Flights from Chicago

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.

Wed, Oct 7 - Mon, Oct 19

ORD

O'Hare Intl.

DEN

Denver Intl.

$78 Roundtrip, found 11 hours ago

$78

Roundtrip

found 11 hours ago

Select Frontier Airlines flight, departing Wed, Oct 7 from O'Hare Intl. to Denver Intl., returning Mon, Oct 19, priced at $78 found 11 hours ago

Tue, Sep 29 - Sun, Oct 11

ORD

O'Hare Intl.

MCO

Orlando Intl.

$88 Roundtrip, found 14 hours ago

$88

Roundtrip

found 14 hours ago

Select Frontier Airlines flight, departing Tue, Sep 29 from O'Hare Intl. to Orlando Intl., returning Sun, Oct 11, priced at $88 found 14 hours ago

Wed, Oct 7 - Tue, Oct 20

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$135 Roundtrip, found 6 hours ago

$135

Roundtrip

found 6 hours ago

Select Frontier Airlines flight, departing Wed, Oct 7 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Tue, Oct 20, priced at $135 found 6 hours ago

Sun, Sep 27 - Fri, Oct 2

ORD

O'Hare Intl.

LAS

Harry Reid Intl.

$148 Roundtrip, found 5 hours ago

$148

Roundtrip

found 5 hours ago

Select Frontier Airlines flight, departing Sun, Sep 27 from O'Hare Intl. to Harry Reid Intl., returning Fri, Oct 2, priced at $148 found 5 hours ago

Fri, Oct 9 - Sat, Oct 10

ORD

O'Hare Intl.

LAX

Los Angeles Intl.

$155 Roundtrip, found 1 day ago

$155

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Fri, Oct 9 from O'Hare Intl. to Los Angeles Intl., returning Sat, Oct 10, priced at $155 found 1 day ago

Tue, Oct 13 - Sat, Oct 24

MDW

Midway Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$188 Roundtrip, found 17 hours ago

$188

Roundtrip

found 17 hours ago

Select Frontier Airlines flight, departing Tue, Oct 13 from Midway Intl. to Fort Lauderdale - Hollywood Intl., returning Sat, Oct 24, priced at $188 found 17 hours ago

Fri, Oct 23 - Tue, Oct 27

ORD

O'Hare Intl.

PHX

Sky Harbor Intl.

$193 Roundtrip, found 19 hours ago

$193

Roundtrip

found 19 hours ago

Select Frontier Airlines flight, departing Fri, Oct 23 from O'Hare Intl. to Sky Harbor Intl., returning Tue, Oct 27, priced at $193 found 19 hours ago

Wed, Oct 7 - Wed, Oct 21

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$197 Roundtrip, found 6 hours ago

$197

Roundtrip

found 6 hours ago

Select United flight, departing Wed, Oct 7 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Wed, Oct 21, priced at $197 found 6 hours ago

Thu, Oct 29 - Mon, Nov 2

MDW

Midway Intl.

DEN

Denver Intl.

$200 Roundtrip, found 11 hours ago

$200

Roundtrip

found 11 hours ago

Select Frontier Airlines flight, departing Thu, Oct 29 from Midway Intl. to Denver Intl., returning Mon, Nov 2, priced at $200 found 11 hours ago

Wed, Oct 14 - Wed, Oct 21

MDW

Midway Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$207 Roundtrip, found 17 hours ago

$207

Roundtrip

found 17 hours ago

Select Southwest Airlines flight, departing Wed, Oct 14 from Midway Intl. to Fort Lauderdale - Hollywood Intl., returning Wed, Oct 21, priced at $207 found 17 hours ago

Mon, Nov 2 - Sun, Nov 15

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$217 Roundtrip, found 13 hours ago

$217

Roundtrip

found 13 hours ago

Select Delta flight, departing Mon, Nov 2 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Sun, Nov 15, priced at $217 found 13 hours ago

Thu, Oct 8 - Tue, Oct 13

ORD

O'Hare Intl.

LAX

Los Angeles Intl.

$217 Roundtrip, found 1 day ago

$217

Roundtrip

found 1 day ago

Select American Airlines flight, departing Thu, Oct 8 from O'Hare Intl. to Los Angeles Intl., returning Tue, Oct 13, priced at $217 found 1 day ago

Mon, Oct 19 - Fri, Oct 23

MDW

Midway Intl.

LAX

Los Angeles Intl.

$227 Roundtrip, found 2 days ago

$227

Roundtrip

found 2 days ago

Select Southwest Airlines flight, departing Mon, Oct 19 from Midway Intl. to Los Angeles Intl., returning Fri, Oct 23, priced at $227 found 2 days ago

Wed, Sep 9 - Sat, Sep 12

MDW

Midway Intl.

TPA

Tampa Intl.

$232 Roundtrip, found 1 day ago

$232

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Wed, Sep 9 from Midway Intl. to Tampa Intl., returning Sat, Sep 12, priced at $232 found 1 day ago

Tue, Oct 20 - Sat, Oct 24

MDW

Midway Intl.

PHX

Sky Harbor Intl.

$238 Roundtrip, found 19 hours ago

$238

Roundtrip

found 19 hours ago

Select Frontier Airlines flight, departing Tue, Oct 20 from Midway Intl. to Sky Harbor Intl., returning Sat, Oct 24, priced at $238 found 19 hours ago

Sat, Oct 10 - Wed, Oct 28

MDW

Midway Intl.

LAS

Harry Reid Intl.

$242 Roundtrip, found 3 days ago

$242

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Sat, Oct 10 from Midway Intl. to Harry Reid Intl., returning Wed, Oct 28, priced at $242 found 3 days ago

Sat, Nov 28 - Wed, Dec 9

MDW

Midway Intl.

DFW

Dallas-Fort Worth Intl.

$246 Roundtrip, found 4 days ago

$246

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Sat, Nov 28 from Midway Intl. to Dallas-Fort Worth Intl., returning Wed, Dec 9, priced at $246 found 4 days ago

Sat, Oct 31 - Sat, Nov 14

ORD

O'Hare Intl.

MIA

Miami Intl.

$249 Roundtrip, found 6 hours ago

$249

Roundtrip

found 6 hours ago

Select Frontier Airlines flight, departing Sat, Oct 31 from O'Hare Intl. to Miami Intl., returning Sat, Nov 14, priced at $249 found 6 hours ago

Fri, Sep 18 - Mon, Sep 21

MDW

Midway Intl.

MIA

Miami Intl.

$268 Roundtrip, found 6 days ago

$268

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Fri, Sep 18 from Midway Intl. to Miami Intl., returning Mon, Sep 21, priced at $268 found 6 days ago

Tue, Nov 17 - Thu, Nov 19

MDW

Midway Intl.

MCO

Orlando Intl.

$268 Roundtrip, found 3 days ago

$268

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Tue, Nov 17 from Midway Intl. to Orlando Intl., returning Thu, Nov 19, priced at $268 found 3 days ago