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Flight Deals from San Jose to Illinois from $267

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Top Deals on flights from San Jose to Chicago

San Jose, CR (SJO) - Chicago, US (CHI)

Spirit Airlines Logo
Spirit Airlines

May 22

SJO
11h 57m
MCO

May 22

ORD
Spirit Airlines Logo
Spirit Airlines

May 27

ORD
6h 28m
FLL

May 27

SJO

as low as

$267

San Jose, CR (SJO) - Chicago, US (CHI)

Spirit Airlines Logo
Spirit Airlines

May 22

SJO
11h 1m
FLL
MCO

May 22

ORD
Spirit Airlines Logo
Spirit Airlines

May 27

ORD
6h 28m
FLL

May 27

SJO

as low as

$313

San Jose, CR (SJO) - Chicago, US (CHI)

Frontier Airlines Logo
Frontier Airlines

May 24

SJO
11h 2m
ATL

May 25

ORD
Frontier Airlines Logo
Frontier Airlines

Jun 7

ORD
7h 30m
ATL

Jun 7

SJO

as low as

$387

San Jose, CR (SJO) - Chicago, US (CHI)

United Airlines Logo
United Airlines

May 24

SJO
6h 34m
Direct

May 24

ORD
United Airlines Logo
United Airlines

Jun 7

ORD
12h 31m
IAH

Jun 8

SJO

as low as

$434

San Jose, CR (SJO) - Chicago, US (CHI)

COPA Airlines Logo
COPA Airlines

May 22

SJO
18h 42m
PTY

May 23

ORD
COPA Airlines Logo
COPA Airlines

May 27

ORD
8h 28m
PTY

May 27

SJO

as low as

$448

San Jose, CR (SJO) - Chicago, US (CHI)

Delta Air Lines Logo
Delta Air Lines

May 24

SJO
8h 47m
ATL

May 24

ORD
Delta Air Lines Logo
Delta Air Lines

Jun 7

ORD
7h 35m
ATL

Jun 7

SJO

as low as

$484

San Jose, CR (SJO) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 12

SJO
9h 35m
DFW

May 13

ORD
American Airlines Logo
American Airlines

May 14

ORD
16h 3m
MIA

May 15

SJO

as low as

$523

San Jose, CR (SJO) - Chicago, US (CHI)

JetBlue Logo
JetBlue

Jun 2

SJO
24h 54m
JFK

Jun 3

ORD
JetBlue Logo
JetBlue

Jun 5

ORD
15h 59m
BOS
MCO

Jun 6

SJO

as low as

$539

San Jose, CR (SJO) - Chicago, US (CHI)

AVIANCA Logo
AVIANCA

Jun 3

SJO
11h
SAL

Jun 3

ORD
AVIANCA Logo
AVIANCA

Jun 5

ORD
6h 10m
SAL

Jun 5

SJO

as low as

$548

San Jose, CR (SJO) - Chicago, US (CHI)

United Airlines Logo
United Airlines

May 24

SJO
6h 34m
Direct

May 24

ORD
United Airlines Logo
United Airlines

Jun 7

ORD
4h 14m
Direct

Jun 7

SJO

as low as

$551

San Jose, CR (SJO) - Chicago, US (CHI)

AVIANCA Logo
AVIANCA

May 18

SJO
20h 30m
BOG

May 19

ORD
AVIANCA Logo
AVIANCA

Jun 1

ORD
6h 5m
Direct

Jun 1

SJO

as low as

$582

San Jose, CR (SJO) - Chicago, US (CHI)

AVIANCA Logo
AVIANCA

May 18

SJO
20h 30m
BOG

May 19

ORD
AVIANCA Logo
AVIANCA

Jun 1

ORD
7h 30m
GUA

Jun 1

SJO

as low as

$595

Top Deals on flights from San Jose to Peoria

San Jose, CR (SJO) - Peoria, US (PIA)

