Flights from Winnetka

Cheapest flights from Winnetka

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, Oct 5 - Thu, Oct 22

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$92 Roundtrip, found 13 hours ago

$92

Roundtrip

found 13 hours ago

Select Frontier Airlines flight, departing Mon, Oct 5 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Thu, Oct 22, priced at $92 found 13 hours ago

Tue, Nov 3 - Wed, Nov 18

ORD

O'Hare Intl.

MCO

Orlando Intl.

$158 Roundtrip, found 21 hours ago

$158

Roundtrip

found 21 hours ago

Select Frontier Airlines flight, departing Tue, Nov 3 from O'Hare Intl. to Orlando Intl., returning Wed, Nov 18, priced at $158 found 21 hours ago

Sun, Aug 23 - Tue, Aug 25

ORD

O'Hare Intl.

LAX

Los Angeles Intl.

$164 Roundtrip, found 5 days ago

$164

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Sun, Aug 23 from O'Hare Intl. to Los Angeles Intl., returning Tue, Aug 25, priced at $164 found 5 days ago

Mon, Oct 26 - Thu, Oct 29

ORD

O'Hare Intl.

PHX

Sky Harbor Intl.

$164 Roundtrip, found 1 day ago

$164

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Mon, Oct 26 from O'Hare Intl. to Sky Harbor Intl., returning Thu, Oct 29, priced at $164 found 1 day ago

Thu, Oct 29 - Tue, Nov 17

ORD

O'Hare Intl.

TPA

Tampa Intl.

$170 Roundtrip, found 2 days ago

$170

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Thu, Oct 29 from O'Hare Intl. to Tampa Intl., returning Tue, Nov 17, priced at $170 found 2 days ago

Wed, Sep 16 - Tue, Sep 29

ORD

O'Hare Intl.

MIA

Miami Intl.

$171 Roundtrip, found 17 hours ago

$171

Roundtrip

found 17 hours ago

Select American Airlines flight, departing Wed, Sep 16 from O'Hare Intl. to Miami Intl., returning Tue, Sep 29, priced at $171 found 17 hours ago

Wed, Sep 16 - Tue, Sep 29

ORD

O'Hare Intl.

MIA

Miami Intl.

$171 Roundtrip, found 17 hours ago

$171

Roundtrip

found 17 hours ago

Select United flight, departing Wed, Sep 16 from O'Hare Intl. to Miami Intl., returning Tue, Sep 29, priced at $171 found 17 hours ago

Wed, Oct 14 - Wed, Oct 21

MDW

Midway Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$171 Roundtrip, found 15 hours ago

$171

Roundtrip

found 15 hours ago

Select Southwest Airlines flight, departing Wed, Oct 14 from Midway Intl. to Fort Lauderdale - Hollywood Intl., returning Wed, Oct 21, priced at $171 found 15 hours ago

Tue, Sep 15 - Tue, Sep 22

MDW

Midway Intl.

MIA

Miami Intl.

$171 Roundtrip, found 3 days ago

$171

Roundtrip

found 3 days ago

Select Southwest Airlines flight, departing Tue, Sep 15 from Midway Intl. to Miami Intl., returning Tue, Sep 22, priced at $171 found 3 days ago

Sat, Oct 3 - Wed, Oct 7

ORD

O'Hare Intl.

LAS

Harry Reid Intl.

$196 Roundtrip, found 1 day ago

$196

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Sat, Oct 3 from O'Hare Intl. to Harry Reid Intl., returning Wed, Oct 7, priced at $196 found 1 day ago

Tue, Oct 13 - Thu, Oct 15

MDW

Midway Intl.

TPA

Tampa Intl.

$209 Roundtrip, found 1 day ago

$209

Roundtrip

found 1 day ago

Select Southwest Airlines flight, departing Tue, Oct 13 from Midway Intl. to Tampa Intl., returning Thu, Oct 15, priced at $209 found 1 day ago

Wed, Aug 19 - Tue, Sep 1

ORD

O'Hare Intl.

MIA

Miami Intl.

$217 Roundtrip, found 1 day ago

$217

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Aug 19 from O'Hare Intl. to Miami Intl., returning Tue, Sep 1, priced at $217 found 1 day ago

Wed, Sep 23 - Wed, Sep 30

ORD

O'Hare Intl.

SFO

San Francisco Intl.

$237 Roundtrip, found 2 days ago

$237

Roundtrip

found 2 days ago

Select American Airlines flight, departing Wed, Sep 23 from O'Hare Intl. to San Francisco Intl., returning Wed, Sep 30, priced at $237 found 2 days ago

Tue, Sep 29 - Tue, Oct 6

MDW

Midway Intl.

SFO

San Francisco Intl.

$237 Roundtrip, found 4 days ago

$237

Roundtrip

found 4 days ago

Select Southwest Airlines flight, departing Tue, Sep 29 from Midway Intl. to San Francisco Intl., returning Tue, Oct 6, priced at $237 found 4 days ago

Wed, Sep 30 - Mon, Oct 5

MDW

Midway Intl.

MCO

Orlando Intl.

$237 Roundtrip, found 1 day ago

$237

Roundtrip

found 1 day ago

Select Southwest Airlines flight, departing Wed, Sep 30 from Midway Intl. to Orlando Intl., returning Mon, Oct 5, priced at $237 found 1 day ago

Sat, Oct 3 - Wed, Oct 14

MDW

Midway Intl.

LAX

Los Angeles Intl.

$237 Roundtrip, found 5 days ago

$237

Roundtrip

found 5 days ago

Select Southwest Airlines flight, departing Sat, Oct 3 from Midway Intl. to Los Angeles Intl., returning Wed, Oct 14, priced at $237 found 5 days ago

Sat, Aug 29 - Mon, Aug 31

MDW

Midway Intl.

PHX

Sky Harbor Intl.

$245 Roundtrip, found 1 day ago

$245

Roundtrip

found 1 day ago

Select Southwest Airlines flight, departing Sat, Aug 29 from Midway Intl. to Sky Harbor Intl., returning Mon, Aug 31, priced at $245 found 1 day ago

Mon, Sep 21 - Tue, Sep 22

MDW

Midway Intl.

LAS

Harry Reid Intl.

$250 Roundtrip, found 6 hours ago

$250

Roundtrip

found 6 hours ago

Select Frontier Airlines flight, departing Mon, Sep 21 from Midway Intl. to Harry Reid Intl., returning Tue, Sep 22, priced at $250 found 6 hours ago

Wed, Sep 23 - Wed, Sep 30

ORD

O'Hare Intl.

LAS

Harry Reid Intl.

$255 Roundtrip, found 2 days ago

$255

Roundtrip

found 2 days ago

Select Alaska Airlines flight, departing Wed, Sep 23 from O'Hare Intl. to Harry Reid Intl., returning Wed, Sep 30, priced at $255 found 2 days ago

Fri, Dec 4 - Mon, Dec 14

ORD

O'Hare Intl.

RSW

Southwest Florida Intl.

$267 Roundtrip, found 6 days ago

$267

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Fri, Dec 4 from O'Hare Intl. to Southwest Florida Intl., returning Mon, Dec 14, priced at $267 found 6 days ago