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.

Sat, Jan 10 - Sat, Jan 17

ORD

O'Hare Intl.

MCO

Orlando Intl.

$68 Roundtrip, found 21 hours ago

$68

Roundtrip

found 21 hours ago

Select Frontier Airlines flight, departing Sat, Jan 10 from O'Hare Intl. to Orlando Intl., returning Sat, Jan 17, priced at $68 found 21 hours ago

Sun, Feb 15 - Sat, Feb 21

ORD

O'Hare Intl.

PHX

Sky Harbor Intl.

$68 Roundtrip, found 5 days ago

$68

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Sun, Feb 15 from O'Hare Intl. to Sky Harbor Intl., returning Sat, Feb 21, priced at $68 found 5 days ago

Fri, Jan 9 - Sun, Jan 11

MDW

Midway Intl.

MCO

Orlando Intl.

$68 Roundtrip, found 1 hour ago

$68

Roundtrip

found 1 hour ago

Select Frontier Airlines flight, departing Fri, Jan 9 from Midway Intl. to Orlando Intl., returning Sun, Jan 11, priced at $68 found 1 hour ago

Sun, Jan 18 - Thu, Jan 22

ORD

O'Hare Intl.

DEN

Denver Intl.

$68 Roundtrip, found 4 days ago

$68

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Sun, Jan 18 from O'Hare Intl. to Denver Intl., returning Thu, Jan 22, priced at $68 found 4 days ago

Sat, Jan 24 - Thu, Feb 5

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$68 Roundtrip, found 8 hours ago

$68

Roundtrip

found 8 hours ago

Select Frontier Airlines flight, departing Sat, Jan 24 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Thu, Feb 5, priced at $68 found 8 hours ago

Sun, Jan 25 - Fri, Jan 30

ORD

O'Hare Intl.

LAS

Harry Reid Intl.

$68 Roundtrip, found 10 hours ago

$68

Roundtrip

found 10 hours ago

Select Frontier Airlines flight, departing Sun, Jan 25 from O'Hare Intl. to Harry Reid Intl., returning Fri, Jan 30, priced at $68 found 10 hours ago

Sat, Jan 31 - Sat, Feb 7

ORD

O'Hare Intl.

MIA

Miami Intl.

$74 Roundtrip, found 19 hours ago

$74

Roundtrip

found 19 hours ago

Select Spirit Airlines flight, departing Sat, Jan 31 from O'Hare Intl. to Miami Intl., returning Sat, Feb 7, priced at $74 found 19 hours ago

Wed, Dec 31 - Thu, Jan 15

MDW

Midway Intl.

MIA

Miami Intl.

$78 Roundtrip, found 4 days ago

$78

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Wed, Dec 31 from Midway Intl. to Miami Intl., returning Thu, Jan 15, priced at $78 found 4 days ago

Sun, Jan 18 - Thu, Jan 22

ORD

O'Hare Intl.

TPA

Tampa Intl.

$83 Roundtrip, found 5 days ago

$83

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Sun, Jan 18 from O'Hare Intl. to Tampa Intl., returning Thu, Jan 22, priced at $83 found 5 days ago

Tue, Dec 16 - Wed, Dec 17

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$90 Roundtrip, found 6 days ago

$90

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Tue, Dec 16 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Wed, Dec 17, priced at $90 found 6 days ago

Mon, Dec 8 - Mon, Dec 15

MDW

Midway Intl.

PHX

Sky Harbor Intl.

$111 Roundtrip, found 1 day ago

$111

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Mon, Dec 8 from Midway Intl. to Sky Harbor Intl., returning Mon, Dec 15, priced at $111 found 1 day ago

Tue, Dec 9 - Mon, Dec 15

ORD

O'Hare Intl.

LAX

Los Angeles Intl.

$127 Roundtrip, found 5 days ago

$127

Roundtrip

found 5 days ago

Select Spirit Airlines flight, departing Tue, Dec 9 from O'Hare Intl. to Los Angeles Intl., returning Mon, Dec 15, priced at $127 found 5 days ago

Sat, Feb 7 - Wed, Feb 11

ORD

O'Hare Intl.

DEN

Denver Intl.

$143 Roundtrip, found 2 days ago

$143

Roundtrip

found 2 days ago

Select American Airlines flight, departing Sat, Feb 7 from O'Hare Intl. to Denver Intl., returning Wed, Feb 11, priced at $143 found 2 days ago

Sat, Feb 7 - Wed, Feb 11

ORD

O'Hare Intl.

DEN

Denver Intl.

$143 Roundtrip, found 2 days ago

$143

Roundtrip

found 2 days ago

Select United flight, departing Sat, Feb 7 from O'Hare Intl. to Denver Intl., returning Wed, Feb 11, priced at $143 found 2 days ago

Thu, Dec 25 - Thu, Jan 1

MDW

Midway Intl.

DFW

Dallas-Fort Worth Intl.

$177 Roundtrip, found 3 days ago

$177

Roundtrip

found 3 days ago

Select Delta flight, departing Thu, Dec 25 from Midway Intl. to Dallas-Fort Worth Intl., returning Thu, Jan 1, priced at $177 found 3 days ago

Thu, Dec 11 - Sun, Dec 14

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$189 Roundtrip, found 2 days ago

$189

Roundtrip

found 2 days ago

Select Contour Airlines flight, departing Thu, Dec 11 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Sun, Dec 14, priced at $189 found 2 days ago

Tue, Jan 13 - Thu, Jan 22

MDW

Midway Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$192 Roundtrip, found 6 days ago

$192

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Tue, Jan 13 from Midway Intl. to Fort Lauderdale - Hollywood Intl., returning Thu, Jan 22, priced at $192 found 6 days ago

Mon, Jan 5 - Thu, Jan 8

MDW

Midway Intl.

LAX

Los Angeles Intl.

$192 Roundtrip, found 1 day ago

$192

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Mon, Jan 5 from Midway Intl. to Los Angeles Intl., returning Thu, Jan 8, priced at $192 found 1 day ago

Mon, Jan 26 - Wed, Jan 28

MDW

Midway Intl.

LAS

Harry Reid Intl.

$192 Roundtrip, found 10 hours ago

$192

Roundtrip

found 10 hours ago

Select Frontier Airlines flight, departing Mon, Jan 26 from Midway Intl. to Harry Reid Intl., returning Wed, Jan 28, priced at $192 found 10 hours ago

Wed, Feb 4 - Sat, Feb 7

ORD

O'Hare Intl.

LAS

Harry Reid Intl.

$197 Roundtrip, found 1 day ago

$197

Roundtrip

found 1 day ago

Select Alaska Airlines flight, departing Wed, Feb 4 from O'Hare Intl. to Harry Reid Intl., returning Sat, Feb 7, priced at $197 found 1 day ago