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.

Fri, Jan 9 - Thu, Jan 15

ORD

O'Hare Intl.

MCO

Orlando Intl.

$68 Roundtrip, found 2 days ago

$68

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Fri, Jan 9 from O'Hare Intl. to Orlando Intl., returning Thu, Jan 15, priced at $68 found 2 days ago

Wed, Nov 12 - Tue, Nov 18

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$68 Roundtrip, found 3 days ago

$68

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Wed, Nov 12 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Tue, Nov 18, priced at $68 found 3 days ago

Mon, Feb 9 - Fri, Feb 20

MDW

Midway Intl.

MCO

Orlando Intl.

$68 Roundtrip, found 1 day ago

$68

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Mon, Feb 9 from Midway Intl. to Orlando Intl., returning Fri, Feb 20, priced at $68 found 1 day ago

Fri, Feb 6 - Fri, Feb 20

ORD

O'Hare Intl.

LAS

Harry Reid Intl.

$68 Roundtrip, found 2 days ago

$68

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Fri, Feb 6 from O'Hare Intl. to Harry Reid Intl., returning Fri, Feb 20, priced at $68 found 2 days ago

Sun, Feb 8 - Thu, Feb 19

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$68 Roundtrip, found 2 days ago

$68

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Sun, Feb 8 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Thu, Feb 19, priced at $68 found 2 days ago

Tue, Nov 11 - Tue, Nov 18

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$70 Roundtrip, found 3 days ago

$70

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Tue, Nov 11 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Tue, Nov 18, priced at $70 found 3 days ago

Sun, Dec 14 - Wed, Dec 24

MDW

Midway Intl.

MIA

Miami Intl.

$72 Roundtrip, found 3 days ago

$72

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Sun, Dec 14 from Midway Intl. to Miami Intl., returning Wed, Dec 24, priced at $72 found 3 days ago

Thu, Nov 13 - Thu, Nov 20

MDW

Midway Intl.

DFW

Dallas-Fort Worth Intl.

$76 Roundtrip, found 3 days ago

$76

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Thu, Nov 13 from Midway Intl. to Dallas-Fort Worth Intl., returning Thu, Nov 20, priced at $76 found 3 days ago

Sun, Dec 7 - Thu, Dec 11

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, Dec 7 from O'Hare Intl. to Tampa Intl., returning Thu, Dec 11, priced at $83 found 5 days ago

Wed, Jan 28 - Tue, Feb 10

ORD

O'Hare Intl.

MIA

Miami Intl.

$84 Roundtrip, found 23 hours ago

$84

Roundtrip

found 23 hours ago

Select Spirit Airlines flight, departing Wed, Jan 28 from O'Hare Intl. to Miami Intl., returning Tue, Feb 10, priced at $84 found 23 hours ago

Thu, Nov 13 - Fri, Nov 14

ORD

O'Hare Intl.

LAX

Los Angeles Intl.

$89 Roundtrip, found 6 days ago

$89

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Thu, Nov 13 from O'Hare Intl. to Los Angeles Intl., returning Fri, Nov 14, priced at $89 found 6 days ago

Fri, Feb 20 - Fri, Feb 27

MDW

Midway Intl.

PHX

Sky Harbor Intl.

$93 Roundtrip, found 5 days ago

$93

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Fri, Feb 20 from Midway Intl. to Sky Harbor Intl., returning Fri, Feb 27, priced at $93 found 5 days ago

Thu, Jan 15 - Sun, Jan 18

ORD

O'Hare Intl.

PHX

Sky Harbor Intl.

$93 Roundtrip, found 5 days ago

$93

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Thu, Jan 15 from O'Hare Intl. to Sky Harbor Intl., returning Sun, Jan 18, priced at $93 found 5 days ago

Wed, Nov 19 - Wed, Dec 3

ORD

O'Hare Intl.

DEN

Denver Intl.

$97 Roundtrip, found 3 days ago

$97

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Wed, Nov 19 from O'Hare Intl. to Denver Intl., returning Wed, Dec 3, priced at $97 found 3 days ago

Thu, Nov 13 - Mon, Nov 17

MDW

Midway Intl.

TPA

Tampa Intl.

$105 Roundtrip, found 3 days ago

$105

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Thu, Nov 13 from Midway Intl. to Tampa Intl., returning Mon, Nov 17, priced at $105 found 3 days ago

Wed, Dec 31 - Thu, Jan 8

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$137 Roundtrip, found 2 days ago

$137

Roundtrip

found 2 days ago

Select American Airlines flight, departing Wed, Dec 31 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Thu, Jan 8, priced at $137 found 2 days ago

Sun, Feb 1 - Mon, Feb 2

ORD

O'Hare Intl.

MCO

Orlando Intl.

$137 Roundtrip, found 1 day ago

$137

Roundtrip

found 1 day ago

Select United flight, departing Sun, Feb 1 from O'Hare Intl. to Orlando Intl., returning Mon, Feb 2, priced at $137 found 1 day ago

Sun, Dec 7 - Wed, Dec 17

MDW

Midway Intl.

LAS

Harry Reid Intl.

$154 Roundtrip, found 2 days ago

$154

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Sun, Dec 7 from Midway Intl. to Harry Reid Intl., returning Wed, Dec 17, priced at $154 found 2 days ago

Wed, Nov 19 - Wed, Dec 3

MDW

Midway Intl.

DEN

Denver Intl.

$160 Roundtrip, found 3 days ago

$160

Roundtrip

found 3 days ago

Select Delta flight, departing Wed, Nov 19 from Midway Intl. to Denver Intl., returning Wed, Dec 3, priced at $160 found 3 days ago

Wed, Dec 31 - Thu, Jan 8

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$177 Roundtrip, found 2 days ago

$177

Roundtrip

found 2 days ago

Select Delta flight, departing Wed, Dec 31 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Thu, Jan 8, priced at $177 found 2 days ago