Flights from Houston to Chicago

Cheapest flights from Houston

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, May 7 - Tue, May 13

IAH

George Bush Intercontinental

ORD

O'Hare Intl.

$178 Roundtrip, found 1 day ago

$178

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Wed, May 7 from George Bush Intercontinental to O'Hare Intl., returning Tue, May 13, priced at $178 found 1 day ago

Thu, May 8 - Tue, May 13

IAH

George Bush Intercontinental

ORD

O'Hare Intl.

$180 Roundtrip, found 1 day ago

$180

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Thu, May 8 from George Bush Intercontinental to O'Hare Intl., returning Tue, May 13, priced at $180 found 1 day ago

Sat, May 10 - Tue, May 13

IAH

George Bush Intercontinental

ORD

O'Hare Intl.

$188 Roundtrip, found 1 day ago

$188

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sat, May 10 from George Bush Intercontinental to O'Hare Intl., returning Tue, May 13, priced at $188 found 1 day ago

Mon, May 5 - Fri, May 16

IAH

George Bush Intercontinental

ORD

O'Hare Intl.

$193 Roundtrip, found 1 day ago

$193

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Mon, May 5 from George Bush Intercontinental to O'Hare Intl., returning Fri, May 16, priced at $193 found 1 day ago

Thu, May 8 - Tue, May 13

IAH

George Bush Intercontinental

ORD

O'Hare Intl.

$195 Roundtrip, found 1 day ago

$195

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Thu, May 8 from George Bush Intercontinental to O'Hare Intl., returning Tue, May 13, priced at $195 found 1 day ago

Thu, May 8 - Tue, May 13

IAH

George Bush Intercontinental

ORD

O'Hare Intl.

$198 Roundtrip, found 1 day ago

$198

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Thu, May 8 from George Bush Intercontinental to O'Hare Intl., returning Tue, May 13, priced at $198 found 1 day ago

Wed, May 7 - Thu, May 15

IAH

George Bush Intercontinental

ORD

O'Hare Intl.

$201 Roundtrip, found 1 day ago

$201

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Wed, May 7 from George Bush Intercontinental to O'Hare Intl., returning Thu, May 15, priced at $201 found 1 day ago

Mon, Jul 21 - Mon, Jul 21

IAH

George Bush Intercontinental

ORD

O'Hare Intl.

$203 Roundtrip, found 4 days ago

$203

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Mon, Jul 21 from George Bush Intercontinental to O'Hare Intl., returning Mon, Jul 21, priced at $203 found 4 days ago

Fri, Jul 18 - Mon, Jul 21

IAH

George Bush Intercontinental

ORD

O'Hare Intl.

$203 Roundtrip, found 4 days ago

$203

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Fri, Jul 18 from George Bush Intercontinental to O'Hare Intl., returning Mon, Jul 21, priced at $203 found 4 days ago

Mon, May 5 - Sun, May 11

IAH

George Bush Intercontinental

ORD

O'Hare Intl.

$206 Roundtrip, found 1 day ago

$206

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Mon, May 5 from George Bush Intercontinental to O'Hare Intl., returning Sun, May 11, priced at $206 found 1 day ago

Fri, Jul 18 - Mon, Jul 21

IAH

George Bush Intercontinental

ORD

O'Hare Intl.

$208 Roundtrip, found 4 days ago

$208

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Fri, Jul 18 from George Bush Intercontinental to O'Hare Intl., returning Mon, Jul 21, priced at $208 found 4 days ago

Sat, May 10 - Thu, May 15

IAH

George Bush Intercontinental

ORD

O'Hare Intl.

$211 Roundtrip, found 1 day ago

$211

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sat, May 10 from George Bush Intercontinental to O'Hare Intl., returning Thu, May 15, priced at $211 found 1 day ago

Thu, Jul 17 - Sun, Jul 20

IAH

George Bush Intercontinental

ORD

O'Hare Intl.

$213 Roundtrip, found 4 days ago

$213

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Thu, Jul 17 from George Bush Intercontinental to O'Hare Intl., returning Sun, Jul 20, priced at $213 found 4 days ago

Tue, Jul 15 - Tue, Jul 22

IAH

George Bush Intercontinental

ORD

O'Hare Intl.

$217 Roundtrip, found 4 days ago

$217

Roundtrip

found 4 days ago

Select Delta flight, departing Tue, Jul 15 from George Bush Intercontinental to O'Hare Intl., returning Tue, Jul 22, priced at $217 found 4 days ago

Fri, Jul 18 - Mon, Jul 21

IAH

George Bush Intercontinental

ORD

O'Hare Intl.

$228 Roundtrip, found 4 days ago

$228

Roundtrip

found 4 days ago

Select American Airlines flight, departing Fri, Jul 18 from George Bush Intercontinental to O'Hare Intl., returning Mon, Jul 21, priced at $228 found 4 days ago

Thu, May 8 - Tue, May 13

IAH

George Bush Intercontinental

ORD

O'Hare Intl.

$228 Roundtrip, found 1 day ago

$228

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Thu, May 8 from George Bush Intercontinental to O'Hare Intl., returning Tue, May 13, priced at $228 found 1 day ago

Thu, May 8 - Tue, May 13

IAH

George Bush Intercontinental

ORD

O'Hare Intl.

$231 Roundtrip, found 1 day ago

$231

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Thu, May 8 from George Bush Intercontinental to O'Hare Intl., returning Tue, May 13, priced at $231 found 1 day ago

Fri, Jul 18 - Mon, Jul 21

IAH

George Bush Intercontinental

ORD

O'Hare Intl.

$237 Roundtrip, found 4 days ago

$237

Roundtrip

found 4 days ago

Select American Airlines flight, departing Fri, Jul 18 from George Bush Intercontinental to O'Hare Intl., returning Mon, Jul 21, priced at $237 found 4 days ago

Thu, May 8 - Tue, May 13

IAH

George Bush Intercontinental

MDW

Midway Intl.

$323 Roundtrip, found 1 day ago

$323

Roundtrip

found 1 day ago

Select Delta flight, departing Thu, May 8 from George Bush Intercontinental to Midway Intl., returning Tue, May 13, priced at $323 found 1 day ago

Thu, May 8 - Tue, May 13

HOU

William P. Hobby

MDW

Midway Intl.

$499 Roundtrip, found 1 day ago

$499

Roundtrip

found 1 day ago

Select Delta flight, departing Thu, May 8 from William P. Hobby to Midway Intl., returning Tue, May 13, priced at $499 found 1 day ago