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Business Class Flight Deals from San Jose to Illinois from $1037

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Bundle + Save

Top flight deals from leading airlines:

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Top Deals on Business Class Flights from San Jose to Chicago

San Francisco, US (SFO) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Jul 28

SFO
4h 22m
Direct

Jul 28

ORD
American Airlines Logo
American Airlines

Aug 4

ORD
13h 5m
PHX

Aug 5

SJC

as low as

$1037

San Francisco, US (SFO) - Chicago, US (CHI)

Alaska Airlines Logo
Alaska Airlines

Jul 28

SFO
4h 23m
Direct

Jul 28

ORD
Alaska Airlines Logo
Alaska Airlines

Aug 4

ORD
27h 48m
PDX

Aug 5

OAK

as low as

$1051

San Francisco, US (SFO) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Jul 28

SFO
4h 22m
Direct

Jul 28

ORD
American Airlines Logo
American Airlines

Aug 4

ORD
12h 56m
PHX

Aug 4

SFO

as low as

$1055

San Francisco, US (SFO) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Jul 28

SFO
4h 22m
Direct

Jul 28

ORD
American Airlines Logo
American Airlines

Aug 4

ORD
4h 32m
Direct

Aug 4

SFO

as low as

$1091

San Francisco, US (SFO) - Chicago, US (CHI)

Alaska Airlines Logo
Alaska Airlines

Jul 28

SFO
4h 23m
Direct

Jul 28

ORD
Alaska Airlines Logo
Alaska Airlines

Aug 4

ORD
7h 24m
PDX

Aug 4

SFO

as low as

$1091

San Francisco, US (SFO) - Chicago, US (CHI)

Alaska Airlines Logo
Alaska Airlines

Jul 28

SFO
4h 23m
Direct

Jul 28

ORD
Alaska Airlines Logo
Alaska Airlines

Aug 4

ORD
18h
PDX

Aug 4

SJC

as low as

$1099

San Francisco, US (SFO) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Jul 28

SFO
4h 22m
Direct

Jul 28

ORD
American Airlines Logo
American Airlines

Aug 4

ORD
4h 54m
Direct

Aug 4

SFO

as low as

$1131

San Francisco, US (SFO) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Jul 28

SFO
4h 22m
Direct

Jul 28

ORD
American Airlines Logo
American Airlines

Aug 4

ORD
4h 37m
Direct

Aug 4

SFO

as low as

$1131

San Francisco, US (SFO) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Jul 28

SFO
4h 22m
Direct

Jul 28

ORD
American Airlines Logo
American Airlines

Aug 4

ORD
4h 42m
Direct

Aug 4

SFO

as low as

$1131

San Francisco, US (SFO) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Jul 28

SFO
4h 22m
Direct

Jul 28

ORD
American Airlines Logo
American Airlines

Aug 4

ORD
4h 37m
Direct

Aug 4

SFO

as low as

$1131

San Francisco, US (SFO) - Chicago, US (CHI)

Hawaiian Airlines Logo
Hawaiian Airlines

Jul 28

SFO
4h 23m
Direct

Jul 28

ORD
Hawaiian Airlines Logo
Hawaiian Airlines

Aug 4

ORD
7h 22m
PDX

Aug 4

SJC

as low as

$1135

San Francisco, US (SFO) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Jul 28

SFO
4h 18m
Direct

Jul 29

ORD
American Airlines Logo
American Airlines

Aug 4

ORD
4h 32m
Direct

Aug 4

SFO

as low as

$1181

Top Deals on Business Class Flights from San Jose to Bloomington

San Francisco, US (SFO) - Bloomington, US (BMI)

American Airlines Logo
American Airlines

Jul 29

SFO
12h 38m
ORD

Jul 30

BMI
American Airlines Logo
American Airlines

Aug 5

BMI
19h 28m
DFW
PHX

Aug 6

SJC

as low as

$1354

Top Deals on Business Class Flights from San Jose to Champaign

San Francisco, US (SFO) - Champaign, US (CMI)

American Airlines Logo
American Airlines

Jul 29

SFO
7h 9m
DFW

Jul 29

CMI
American Airlines Logo
American Airlines

Aug 5

CMI
30h 41m
DFW
PHX

Aug 6

SFO

as low as

$1134

San Francisco, US (SFO) - Champaign, US (CMI)

American Airlines Logo
American Airlines

Jul 29

SFO
7h 9m
DFW

Jul 29

CMI
American Airlines Logo
American Airlines

Aug 5

CMI
19h 59m
DFW
PHX

Aug 6

SJC

as low as

$1146

San Francisco, US (SFO) - Champaign, US (CMI)

American Airlines Logo
American Airlines

Jul 29

SFO
12h 34m
ORD

Jul 30

CMI
American Airlines Logo
American Airlines

Aug 5

CMI
30h 41m
DFW
PHX

Aug 6

SFO

as low as

$1399