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Business Class Flight Deals from George Bush Intercontinental Houston Airport to Chicago from $316

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Bundle + Save

Top flight deals from leading airlines:

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... and +100s more

Customer-First Commitment

Free cancellation for many rates

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If a VIP member finds a better price elsewhere, we'll refund up to 200% of the difference

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Stops

  • Nonstop
    from $613
  • Up to 1 stop
    $623

Airlines

  • Alaska Airlines
    $1143
  • American Airlines
    $613
  • Hawaiian Airlines
    $1171

Cabin Class

  • First
    $613

Departure Airports

  • George Bush Intercontinental Houston Airport
    $613
  • William P Hobby Airport
    $656

Arrival Airports

  • Chicago O Hare Airport
    $613

Layover Airports

  • Charlotte Douglas International Airport
    $623
  • Dallas Fort Worth International Airport
    $623
  • Portland International Airport
    $1143
  • Seattle Tacoma International Airport
    $1143

Best Price. GUARANTEED.

Exclusively for Priceline Members
Tired of searching? Book now!
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On average save $240 per traveler
American Airlines Logo
American Airlines

05/30/25

IAH
2h 42m
Direct

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
2h 52m
Direct

06/06/25

IAH
$613
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

IAH
2h 53m
Direct

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
2h 52m
Direct

06/06/25

IAH
$613
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

IAH
6h 32m
CLT

05/31/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
2h 52m
Direct

06/06/25

IAH
$623
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

IAH
5h 27m
DFW

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
2h 52m
Direct

06/06/25

IAH
$623
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

IAH
2h 53m
Direct

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
2h 35m
Direct

06/06/25

IAH
$646
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

IAH
2h 42m
Direct

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
2h 56m
Direct

06/06/25

IAH
$646
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

IAH
2h 53m
Direct

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
2h 56m
Direct

06/06/25

IAH
$646
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

IAH
2h 42m
Direct

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
2h 39m
Direct

06/06/25

IAH
$646
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

IAH
2h 53m
Direct

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
2h 39m
Direct

06/06/25

IAH
$646
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

IAH
2h 42m
Direct

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
2h 35m
Direct

06/06/25

IAH
$646
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

IAH
5h 27m
DFW

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
2h 39m
Direct

06/06/25

IAH
$656
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

IAH
6h 32m
CLT

05/31/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
2h 35m
Direct

06/06/25

IAH
$656
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

IAH
6h 32m
CLT

05/31/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
2h 56m
Direct

06/06/25

IAH
$656
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

IAH
2h 53m
Direct

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
5h 34m
CLT

06/06/25

IAH
$656
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

IAH
2h 42m
Direct

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
4h 43m
DFW

06/06/25

HOU
$656
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

IAH
2h 42m
Direct

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
5h 5m
DFW

06/06/25

IAH
$656
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

IAH
2h 42m
Direct

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
4h 16m
DFW

06/06/25

IAH
$656
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

IAH
2h 53m
Direct

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
4h 43m
DFW

06/06/25

HOU
$656
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

IAH
5h 27m
DFW

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
2h 35m
Direct

06/06/25

IAH
$656
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

IAH
6h 32m
CLT

05/31/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
2h 39m
Direct

06/06/25

IAH
$656
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

IAH
2h 53m
Direct

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
5h 5m
DFW

06/06/25

IAH
$656
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/30/25

IAH
2h 42m
Direct

05/30/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
5h 34m
CLT

06/06/25

IAH
$656
Free cancellation within 83 hours of booking
Alaska Airlines Logo
Alaska Airlines

05/30/25

IAH
19h 14m
PDX

05/31/25

ORD
Alaska Airlines Logo
Alaska Airlines

06/06/25

ORD
10h 29m
SEA

06/07/25

IAH
$1143
Free cancellation within 83 hours of booking
Alaska Airlines Logo
Alaska Airlines