United Airlines Logo
United Airlines

May 30

SJO
25h 26m
IAH
ORD

May 31

PIA
United Airlines Logo
United Airlines

Jun 6

PIA
19h 13m
ORD
EWR

Jun 7

SJO

as low as

$481

San Jose, CR (SJO) - Peoria, US (PIA)

United Airlines Logo
United Airlines

May 30

SJO
25h 26m
IAH
ORD

May 31

PIA
United Airlines Logo
United Airlines

Jun 6

PIA
20h 45m
ORD
EWR

Jun 7

SJO

as low as

$481

San Jose, CR (SJO) - Peoria, US (PIA)

United Airlines Logo
United Airlines

May 30

SJO
22h 8m
IAH
ORD

May 31

PIA
United Airlines Logo
United Airlines

Jun 6

PIA
19h 13m
ORD
EWR

Jun 7

SJO

as low as

$481

San Jose, CR (SJO) - Peoria, US (PIA)

United Airlines Logo
United Airlines

May 30

SJO
22h 8m
IAH
ORD

May 31

PIA
United Airlines Logo
United Airlines

Jun 6

PIA
28h 50m
ORD
DEN

Jun 7

SJO

as low as

$513

San Jose, CR (SJO) - Peoria, US (PIA)

United Airlines Logo
United Airlines

May 30

SJO
25h 26m
IAH
ORD

May 31

PIA
United Airlines Logo
United Airlines

Jun 6

PIA
28h 50m
ORD
DEN

Jun 7

SJO

as low as

$513

San Jose, CR (SJO) - Peoria, US (PIA)

American Airlines Logo
American Airlines

May 30

SJO
14h 5m
DFW

May 31

PIA
American Airlines Logo
American Airlines

Jun 6

PIA
26h 43m
ORD
MIA

Jun 7

SJO

as low as

$692

San Jose, CR (SJO) - Peoria, US (PIA)

American Airlines Logo
American Airlines

May 30

SJO
19h 35m
CLT
ORD

May 31

PIA
American Airlines Logo
American Airlines

Jun 6

PIA
26h 43m
ORD
MIA

Jun 7

SJO

as low as

$692

San Jose, CR (SJO) - Peoria, US (PIA)

American Airlines Logo
American Airlines

May 30

SJO
19h 38m
CLT
DFW

May 31

PIA
American Airlines Logo
American Airlines

Jun 6

PIA
26h 43m
ORD
MIA

Jun 7

SJO

as low as

$692

San Jose, CR (SJO) - Peoria, US (PIA)

American Airlines Logo
American Airlines

May 30

SJO
9h 49m
DFW

May 31

PIA
American Airlines Logo
American Airlines

Jun 6

PIA
26h 43m
ORD
MIA

Jun 7

SJO

as low as

$692

San Jose, CR (SJO) - Peoria, US (PIA)

American Airlines Logo
American Airlines

May 30

SJO
9h 49m
DFW

May 31

PIA
American Airlines Logo
American Airlines

Jun 6

PIA
16h 19m
DFW

Jun 6

SJO

as low as

$752

San Jose, CR (SJO) - Peoria, US (PIA)

American Airlines Logo
American Airlines

May 30

SJO
14h 5m
DFW

May 31

PIA
American Airlines Logo
American Airlines

Jun 6

PIA
16h 19m
DFW

Jun 6

SJO

as low as

$752

San Jose, CR (SJO) - Peoria, US (PIA)

American Airlines Logo
American Airlines

May 30

SJO
14h 5m
DFW

May 31

PIA
American Airlines Logo
American Airlines

Jun 6

PIA
7h 25m
DFW

Jun 6

SJO

as low as

$799

Top Deals on flights from San Jose to Moline

San Jose, CR (SJO) - Moline, US (MLI)

United Airlines Logo
United Airlines

May 30

SJO
22h 7m
IAH
ORD

May 31

MLI
United Airlines Logo
United Airlines

Jun 6

MLI
20h 51m
ORD
EWR

Jun 7

SJO

as low as

$481

San Jose, CR (SJO) - Moline, US (MLI)

