Flights from Chicago to Pearland

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.

Tue, Jun 17 - Wed, Jun 25

ORD

O'Hare Intl.

IAH

George Bush Intercontinental

$130 Roundtrip, found 2 days ago

$130

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Tue, Jun 17 from O'Hare Intl. to George Bush Intercontinental, returning Wed, Jun 25, priced at $130 found 2 days ago

Mon, Jun 16 - Wed, Jun 25

ORD

O'Hare Intl.

IAH

George Bush Intercontinental

$140 Roundtrip, found 2 days ago

$140

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Mon, Jun 16 from O'Hare Intl. to George Bush Intercontinental, returning Wed, Jun 25, priced at $140 found 2 days ago

Mon, Jun 16 - Sat, Jun 21

ORD

O'Hare Intl.

IAH

George Bush Intercontinental

$150 Roundtrip, found 2 days ago

$150

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Mon, Jun 16 from O'Hare Intl. to George Bush Intercontinental, returning Sat, Jun 21, priced at $150 found 2 days ago

Tue, Jun 10 - Tue, Jun 17

ORD

O'Hare Intl.

IAH

George Bush Intercontinental

$161 Roundtrip, found 1 day ago

$161

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Tue, Jun 10 from O'Hare Intl. to George Bush Intercontinental, returning Tue, Jun 17, priced at $161 found 1 day ago

Thu, Jun 12 - Sat, Jun 21

ORD

O'Hare Intl.

IAH

George Bush Intercontinental

$164 Roundtrip, found 2 days ago

$164

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Thu, Jun 12 from O'Hare Intl. to George Bush Intercontinental, returning Sat, Jun 21, priced at $164 found 2 days ago

Fri, Jun 13 - Wed, Jun 18

ORD

O'Hare Intl.

IAH

George Bush Intercontinental

$165 Roundtrip, found 1 day ago

$165

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Fri, Jun 13 from O'Hare Intl. to George Bush Intercontinental, returning Wed, Jun 18, priced at $165 found 1 day ago

Tue, Jun 10 - Tue, Jun 17

ORD

O'Hare Intl.

IAH

George Bush Intercontinental

$168 Roundtrip, found 1 day ago

$168

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Tue, Jun 10 from O'Hare Intl. to George Bush Intercontinental, returning Tue, Jun 17, priced at $168 found 1 day ago

Sat, Jun 7 - Tue, Jun 17

ORD

O'Hare Intl.

IAH

George Bush Intercontinental

$171 Roundtrip, found 1 day ago

$171

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sat, Jun 7 from O'Hare Intl. to George Bush Intercontinental, returning Tue, Jun 17, priced at $171 found 1 day ago

Sat, Jun 14 - Wed, Jun 18

ORD

O'Hare Intl.

IAH

George Bush Intercontinental

$173 Roundtrip, found 4 days ago

$173

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Sat, Jun 14 from O'Hare Intl. to George Bush Intercontinental, returning Wed, Jun 18, priced at $173 found 4 days ago

Fri, Jun 13 - Wed, Jun 18

ORD

O'Hare Intl.

IAH

George Bush Intercontinental

$175 Roundtrip, found 1 day ago

$175

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Fri, Jun 13 from O'Hare Intl. to George Bush Intercontinental, returning Wed, Jun 18, priced at $175 found 1 day ago

Fri, Jun 13 - Mon, Jun 16

ORD

O'Hare Intl.

IAH

George Bush Intercontinental

$177 Roundtrip, found 4 days ago

$177

Roundtrip

found 4 days ago

Select United flight, departing Fri, Jun 13 from O'Hare Intl. to George Bush Intercontinental, returning Mon, Jun 16, priced at $177 found 4 days ago

Fri, Jun 13 - Mon, Jun 16

ORD

O'Hare Intl.

IAH

George Bush Intercontinental

$178 Roundtrip, found 4 days ago

$178

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Fri, Jun 13 from O'Hare Intl. to George Bush Intercontinental, returning Mon, Jun 16, priced at $178 found 4 days ago

Thu, Jun 12 - Mon, Jun 16

ORD

O'Hare Intl.

IAH

George Bush Intercontinental

$178 Roundtrip, found 1 day ago

$178

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Thu, Jun 12 from O'Hare Intl. to George Bush Intercontinental, returning Mon, Jun 16, priced at $178 found 1 day ago

Fri, Jun 13 - Wed, Jun 18

ORD

O'Hare Intl.

IAH

George Bush Intercontinental

$181 Roundtrip, found 1 day ago

$181

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Fri, Jun 13 from O'Hare Intl. to George Bush Intercontinental, returning Wed, Jun 18, priced at $181 found 1 day ago

Sat, Jun 7 - Mon, Jun 16

ORD

O'Hare Intl.

IAH

George Bush Intercontinental

$181 Roundtrip, found 1 day ago

$181

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sat, Jun 7 from O'Hare Intl. to George Bush Intercontinental, returning Mon, Jun 16, priced at $181 found 1 day ago

Tue, Jun 10 - Tue, Jun 17

ORD

O'Hare Intl.

IAH

George Bush Intercontinental

$182 Roundtrip, found 1 day ago

$182

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Tue, Jun 10 from O'Hare Intl. to George Bush Intercontinental, returning Tue, Jun 17, priced at $182 found 1 day ago

Sun, Jun 15 - Tue, Jun 17

ORD

O'Hare Intl.

IAH

George Bush Intercontinental

$183 Roundtrip, found 4 days ago

$183

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Sun, Jun 15 from O'Hare Intl. to George Bush Intercontinental, returning Tue, Jun 17, priced at $183 found 4 days ago

Sat, Jun 14 - Sun, Jun 22

ORD

O'Hare Intl.

IAH

George Bush Intercontinental

$185 Roundtrip, found 2 days ago

$185

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Sat, Jun 14 from O'Hare Intl. to George Bush Intercontinental, returning Sun, Jun 22, priced at $185 found 2 days ago

Wed, Nov 26 - Sat, Nov 29

ORD

O'Hare Intl.

HOU

William P. Hobby

$688 Roundtrip, found 3 days ago

$688

Roundtrip

found 3 days ago

Select Delta flight, departing Wed, Nov 26 from O'Hare Intl. to William P. Hobby, returning Sat, Nov 29, priced at $688 found 3 days ago

Wed, Nov 26 - Sat, Nov 29

ORD

O'Hare Intl.

HOU

William P. Hobby

$806 Roundtrip, found 3 days ago

$806

Roundtrip

found 3 days ago

Select American Airlines flight, departing Wed, Nov 26 from O'Hare Intl. to William P. Hobby, returning Sat, Nov 29, priced at $806 found 3 days ago