05/30/25

IAH
19h 14m
PDX

05/31/25

ORD
Alaska Airlines Logo
Alaska Airlines

06/06/25

ORD
12h 22m
SEA

06/07/25

IAH
$1143
Free cancellation within 83 hours of booking
Hawaiian Airlines Logo
Hawaiian Airlines

05/30/25

IAH
19h 14m
PDX

05/31/25

ORD
Hawaiian Airlines Logo
Hawaiian Airlines

06/06/25

ORD
10h 29m
SEA

06/07/25

IAH
$1171
Free cancellation within 83 hours of booking
Alaska Airlines Logo
Alaska Airlines

05/30/25

IAH
19h 14m
PDX

05/31/25

ORD
Alaska Airlines Logo
Alaska Airlines

06/06/25

ORD
13h 59m
SEA

06/06/25

IAH
$1178
Free cancellation within 83 hours of booking
Hawaiian Airlines Logo
Hawaiian Airlines

05/30/25

IAH
19h 14m
PDX

05/31/25

ORD
Hawaiian Airlines Logo
Hawaiian Airlines

06/06/25

ORD
13h 59m
SEA

06/06/25

IAH
$1206
Free cancellation within 83 hours of booking
Hawaiian Airlines Logo
Hawaiian Airlines

05/30/25

IAH
12h 55m
SEA

05/30/25

ORD
Alaska Airlines Logo
Alaska Airlines

06/06/25

ORD
10h 29m
SEA

06/07/25

IAH
$1283
Free cancellation within 83 hours of booking
Hawaiian Airlines Logo
Hawaiian Airlines

05/30/25

IAH
12h 55m
SEA

05/30/25

ORD
Alaska Airlines Logo
Alaska Airlines

06/06/25

ORD
12h 22m
SEA

06/07/25

IAH
$1283
Free cancellation within 83 hours of booking
Alaska Airlines Logo
Alaska Airlines

05/30/25

IAH
12h 55m
SEA

05/30/25

ORD
Alaska Airlines Logo
Alaska Airlines

06/06/25

ORD
10h 29m
SEA

06/07/25

IAH
$1288
Free cancellation within 83 hours of booking

Top Deals on flights Business Class from George Bush Intercontinental Houston Airport to Chicago

Houston, US (HOU) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

IAH
6h 32m
CLT

May 30

ORD

as low as

$316

Houston, US (HOU) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

IAH
2h 42m
Direct

May 29

ORD

as low as

$358

Houston, US (HOU) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

IAH
2h 49m
Direct

May 29

ORD

as low as

$431

Houston, US (HOU) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

IAH
2h 43m
Direct

May 29

ORD

as low as

$431

Houston, US (HOU) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

IAH
16h 11m
CLT

May 30

ORD

as low as

$494

Houston, US (HOU) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

IAH
14h 7m
CLT

May 30

ORD

as low as

$494

Houston, US (HOU) - Chicago, US (CHI)

Alaska Airlines Logo
Alaska Airlines

May 29

IAH
19h 14m
PDX

May 30

ORD

as low as

$621

Houston, US (HOU) - Chicago, US (CHI)

Alaska Airlines Logo
Alaska Airlines

May 29

IAH
17h 59m
SEA

May 29

ORD

as low as

$622

Houston, US (HOU) - Chicago, US (CHI)

Hawaiian Airlines Logo
Hawaiian Airlines

May 29

IAH
19h 14m
PDX

May 30

ORD

as low as

$635

Houston, US (HOU) - Chicago, US (CHI)

Alaska Airlines Logo
Alaska Airlines

May 29

IAH
12h 55m
SEA

May 29

ORD

as low as

$652

Houston, US (HOU) - Chicago, US (CHI)

Alaska Airlines Logo
Alaska Airlines

May 29

IAH
10h 26m
SEA

May 30

ORD

as low as

$652

Houston, US (HOU) - Chicago, US (CHI)

Hawaiian Airlines Logo
Hawaiian Airlines

May 29

IAH
10h 26m
SEA

May 30

ORD

as low as

$661

Flights to Chicago