Tue, Oct 6 - Mon, Oct 12

ORD

O'Hare Intl.

TPA

Tampa Intl.

$212 Roundtrip, found 5 days ago

$212

Roundtrip

found 5 days ago

Select Delta flight, departing Tue, Oct 6 from O'Hare Intl. to Tampa Intl., returning Mon, Oct 12, priced at $212 found 5 days ago

Wed, Nov 18 - Tue, Dec 1

MDW

Midway Intl.

MCO

Orlando Intl.

$215 Roundtrip, found 4 days ago

$215

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Wed, Nov 18 from Midway Intl. to Orlando Intl., returning Tue, Dec 1, priced at $215 found 4 days ago

Tue, Oct 6 - Tue, Oct 20

ORD

O'Hare Intl.

RSW

Southwest Florida Intl.

$219 Roundtrip, found 4 days ago

$219

Roundtrip

found 4 days ago

Select United flight, departing Tue, Oct 6 from O'Hare Intl. to Southwest Florida Intl., returning Tue, Oct 20, priced at $219 found 4 days ago

Wed, Nov 18 - Thu, Nov 19

MDW

Midway Intl.

LAX

Los Angeles Intl.

$242 Roundtrip, found 4 days ago

$242

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Wed, Nov 18 from Midway Intl. to Los Angeles Intl., returning Thu, Nov 19, priced at $242 found 4 days ago

Mon, Nov 16 - Thu, Nov 26

ORD

O'Hare Intl.

MCO

Orlando Intl.

$243 Roundtrip, found 1 day ago

$243

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Mon, Nov 16 from O'Hare Intl. to Orlando Intl., returning Thu, Nov 26, priced at $243 found 1 day ago

Mon, Oct 19 - Sat, Oct 31

ORD

O'Hare Intl.

MCO

Orlando Intl.

$257 Roundtrip, found 4 days ago

$257

Roundtrip

found 4 days ago

Select JetBlue Airways flight, departing Mon, Oct 19 from O'Hare Intl. to Orlando Intl., returning Sat, Oct 31, priced at $257 found 4 days ago