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 8 - Tue, Oct 14

MDW

Midway Intl.

DFW

Dallas-Fort Worth Intl.

$70 Roundtrip, found 5 days ago

$70

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Wed, Oct 8 from Midway Intl. to Dallas-Fort Worth Intl., returning Tue, Oct 14, priced at $70 found 5 days ago

Wed, Oct 8 - Sat, Oct 11

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$70 Roundtrip, found 6 days ago

$70

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Wed, Oct 8 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Sat, Oct 11, priced at $70 found 6 days ago

Thu, Aug 14 - Wed, Aug 27

ORD

O'Hare Intl.

DEN

Denver Intl.

$75 Roundtrip, found 6 days ago

$75

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Thu, Aug 14 from O'Hare Intl. to Denver Intl., returning Wed, Aug 27, priced at $75 found 6 days ago

Thu, Aug 14 - Mon, Aug 18

MDW

Midway Intl.

DEN

Denver Intl.

$97 Roundtrip, found 6 days ago

$97

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Thu, Aug 14 from Midway Intl. to Denver Intl., returning Mon, Aug 18, priced at $97 found 6 days ago

Fri, Nov 14 - Wed, Nov 19

ORD

O'Hare Intl.

MCO

Orlando Intl.

$100 Roundtrip, found 2 days ago

$100

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Fri, Nov 14 from O'Hare Intl. to Orlando Intl., returning Wed, Nov 19, priced at $100 found 2 days ago

Thu, Aug 14 - Mon, Aug 18

ORD

O'Hare Intl.

TPA

Tampa Intl.

$109 Roundtrip, found 5 days ago

$109

Roundtrip

found 5 days ago

Select Spirit Airlines flight, departing Thu, Aug 14 from O'Hare Intl. to Tampa Intl., returning Mon, Aug 18, priced at $109 found 5 days ago

Wed, Sep 10 - Wed, Sep 17

ORD

O'Hare Intl.

MIA

Miami Intl.

$118 Roundtrip, found 1 day ago

$118

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Wed, Sep 10 from O'Hare Intl. to Miami Intl., returning Wed, Sep 17, priced at $118 found 1 day ago

Wed, Sep 10 - Thu, Sep 11

ORD

O'Hare Intl.

LAX

Los Angeles Intl.

$121 Roundtrip, found 1 day ago

$121

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Wed, Sep 10 from O'Hare Intl. to Los Angeles Intl., returning Thu, Sep 11, priced at $121 found 1 day ago

Mon, Sep 8 - Mon, Sep 15

MDW

Midway Intl.

TPA

Tampa Intl.

$122 Roundtrip, found 6 days ago

$122

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Mon, Sep 8 from Midway Intl. to Tampa Intl., returning Mon, Sep 15, priced at $122 found 6 days ago

Sun, Sep 14 - Sat, Sep 20

ORD

O'Hare Intl.

MIA

Miami Intl.

$137 Roundtrip, found 3 days ago

$137

Roundtrip

found 3 days ago

Select American Airlines flight, departing Sun, Sep 14 from O'Hare Intl. to Miami Intl., returning Sat, Sep 20, priced at $137 found 3 days ago

Thu, Oct 30 - Thu, Nov 6

ORD

O'Hare Intl.

LAS

Harry Reid Intl.

$138 Roundtrip, just found

$138

Roundtrip

just found

Select Frontier Airlines flight, departing Thu, Oct 30 from O'Hare Intl. to Harry Reid Intl., returning Thu, Nov 6, priced at $138 just found

Tue, Aug 26 - Sat, Aug 30

ORD

O'Hare Intl.

DEN

Denver Intl.

$151 Roundtrip, found 6 days ago

$151

Roundtrip

found 6 days ago

Select United flight, departing Tue, Aug 26 from O'Hare Intl. to Denver Intl., returning Sat, Aug 30, priced at $151 found 6 days ago

Fri, Oct 3 - Thu, Oct 16

ORD

O'Hare Intl.

PHX

Sky Harbor Intl.

$160 Roundtrip, found 3 days ago

$160

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Fri, Oct 3 from O'Hare Intl. to Sky Harbor Intl., returning Thu, Oct 16, priced at $160 found 3 days ago

Thu, Oct 9 - Thu, Oct 16

MDW

Midway Intl.

PHX

Sky Harbor Intl.

$160 Roundtrip, found 2 days ago

$160

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Thu, Oct 9 from Midway Intl. to Sky Harbor Intl., returning Thu, Oct 16, priced at $160 found 2 days ago

Tue, Oct 28 - Tue, Nov 4

MDW

Midway Intl.

DAL

Love Field

$197 Roundtrip, found 3 days ago

$197

Roundtrip

found 3 days ago

Select Delta flight, departing Tue, Oct 28 from Midway Intl. to Love Field, returning Tue, Nov 4, priced at $197 found 3 days ago

Tue, Oct 28 - Tue, Nov 4

ORD

O'Hare Intl.

DAL

Love Field

$197 Roundtrip, found 3 days ago

$197

Roundtrip

found 3 days ago

Select Delta flight, departing Tue, Oct 28 from O'Hare Intl. to Love Field, returning Tue, Nov 4, priced at $197 found 3 days ago

Sun, Oct 26 - Thu, Oct 30

ORD

O'Hare Intl.

LAS

Harry Reid Intl.

$202 Roundtrip, found 4 days ago

$202

Roundtrip

found 4 days ago

Select Alaska Airlines flight, departing Sun, Oct 26 from O'Hare Intl. to Harry Reid Intl., returning Thu, Oct 30, priced at $202 found 4 days ago

Thu, Sep 18 - Sun, Sep 21

ORD

O'Hare Intl.

DFW

Dallas-Fort Worth Intl.

$209 Roundtrip, found 1 hour ago

$209

Roundtrip

found 1 hour ago

Select Contour Airlines flight, departing Thu, Sep 18 from O'Hare Intl. to Dallas-Fort Worth Intl., returning Sun, Sep 21, priced at $209 found 1 hour ago

Tue, Nov 11 - Thu, Nov 13

MDW

Midway Intl.

MIA

Miami Intl.

$217 Roundtrip, found 6 days ago

$217

Roundtrip

found 6 days ago

Select Delta flight, departing Tue, Nov 11 from Midway Intl. to Miami Intl., returning Thu, Nov 13, priced at $217 found 6 days ago

Tue, Aug 26 - Sat, Aug 30

MDW

Midway Intl.

LAS

Harry Reid Intl.

$228 Roundtrip, found 5 hours ago

$228

Roundtrip

found 5 hours ago

Select Frontier Airlines flight, departing Tue, Aug 26 from Midway Intl. to Harry Reid Intl., returning Sat, Aug 30, priced at $228 found 5 hours ago