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Business Class Flight Deals from Caribbean to Chicago from $931

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Top Deals on Business Class Flights from Panama City to Chicago

Panama City, PA (PTY) - Chicago, US (CHI)

COPA Airlines Logo
COPA Airlines

May 30

PTY
5h 49m
Direct

May 31

ORD
COPA Airlines Logo
COPA Airlines

Jun 6

ORD
5h 28m
Direct

Jun 6

PTY

as low as

$1235

Panama City, PA (PTY) - Chicago, US (CHI)

AVIANCA Logo
AVIANCA

May 30

PTY
26h 10m
BOG

May 31

ORD
AVIANCA Logo
AVIANCA

Jun 6

ORD
30h 35m
BOG

Jun 7

PTY

as low as

$1408

Panama City, PA (PTY) - Chicago, US (CHI)

AVIANCA Logo
AVIANCA

May 30

PTY
26h 10m
BOG

May 31

ORD
AVIANCA Logo
AVIANCA

Jun 6

ORD
18h 20m
BOG

Jun 7

PTY

as low as

$1408

Panama City, PA (PTY) - Chicago, US (CHI)

AVIANCA Logo
AVIANCA

May 30

PTY
15h 10m
BOG

May 31

ORD
AVIANCA Logo
AVIANCA

Jun 6

ORD
25h 55m
BOG

Jun 7

PTY

as low as

$1408

Panama City, PA (PTY) - Chicago, US (CHI)

AVIANCA Logo
AVIANCA

May 30

PTY
15h 10m
BOG

May 31

ORD
AVIANCA Logo
AVIANCA

Jun 6

ORD
18h 20m
BOG

Jun 7

PTY

as low as

$1408

Panama City, PA (PTY) - Chicago, US (CHI)

AVIANCA Logo
AVIANCA

May 30

PTY
19h 50m
BOG

May 31

ORD
AVIANCA Logo
AVIANCA

Jun 6

ORD
18h 20m
BOG

Jun 7

PTY

as low as

$1408

Panama City, PA (PTY) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

PTY
10h 36m
MIA

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
18h 5m
MIA

Jun 7

PTY

as low as

$1640

Panama City, PA (PTY) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

PTY
9h 28m
MIA

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
18h 5m
MIA

Jun 7

PTY

as low as

$1640

Panama City, PA (PTY) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

PTY
9h 28m
MIA

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
8h
MIA

Jun 6

PTY

as low as

$1640

Panama City, PA (PTY) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

PTY
10h 36m
MIA

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
8h
MIA

Jun 6

PTY

as low as

$1640

Panama City, PA (PTY) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

PTY
9h 28m
MIA

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
28h 12m
MIA

Jun 7

PTY

as low as

$1684

Panama City, PA (PTY) - Chicago, US (CHI)

COPA Airlines Logo
COPA Airlines

May 30

PTY
5h 52m
Direct

May 30

ORD
COPA Airlines Logo
COPA Airlines

Jun 6

ORD
5h 28m
Direct

Jun 6

PTY

as low as

$2293

Top Deals on Business Class Flights from San Salvador to Chicago

San Salvador, SV (SAL) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

SAL
9h 44m
MIA

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
15h 44m
MIA

Jun 6

SAL

as low as

$931

San Salvador, SV (SAL) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

SAL
9h 11m
DFW

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
15h 44m
MIA

Jun 6

SAL

as low as

$931

San Salvador, SV (SAL) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

SAL
8h 36m
MIA

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
15h 44m
MIA

Jun 6

SAL

as low as

$931

San Salvador, SV (SAL) - Chicago, US (CHI)

COPA Airlines Logo
COPA Airlines

May 30

SAL
9h 54m
PTY

May 31

ORD
COPA Airlines Logo
COPA Airlines

Jun 6

ORD
30h 16m
PTY

Jun 7

SAL

as low as

$1019

San Salvador, SV (SAL) - Chicago, US (CHI)

COPA Airlines Logo
COPA Airlines

May 30

SAL
15h 4m
PTY

May 31

ORD
COPA Airlines Logo
COPA Airlines

Jun 6

ORD
9h 30m
PTY

Jun 6

SAL

as low as

$1019

San Salvador, SV (SAL) - Chicago, US (CHI)

