A river with a yellow boat, surrounded by tall buildings and a bridge.

Flights from Houston William Hobby Airport (HOU) to Chicago, IL (CHI-All Airports)
Flights to Illinois
United States of America
Flights
Expedia.com

Popular airlines from Houston William Hobby Airport (HOU) to Chicago

Southwest Airlines
American Airlines
Delta
Sun Country Airlines

Be in the know
Get alerts if flight prices drop or rise*
Book smarter
Save up to 30% on select hotels after you book a flight*
Earn twice
Earn your airline miles on top of our OneKeyCash
Learn about One Key

Cheap Flights from Houston to Chicago (HOU-CHI)

Prices were available within the past 7 days and start at $68 for one-way flights and $140 for roundtrip, for the period specified. Prices and availability are subject to change.

All deals

One way

Roundtrip

Tue, Dec 1 - Wed, Dec 2

IAH

Houston

ORD

Chicago

$140

Roundtrip

Just found

Select Frontier Airlines flight, departing Tue, Dec 1 from Houston to Chicago, returning Wed, Dec 2, priced at $140 Just found

Wed, Jan 20 - Sat, Jan 23

IAH

Houston

ORD

Chicago

$144

Roundtrip

Found 5 hours ago

Select Frontier Airlines flight, departing Wed, Jan 20 from Houston to Chicago, returning Sat, Jan 23, priced at $144 Found 5 hours ago

Tue, Jan 12 - Tue, Jan 19

IAH

Houston

ORD

Chicago

$154

Roundtrip

Found 6 hours ago

Select Frontier Airlines flight, departing Tue, Jan 12 from Houston to Chicago, returning Tue, Jan 19, priced at $154 Found 6 hours ago

Tue, Dec 15 - Sat, Jan 9

IAH

Houston

ORD

Chicago

$159

Roundtrip

Found 21 hours ago

Select Frontier Airlines flight, departing Tue, Dec 15 from Houston to Chicago, returning Sat, Jan 9, priced at $159 Found 21 hours ago

Tue, Dec 1 - Sat, Dec 5

IAH

Houston

ORD

Chicago

$160

Roundtrip

Found 2 hours ago

Select Frontier Airlines flight, departing Tue, Dec 1 from Houston to Chicago, returning Sat, Dec 5, priced at $160 Found 2 hours ago

Wed, Jan 20 - Mon, Jan 25

IAH

Houston

ORD

Chicago

$161

Roundtrip

Found 3 hours ago

Select Frontier Airlines flight, departing Wed, Jan 20 from Houston to Chicago, returning Mon, Jan 25, priced at $161 Found 3 hours ago

Mon, Jan 4 - Tue, Jan 5

HOU

Houston

MDW

Chicago

$276

Roundtrip

Found 2 days ago

Select Southwest Airlines flight, departing Mon, Jan 4 from Houston to Chicago, returning Tue, Jan 5, priced at $276 Found 2 days ago

Sat, Jan 30 - Sat, Jan 30

IAH

Houston

ORD

Chicago

$284

Roundtrip

Found 12 hours ago

Select United flight, departing Sat, Jan 30 from Houston to Chicago, returning Sat, Jan 30, priced at $284 Found 12 hours ago

Wed, Dec 2 - Tue, Dec 8

HOU

Houston

ORD

Chicago

$286

Roundtrip

Found 2 days ago

Select American Airlines flight, departing Wed, Dec 2 from Houston to Chicago, returning Tue, Dec 8, priced at $286 Found 2 days ago

Sat, Nov 21 - Sun, Nov 22

IAH

Houston

ORD

Chicago

$339

Roundtrip

Just found

Select Delta flight, departing Sat, Nov 21 from Houston to Chicago, returning Sun, Nov 22, priced at $339 Just found

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $337

ORD

O'Hare Intl.

Cheapest

23 min

Flights from $337

Select flight to Midway Intl. MDW. Closest option available. Average driving time to city center is 16 minutes. Flights from $482

MDW

Midway Intl.

Closest

16 min

Flights from $482

Find the cheapest month to fly from Houston (HOU) to Chicago (CHI)

October is typically the cheapest month to fly

From $110 - $232 per traveler.