United Airlines Logo
United Airlines

May 30

SJO
25h 25m
IAH
ORD

May 31

MLI
United Airlines Logo
United Airlines

Jun 6

MLI
20h 51m
ORD
EWR

Jun 7

SJO

as low as

$481

San Jose, CR (SJO) - Moline, US (MLI)

United Airlines Logo
United Airlines

May 30

SJO
25h 25m
IAH
ORD

May 31

MLI
United Airlines Logo
United Airlines

Jun 6

MLI
23h 33m
ORD
EWR

Jun 7

SJO

as low as

$481

San Jose, CR (SJO) - Moline, US (MLI)

United Airlines Logo
United Airlines

May 30

SJO
22h 7m
IAH
ORD

May 31

MLI
United Airlines Logo
United Airlines

Jun 6

MLI
28h 40m
ORD
DEN

Jun 7

SJO

as low as

$499

San Jose, CR (SJO) - Moline, US (MLI)

United Airlines Logo
United Airlines

May 30

SJO
25h 25m
IAH
ORD

May 31

MLI
United Airlines Logo
United Airlines

Jun 6

MLI
28h 40m
ORD
DEN

Jun 7

SJO

as low as

$499

San Jose, CR (SJO) - Moline, US (MLI)

American Airlines Logo
American Airlines

May 30

SJO
17h 3m
DFW
ORD

May 31

MLI
American Airlines Logo
American Airlines

Jun 6

MLI
26h 35m
ORD
MIA

Jun 7

SJO

as low as

$591

San Jose, CR (SJO) - Moline, US (MLI)

American Airlines Logo
American Airlines

May 30

SJO
13h 55m
DFW

May 31

MLI
American Airlines Logo
American Airlines

Jun 6

MLI
28h 49m
CLT
MIA

Jun 7

SJO

as low as

$591

San Jose, CR (SJO) - Moline, US (MLI)

American Airlines Logo
American Airlines

May 30

SJO
13h 55m
DFW

May 31

MLI
American Airlines Logo
American Airlines

Jun 6

MLI
26h 35m
ORD
MIA

Jun 7

SJO

as low as

$591

San Jose, CR (SJO) - Moline, US (MLI)

American Airlines Logo
American Airlines

May 30

SJO
13h 55m
DFW

May 31

MLI
American Airlines Logo
American Airlines

Jun 6

MLI
7h 9m
DFW

Jun 6

SJO

as low as

$635

San Jose, CR (SJO) - Moline, US (MLI)

American Airlines Logo
American Airlines

May 30

SJO
13h 55m
DFW

May 31

MLI
American Airlines Logo
American Airlines

Jun 6

MLI
17h 19m
DFW

Jun 6

SJO

as low as

$635

San Jose, CR (SJO) - Moline, US (MLI)

American Airlines Logo
American Airlines

May 30

SJO
26h 52m
CLT
ORD

May 31

MLI
American Airlines Logo
American Airlines

Jun 6

MLI
14h 54m
ORD
MIA

Jun 6

SJO

as low as

$639

San Jose, CR (SJO) - Moline, US (MLI)

American Airlines Logo
American Airlines

May 30

SJO
20h 25m
DFW

May 31

MLI
American Airlines Logo
American Airlines

Jun 6

MLI
17h 19m
DFW

Jun 6

SJO

as low as

$644

Top Deals on flights from San Jose to Bloomington

San Jose, CR (SJO) - Bloomington, US (BMI)

American Airlines Logo
American Airlines

May 30

SJO
19h 47m
CLT
ORD

May 31

BMI
American Airlines Logo
American Airlines

Jun 6

BMI
30h 41m
ORD
MIA

Jun 7

SJO

as low as

$610

San Jose, CR (SJO) - Bloomington, US (BMI)