COPA Airlines Logo
COPA Airlines

May 30

SAL
15h 4m
PTY

May 31

ORD
COPA Airlines Logo
COPA Airlines

Jun 6

ORD
30h 16m
PTY

Jun 7

SAL

as low as

$1019

San Salvador, SV (SAL) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

SAL
9h 11m
DFW

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
17h 35m
MIA

Jun 7

SAL

as low as

$1178

San Salvador, SV (SAL) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

SAL
9h 11m
DFW

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
7h 30m
MIA

Jun 6

SAL

as low as

$1178

San Salvador, SV (SAL) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

SAL
8h 36m
MIA

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
15h 15m
CLT
MIA

Jun 6

SAL

as low as

$1183

San Salvador, SV (SAL) - Chicago, US (CHI)

AVIANCA Logo
AVIANCA

May 30

SAL
14h 10m
BOG

May 31

ORD
AVIANCA Logo
AVIANCA

Jun 6

ORD
16h 25m
BOG

Jun 7

SAL

as low as

$1538

San Salvador, SV (SAL) - Chicago, US (CHI)

AVIANCA Logo
AVIANCA

May 30

SAL
26h 50m
BOG

May 31

ORD
AVIANCA Logo
AVIANCA

Jun 6

ORD
16h 25m
BOG

Jun 7

SAL

as low as

$1942

San Salvador, SV (SAL) - Chicago, US (CHI)

AVIANCA Logo
AVIANCA

May 30

SAL
26h
BOG

May 31

ORD
AVIANCA Logo
AVIANCA

Jun 6

ORD
16h 25m
BOG

Jun 7

SAL

as low as

$1942

Top Deals on Business Class Flights from Bridgetown to Chicago

Bridgetown, BB (BGI) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

BGI
22h 59m
JFK

May 31

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
16h 35m
MIA

Jun 6

BGI

as low as

$1129

Bridgetown, BB (BGI) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

BGI
13h 21m
MIA

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
16h 35m
MIA

Jun 6

BGI

as low as

$1241

Bridgetown, BB (BGI) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

BGI
13h 21m
MIA

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
17h 36m
JFK

Jun 7

BGI

as low as

$1241

Bridgetown, BB (BGI) - Chicago, US (CHI)

COPA Airlines Logo
COPA Airlines

May 30

BGI
11h 14m
PTY

May 31

ORD
COPA Airlines Logo
COPA Airlines

Jun 6

ORD
21h 15m
PTY

Jun 7

BGI

as low as

$1373

Bridgetown, BB (BGI) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

BGI
13h 21m
MIA

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
11h 22m
MIA

Jun 6

BGI

as low as

$1510

Bridgetown, BB (BGI) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

BGI
13h 21m
MIA

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
14h 38m
MIA

Jun 6

BGI

as low as

$1510

Bridgetown, BB (BGI) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

BGI
13h 21m
MIA

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
15h 35m
MIA

Jun 6

BGI

as low as

$1510

Bridgetown, BB (BGI) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

BGI
13h 21m
MIA

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
13h 14m
MIA

Jun 6

BGI

as low as

$1510

Bridgetown, BB (BGI) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

BGI
10h 5m
MIA

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
17h 36m
JFK

Jun 7

BGI

as low as

$1624

Bridgetown, BB (BGI) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

BGI
9h 8m
MIA

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
17h 36m
JFK

Jun 7

BGI

as low as

$1624

Bridgetown, BB (BGI) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

BGI
9h 8m
MIA

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
16h 35m
MIA

Jun 6

BGI

as low as

$1624

Bridgetown, BB (BGI) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

BGI
9h 46m
CLT

May 31

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
11h 22m
MIA

Jun 6

BGI

as low as

$2355

Top Deals on Business Class Flights from Punta Cana to Chicago

Punta Cana, DO (PUJ) - Chicago, US (CHI)