Travel information

Origin airport	Houston William Hobby Airport
Destination airport	Chicago O'Hare Intl. Airport
Distance	945 miles away
Airlines serving	American Airlines, Delta, Sun Country Airlines
Popular airline	American Airlines
Roundtrip price	$140

Explore a world of travel with Expedia

Flights

Flights from Beirut (BEY) to Chicago (CHI)
Standard Link for Flights from Beirut (BEY) to Chicago (CHI)
Flights from Orange County (SNA) to Chicago (CHI)
Standard Link for Flights from Orange County (SNA) to Chicago (CHI)
Flights from Los Angeles (LAX) to Chicago (ORD)
Standard Link for Flights from Los Angeles (LAX) to Chicago (ORD)
Flights from Washington (DCA) to Chicago (ORD)
Standard Link for Flights from Washington (DCA) to Chicago (ORD)
Flights from Fort Myers (RSW) to Chicago (ORD)
Standard Link for Flights from Fort Myers (RSW) to Chicago (ORD)
Flights from Hyderabad (HYD) to Chicago (CHI)
Standard Link for Flights from Hyderabad (HYD) to Chicago (CHI)
Flights from Mackinac Island (MCD) to Chicago (CHI)
Standard Link for Flights from Mackinac Island (MCD) to Chicago (CHI)
Flights from Hartford (BDL) to Chicago (CHI)
Standard Link for Flights from Hartford (BDL) to Chicago (CHI)
Flights from Rome (FCO) to Chicago (CHI)
Standard Link for Flights from Rome (FCO) to Chicago (CHI)
Flights from Boston (BOS) to Chicago (CHI)
Standard Link for Flights from Boston (BOS) to Chicago (CHI)
Flights from Joliet (JOT) to Chicago (CHI)
Standard Link for Flights from Joliet (JOT) to Chicago (CHI)
Flights from New Orleans (MSY) to Chicago (ORD)
Standard Link for Flights from New Orleans (MSY) to Chicago (ORD)
Flights from Charlotte (CLT) to Chicago (CHI)
Standard Link for Flights from Charlotte (CLT) to Chicago (CHI)
Flights from Philadelphia (PHL) to Chicago (CHI)
Standard Link for Flights from Philadelphia (PHL) to Chicago (CHI)
Flights from San Francisco (SFO) to Chicago (ORD)
Standard Link for Flights from San Francisco (SFO) to Chicago (ORD)
Flights from San Francisco (SFO) to Chicago (CHI)
Standard Link for Flights from San Francisco (SFO) to Chicago (CHI)
Flights from San Antonio (SAT) to Chicago (ORD)
Standard Link for Flights from San Antonio (SAT) to Chicago (ORD)
Flights from Buffalo (BUF) to Chicago (CHI)
Standard Link for Flights from Buffalo (BUF) to Chicago (CHI)
Flights from Denver (DEN) to Chicago (CHI)
Standard Link for Flights from Denver (DEN) to Chicago (CHI)
Flights from Portland (PDX) to Chicago (ORD)
Standard Link for Flights from Portland (PDX) to Chicago (ORD)
Flights from New York (NYC) to Chicago (CHI)
Standard Link for Flights from New York (NYC) to Chicago (CHI)
Flights from Düsseldorf (DUS) to Chicago (CHI)
Standard Link for Flights from Düsseldorf (DUS) to Chicago (CHI)
Flights from Indianapolis (IND) to Chicago (ORD)
Standard Link for Flights from Indianapolis (IND) to Chicago (ORD)
Flights from Portland (PDX) to Chicago (CHI)
Standard Link for Flights from Portland (PDX) to Chicago (CHI)
Flights from Phoenix (PHX) to Chicago (CHI)
Standard Link for Flights from Phoenix (PHX) to Chicago (CHI)
Flights from Beijing (PEK) to Chicago (CHI)
Standard Link for Flights from Beijing (PEK) to Chicago (CHI)
Flights from Richmond (RIC) to Chicago (ORD)
Standard Link for Flights from Richmond (RIC) to Chicago (ORD)
Flights from Denver (DEN) to Chicago (ORD)
Standard Link for Flights from Denver (DEN) to Chicago (ORD)
Flights from Salt Lake City (SLC) to Chicago (ORD)
Standard Link for Flights from Salt Lake City (SLC) to Chicago (ORD)
Flights from Pittsburgh (PIT) to Chicago (CHI)
Standard Link for Flights from Pittsburgh (PIT) to Chicago (CHI)
Flights from Gulf Shores (GUF) to Chicago (CHI)
Standard Link for Flights from Gulf Shores (GUF) to Chicago (CHI)
Flights from New York (JFK) to Chicago (CHI)
Standard Link for Flights from New York (JFK) to Chicago (CHI)
Flights from Salt Lake City (SLC) to Chicago (CHI)
Standard Link for Flights from Salt Lake City (SLC) to Chicago (CHI)