American Airlines Logo
American Airlines

May 30

SJO
13h 37m
DFW

May 31

BMI
American Airlines Logo
American Airlines

Jun 6

BMI
30h 41m
ORD
MIA

Jun 7

SJO

as low as

$610

San Jose, CR (SJO) - Bloomington, US (BMI)

American Airlines Logo
American Airlines

May 30

SJO
20h 40m
DFW

May 31

BMI
American Airlines Logo
American Airlines

Jun 6

BMI
30h 41m
ORD
MIA

Jun 7

SJO

as low as

$620

San Jose, CR (SJO) - Bloomington, US (BMI)

American Airlines Logo
American Airlines

May 30

SJO
19h 47m
CLT
ORD

May 31

BMI
American Airlines Logo
American Airlines

Jun 6

BMI
15h 9m
ORD
MIA

Jun 6

SJO

as low as

$639

San Jose, CR (SJO) - Bloomington, US (BMI)

American Airlines Logo
American Airlines

May 30

SJO
13h 37m
DFW

May 31

BMI
American Airlines Logo
American Airlines

Jun 6

BMI
15h 9m
ORD
MIA

Jun 6

SJO

as low as

$639

San Jose, CR (SJO) - Bloomington, US (BMI)

American Airlines Logo
American Airlines

May 30

SJO
20h 40m
DFW

May 31

BMI
American Airlines Logo
American Airlines

Jun 6

BMI
15h 9m
ORD
MIA

Jun 6

SJO

as low as

$649

San Jose, CR (SJO) - Bloomington, US (BMI)

American Airlines Logo
American Airlines

May 30

SJO
24h 39m
CLT
ORD

May 31

BMI
American Airlines Logo
American Airlines

Jun 6

BMI
15h 9m
ORD
MIA

Jun 6

SJO

as low as

$654

San Jose, CR (SJO) - Bloomington, US (BMI)

American Airlines Logo
American Airlines

May 30

SJO
31h 20m
CLT
ORD

May 31

BMI
American Airlines Logo
American Airlines

Jun 6

BMI
15h 9m
ORD
MIA

Jun 6

SJO

as low as

$654

San Jose, CR (SJO) - Bloomington, US (BMI)

American Airlines Logo
American Airlines

May 30

SJO
21h 31m
DFW
ORD

May 31

BMI
American Airlines Logo
American Airlines

Jun 6

BMI
15h 9m
ORD
MIA

Jun 6

SJO

as low as

$687

San Jose, CR (SJO) - Bloomington, US (BMI)

American Airlines Logo
American Airlines

May 30

SJO
13h 37m
DFW

May 31

BMI
American Airlines Logo
American Airlines

Jun 6

BMI
7h 13m
DFW

Jun 6

SJO

as low as

$752

San Jose, CR (SJO) - Bloomington, US (BMI)

American Airlines Logo
American Airlines

May 30

SJO
20h 40m
DFW

May 31

BMI
American Airlines Logo
American Airlines

Jun 6

BMI
7h 13m
DFW

Jun 6

SJO

as low as

$761

Top Deals on flights from San Jose to Champaign

San Jose, CR (SJO) - Champaign, US (CMI)

American Airlines Logo
American Airlines

May 27

SJO
19h 29m
MIA
ORD

May 28

CMI
American Airlines Logo
American Airlines

Jun 3

CMI
21h 20m
ORD
MIA

Jun 4

SJO

as low as

$605

San Jose, CR (SJO) - Champaign, US (CMI)

American Airlines Logo
American Airlines

May 27

SJO
20h 30m
DFW
ORD

May 28

CMI
American Airlines Logo
American Airlines

Jun 3

CMI
21h 20m
ORD
MIA

Jun 4

SJO

as low as

$605

San Jose, CR (SJO) - Champaign, US (CMI)

American Airlines Logo
American Airlines

May 27

SJO
14h 56m
DFW
ORD

May 28

CMI
American Airlines Logo
American Airlines

Jun 3

CMI
21h 20m
ORD
MIA

Jun 4

SJO

as low as

$605

San Jose, CR (SJO) - Champaign, US (CMI)