COPA Airlines Logo
COPA Airlines

May 30

PUJ
11h 40m
PTY

May 31

ORD
COPA Airlines Logo
COPA Airlines

Jun 6

ORD
10h 6m
PTY

Jun 7

PUJ

as low as

$1160

Punta Cana, DO (PUJ) - Chicago, US (CHI)

COPA Airlines Logo
COPA Airlines

May 30

PUJ
11h 40m
PTY

May 31

ORD
COPA Airlines Logo
COPA Airlines

Jun 6

ORD
18h 42m
PTY

Jun 7

PUJ

as low as

$1160

Punta Cana, DO (PUJ) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

PUJ
10h 59m
CLT

May 31

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
16h 45m
JFK

Jun 7

PUJ

as low as

$1489

Punta Cana, DO (PUJ) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

PUJ
9h 31m
CLT

May 31

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
16h 45m
JFK

Jun 7

PUJ

as low as

$1489

Punta Cana, DO (PUJ) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

PUJ
9h 31m
CLT

May 31

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
17h 5m
DFW

Jun 7

PUJ

as low as

$1525

Punta Cana, DO (PUJ) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

PUJ
10h 59m
CLT

May 31

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
17h 5m
DFW

Jun 7

PUJ

as low as

$1525

Punta Cana, DO (PUJ) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

PUJ
8h 8m
PHL

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
16h 45m
JFK

Jun 7

PUJ

as low as

$1560

Punta Cana, DO (PUJ) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

PUJ
7h 48m
MIA

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
16h 45m
JFK

Jun 7

PUJ

as low as

$1560

Punta Cana, DO (PUJ) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

PUJ
10h 59m
CLT

May 31

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
6h 39m
PHL

Jun 6

PUJ

as low as

$1666

Punta Cana, DO (PUJ) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 30

PUJ
7h 48m
MIA

May 30

ORD
American Airlines Logo
American Airlines

Jun 6

ORD
6h 39m
PHL

Jun 6

PUJ

as low as

$1737

Punta Cana, DO (PUJ) - Chicago, US (CHI)

Air Canada Logo
Air Canada

May 30

PUJ
19h 35m
YYZ

May 31

ORD
Air Canada Logo
Air Canada

Jun 6

ORD
19h 50m
YYZ

Jun 7

PUJ

as low as

$1806

Punta Cana, DO (PUJ) - Chicago, US (CHI)