Flights from Seattle (SEA) to Chicago (CHI)
Standard Link for Flights from Seattle (SEA) to Chicago (CHI)
Flights from Minneapolis (MSP) to Chicago (CHI)
Standard Link for Flights from Minneapolis (MSP) to Chicago (CHI)
Flights from New York (JFK) to Chicago (ORD)
Standard Link for Flights from New York (JFK) to Chicago (ORD)
Flights from Fort Lauderdale (FLL) to Chicago (CHI)
Standard Link for Flights from Fort Lauderdale (FLL) to Chicago (CHI)
Flights from Sacramento (SMF) to Chicago (ORD)
Standard Link for Flights from Sacramento (SMF) to Chicago (ORD)
Flights from Sacramento (SMF) to Chicago (CHI)
Standard Link for Flights from Sacramento (SMF) to Chicago (CHI)
Flights from Orlando (MCO) to Chicago (CHI)
Standard Link for Flights from Orlando (MCO) to Chicago (CHI)
Flights from Nashville (BNA) to Chicago (CHI)
Standard Link for Flights from Nashville (BNA) to Chicago (CHI)
Flights from Houston (IAH) to Chicago (CHI)
Standard Link for Flights from Houston (IAH) to Chicago (CHI)
Flights from Philadelphia (PHL) to Chicago (ORD)
Standard Link for Flights from Philadelphia (PHL) to Chicago (ORD)
Flights from Jacksonville (JAX) to Chicago (ORD)
Standard Link for Flights from Jacksonville (JAX) to Chicago (ORD)
Flights from Newark Liberty Intl. Airport (EWR) to Chicago (CHI)
Standard Link for Flights from Newark Liberty Intl. Airport (EWR) to Chicago (CHI)
Flights from Memphis (MEM) to Chicago (CHI)
Standard Link for Flights from Memphis (MEM) to Chicago (CHI)
Flights from San Diego (SAN) to Chicago (ORD)
Standard Link for Flights from San Diego (SAN) to Chicago (ORD)
Flights from Orlando (MCO) to Chicago (ORD)
Standard Link for Flights from Orlando (MCO) to Chicago (ORD)
Flights from Seattle (SEA) to Chicago (ORD)
Standard Link for Flights from Seattle (SEA) to Chicago (ORD)
Flights from Atlanta (ATL) to Chicago (CHI)
Standard Link for Flights from Atlanta (ATL) to Chicago (CHI)
Flights from Minneapolis (MSP) to Chicago (ORD)
Standard Link for Flights from Minneapolis (MSP) to Chicago (ORD)
Flights from Jacksonville (JAX) to Chicago (CHI)
Standard Link for Flights from Jacksonville (JAX) to Chicago (CHI)
Flights from Lake Of The Ozarks (AIZ) to Chicago (CHI)
Standard Link for Flights from Lake Of The Ozarks (AIZ) to Chicago (CHI)
Flights from Cincinnati (CVG) to Chicago (CHI)
Standard Link for Flights from Cincinnati (CVG) to Chicago (CHI)
Flights from Dallas (DFW) to Chicago (ORD)
Standard Link for Flights from Dallas (DFW) to Chicago (ORD)
Flights from Berlin (BER) to Chicago (CHI)
Standard Link for Flights from Berlin (BER) to Chicago (CHI)
Flights from New York (LGA) to Chicago (ORD)
Standard Link for Flights from New York (LGA) to Chicago (ORD)
Flights from Charlotte (CLT) to Chicago (ORD)
Standard Link for Flights from Charlotte (CLT) to Chicago (ORD)
Flights from Cincinnati (CVG) to Chicago (ORD)
Standard Link for Flights from Cincinnati (CVG) to Chicago (ORD)
Flights from Houston (HOU) to Chicago (ORD)
Standard Link for Flights from Houston (HOU) to Chicago (ORD)
Flights from Baltimore (BWI) to Chicago (CHI)
Standard Link for Flights from Baltimore (BWI) to Chicago (CHI)
Flights from Kansas City (MCI) to Chicago (CHI)
Standard Link for Flights from Kansas City (MCI) to Chicago (CHI)
Flights from Austin (AUS) to Chicago (ORD)
Standard Link for Flights from Austin (AUS) to Chicago (ORD)
Flights from Los Angeles (LAX) to Chicago (CHI)
Standard Link for Flights from Los Angeles (LAX) to Chicago (CHI)
Flights from Oklahoma City (OKC) to Chicago (CHI)
Standard Link for Flights from Oklahoma City (OKC) to Chicago (CHI)
Flights from Atlanta (ATL) to Chicago (ORD)
Standard Link for Flights from Atlanta (ATL) to Chicago (ORD)
Flights from Memphis (MEM) to Chicago (ORD)
Standard Link for Flights from Memphis (MEM) to Chicago (ORD)
Flights from Omaha (OMA) to Chicago (CHI)
Standard Link for Flights from Omaha (OMA) to Chicago (CHI)
Flights from Raleigh (RDU) to Chicago (ORD)