American Airlines Logo
American Airlines

May 27

SJO
13h 28m
DFW

May 28

CMI
American Airlines Logo
American Airlines

Jun 3

CMI
21h 20m
ORD
MIA

Jun 4

SJO

as low as

$605

San Jose, CR (SJO) - Champaign, US (CMI)

American Airlines Logo
American Airlines

May 27

SJO
14h 56m
DFW
ORD

May 28

CMI
American Airlines Logo
American Airlines

Jun 3

CMI
21h 39m
ORD
CLT

Jun 4

SJO

as low as

$695

San Jose, CR (SJO) - Champaign, US (CMI)

American Airlines Logo
American Airlines

May 27

SJO
13h 28m
DFW

May 28

CMI
American Airlines Logo
American Airlines

Jun 3

CMI
21h 39m
ORD
CLT

Jun 4

SJO

as low as

$695

San Jose, CR (SJO) - Champaign, US (CMI)

American Airlines Logo
American Airlines

May 27

SJO
13h 28m
DFW

May 28

CMI
American Airlines Logo
American Airlines

Jun 3

CMI
8h 20m
DFW

Jun 3

SJO

as low as

$897

Top Deals on flights from San Jose to Springfield

San Jose, CR (SJO) - Springfield, US (SPI)

American Airlines Logo
American Airlines

May 29

SJO
18h 31m
CLT
ORD

May 30

SPI
American Airlines Logo
American Airlines

Jun 5

SPI
26h 45m
ORD
MIA

Jun 6

SJO

as low as

$594

San Jose, CR (SJO) - Springfield, US (SPI)

American Airlines Logo
American Airlines

May 29

SJO
18h 51m
DFW
ORD

May 30

SPI
American Airlines Logo
American Airlines

Jun 5

SPI
26h 45m
ORD
MIA

Jun 6

SJO

as low as

$594

San Jose, CR (SJO) - Springfield, US (SPI)

American Airlines Logo
American Airlines

May 29

SJO
16h 56m
DFW
ORD

May 30

SPI
American Airlines Logo
American Airlines

Jun 5

SPI
26h 45m
ORD
MIA

Jun 6

SJO

as low as

$594

San Jose, CR (SJO) - Springfield, US (SPI)

American Airlines Logo
American Airlines

May 29

SJO
26h 45m
CLT
ORD

May 30

SPI
American Airlines Logo
American Airlines

Jun 5

SPI
26h 45m
ORD
MIA

Jun 6

SJO

as low as

$594

San Jose, CR (SJO) - Springfield, US (SPI)

American Airlines Logo
American Airlines

May 29

SJO
27h 5m
DFW
ORD

May 30

SPI
American Airlines Logo
American Airlines

Jun 5

SPI
26h 45m
ORD
MIA

Jun 6

SJO

as low as

$594

Top Deals on flights from San Jose to Decatur

San Jose, CR (SJO) - Decatur, US (DEC)

United Airlines Logo
United Airlines

May 29

SJO
23h 53m
IAH
ORD

May 30

DEC
United Airlines Logo
United Airlines

Jun 5

DEC
25h 26m
ORD
IAH

Jun 6

SJO

as low as

$1096

San Jose, CR (SJO) - Decatur, US (DEC)

United Airlines Logo
United Airlines

May 29

SJO
23h 53m
IAH
ORD

May 30

DEC
United Airlines Logo
United Airlines

Jun 5

DEC
16h 16m
ORD
IAH

Jun 6

SJO

as low as

$1096

San Jose, CR (SJO) - Decatur, US (DEC)

United Airlines Logo
United Airlines

May 29

SJO
27h 23m
IAH
ORD

May 30

DEC
United Airlines Logo
United Airlines

Jun 5

DEC
25h 26m
ORD
IAH

Jun 6

SJO

as low as

$1096

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