Standard Link for Flights from Raleigh (RDU) to Chicago (ORD)
Flights from Boston (BOS) to Chicago (ORD)
Standard Link for Flights from Boston (BOS) to Chicago (ORD)
Flights from Austin (AUS) to Chicago (CHI)
Standard Link for Flights from Austin (AUS) to Chicago (CHI)
Flights from Miami (MIA) to Chicago (CHI)
Standard Link for Flights from Miami (MIA) to Chicago (CHI)
Flights from Orange County (SNA) to Chicago (ORD)
Standard Link for Flights from Orange County (SNA) to Chicago (ORD)
Flights from New Orleans (MSY) to Chicago (CHI)
Standard Link for Flights from New Orleans (MSY) to Chicago (CHI)
Flights from Raleigh (RDU) to Chicago (CHI)
Standard Link for Flights from Raleigh (RDU) to Chicago (CHI)
Flights from Las Vegas (LAS) to Chicago (CHI)
Standard Link for Flights from Las Vegas (LAS) to Chicago (CHI)
Flights from Fort Myers (RSW) to Chicago (CHI)
Standard Link for Flights from Fort Myers (RSW) to Chicago (CHI)
Flights from St. Louis (STL) to Chicago (CHI)
Standard Link for Flights from St. Louis (STL) to Chicago (CHI)
Flights from Orlando (ORL) to Chicago (CHI)
Standard Link for Flights from Orlando (ORL) to Chicago (CHI)
Flights from Louisville (SDF) to Chicago (CHI)
Standard Link for Flights from Louisville (SDF) to Chicago (CHI)
Flights from Nashville (BNA) to Chicago (ORD)
Standard Link for Flights from Nashville (BNA) to Chicago (ORD)
Flights from Tulsa (TUL) to Chicago (CHI)
Standard Link for Flights from Tulsa (TUL) to Chicago (CHI)
Flights from Fresno (FAT) to Chicago (CHI)
Standard Link for Flights from Fresno (FAT) to Chicago (CHI)
Flights from Honolulu (HNL) to Chicago (CHI)
Standard Link for Flights from Honolulu (HNL) to Chicago (CHI)
Flights from Norfolk (ORF) to Chicago (CHI)
Standard Link for Flights from Norfolk (ORF) to Chicago (CHI)
Flights from San Antonio (SAT) to Chicago (CHI)
Standard Link for Flights from San Antonio (SAT) to Chicago (CHI)
Flights from Columbus (CMH) to Chicago (CHI)
Standard Link for Flights from Columbus (CMH) to Chicago (CHI)
Flights from Los Angeles (QLA) to Chicago (CHI)
Standard Link for Flights from Los Angeles (QLA) to Chicago (CHI)
Flights from Omaha (OMA) to Chicago (ORD)
Standard Link for Flights from Omaha (OMA) to Chicago (ORD)
Flights from Detroit (DTW) to Chicago (ORD)
Standard Link for Flights from Detroit (DTW) to Chicago (ORD)
Flights from Lagos (LOS) to Chicago (CHI)
Standard Link for Flights from Lagos (LOS) to Chicago (CHI)
Flights from San Diego (SAN) to Chicago (CHI)
Standard Link for Flights from San Diego (SAN) to Chicago (CHI)
Flights from Miami (MIA) to Chicago (ORD)
Standard Link for Flights from Miami (MIA) to Chicago (ORD)
Flights from San Juan (SJU) to Chicago (CHI)
Standard Link for Flights from San Juan (SJU) to Chicago (CHI)
Flights from Cleveland (CLE) to Chicago (CHI)
Standard Link for Flights from Cleveland (CLE) to Chicago (CHI)
Flights from Amsterdam (AMS) to Chicago (CHI)
Standard Link for Flights from Amsterdam (AMS) to Chicago (CHI)
Flights from Indianapolis (IND) to Chicago (CHI)
Standard Link for Flights from Indianapolis (IND) to Chicago (CHI)
Flights from Las Vegas (LAS) to Chicago (ORD)
Standard Link for Flights from Las Vegas (LAS) to Chicago (ORD)
Flights from Washington (WAS) to Chicago (CHI)
Standard Link for Flights from Washington (WAS) to Chicago (CHI)
Flights from Tampa (TPA) to Chicago (CHI)
Standard Link for Flights from Tampa (TPA) to Chicago (CHI)

*Available to One Key members.

$68 Cheap Flights from Houston (HOU) to Chicago (CHI)

Popular airlines from Houston William Hobby Airport (HOU) to Chicago

Be in the know

Book smarter

Earn twice

Cheap Flights from Houston to Chicago (HOU-CHI)

Alternative airports near Chicago

Find the cheapest month to fly from Houston (HOU) to Chicago (CHI)

October is typically the cheapest month to flyOctober is typically the cheapest month to fly

Travel information

Explore a world of travel with Expedia

October is typically the cheapest month to fly