Air Canada Logo
Air Canada

May 30

PUJ
19h 35m
YYZ

May 31

ORD
Air Canada Logo
Air Canada

Jun 6

ORD
17h 55m
YYZ

Jun 7

PUJ

as low as

$1806

Top Deals on Business Class Flights from San Juan to Chicago

San Juan, PR (SJU) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

SJU
10h 55m
MIA

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
11h 5m
MIA

Jun 5

SJU

as low as

$950

San Juan, PR (SJU) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

SJU
7h 26m
MIA

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
11h 5m
MIA

Jun 5

SJU

as low as

$984

San Juan, PR (SJU) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

SJU
10h 55m
MIA

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
10h 20m
CLT

Jun 6

SJU

as low as

$993

San Juan, PR (SJU) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

SJU
10h 55m
MIA

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
12h 5m
MIA

Jun 5

SJU

as low as

$993

San Juan, PR (SJU) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

SJU
7h 26m
MIA

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
10h 20m
CLT

Jun 6

SJU

as low as

$1027

San Juan, PR (SJU) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

SJU
6h 53m
CLT

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
11h 5m
MIA

Jun 5

SJU

as low as

$1064

San Juan, PR (SJU) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

SJU
10h 55m
MIA

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
13h 9m
PHL

Jun 5

SJU

as low as

$1100

San Juan, PR (SJU) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

SJU
10h 55m
MIA

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
13h 46m
CLT

Jun 6

SJU

as low as

$1100

San Juan, PR (SJU) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

SJU
6h 53m
CLT

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
10h 20m
CLT

Jun 6

SJU

as low as

$1107

San Juan, PR (SJU) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

SJU
7h 26m
MIA

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
13h 9m
PHL

Jun 5

SJU

as low as

$1134

San Juan, PR (SJU) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

SJU
8h 16m
PHL

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
11h 5m
MIA

Jun 5

SJU

as low as

$1174

San Juan, PR (SJU) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

SJU
6h 53m
CLT

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
13h 9m
PHL

Jun 5

SJU

as low as

$1214

Top Deals on Business Class Flights from Beacon Hill to Chicago

Beacon Hill, SX (SXM) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

SXM
17h 20m
MIA

May 30

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
15h 30m
CLT

Jun 6

SXM

as low as

$1449

Beacon Hill, SX (SXM) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

SXM
17h 20m
MIA

May 30

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
9h 5m
MIA

Jun 5

SXM

as low as

$1791

Beacon Hill, SX (SXM) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

SXM
17h 20m
MIA

May 30

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
17h 55m
CLT

Jun 6

SXM

as low as

$1791

Beacon Hill, SX (SXM) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

SXM
9h 32m
MIA

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
15h 30m
CLT

Jun 6

SXM

as low as

$1806

Beacon Hill, SX (SXM) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

SXM
11h 6m
CLT

May 30

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
15h 30m
CLT

Jun 6

SXM

as low as

$1806

Top Deals on Business Class Flights from Santo Domingo to Chicago

Santo Domingo, DO (SDQ) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

SDQ
14h 11m
MIA

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
8h 20m
MIA

Jun 5

SDQ

as low as

$970

Santo Domingo, DO (SDQ) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

SDQ
14h 11m
MIA

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
9h 20m
MIA

Jun 5

SDQ

as low as

$970

Santo Domingo, DO (SDQ) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

SDQ
12h 5m
MIA

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
8h 20m
MIA

Jun 5

SDQ

as low as

$970

Santo Domingo, DO (SDQ) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

SDQ
12h 47m
MIA

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
8h 20m
MIA

Jun 5

SDQ

as low as

$970

Santo Domingo, DO (SDQ) - Chicago, US (CHI)

Aeromexico Logo
Aeromexico

May 29

SDQ
13h 51m
MEX

May 29

ORD
Aeromexico Logo
Aeromexico

Jun 5

ORD
12h 48m
MEX

Jun 6

SDQ

as low as

$1272

Santo Domingo, DO (SDQ) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

SDQ
14h 11m
MIA
CLT

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
8h 20m
MIA

Jun 5

SDQ

as low as

$1397

Santo Domingo, DO (SDQ) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

SDQ
14h 11m
MIA
CLT

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
9h 20m
MIA

Jun 5

SDQ

as low as

$1397

Santo Domingo, DO (SDQ) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

SDQ
10h 6m
MIA
CLT

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
9h 20m
MIA

Jun 5

SDQ

as low as

$1507

Santo Domingo, DO (SDQ) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

SDQ
10h 6m
MIA
CLT

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
8h 20m
MIA

Jun 5

SDQ

as low as

$1507

Santo Domingo, DO (SDQ) - Chicago, US (CHI)

COPA Airlines Logo
COPA Airlines

May 29

SDQ
21h 10m
PTY

May 30

ORD
COPA Airlines Logo
COPA Airlines

Jun 5

ORD
13h 33m
PTY

Jun 5

SDQ

as low as

$4230

Santo Domingo, DO (SDQ) - Chicago, US (CHI)

COPA Airlines Logo
COPA Airlines

May 29

SDQ
24h 42m
PTY

May 30

ORD
COPA Airlines Logo
COPA Airlines

Jun 5

ORD
13h 33m
PTY

Jun 5

SDQ

as low as

$4230

Santo Domingo, DO (SDQ) - Chicago, US (CHI)

COPA Airlines Logo
COPA Airlines

May 29

SDQ
29h 54m
PTY

May 30

ORD
COPA Airlines Logo
COPA Airlines

Jun 5

ORD
28h 16m
PTY

Jun 6

SDQ

as low as

$4230

Top Deals on Business Class Flights from Curacao Island to Chicago

Curacao Island, CW (CUR) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

CUR
9h 34m
MIA

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
8h 20m
MIA

Jun 5

CUR

as low as

$1582

Curacao Island, CW (CUR) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

CUR
10h 42m
MIA

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
8h 20m
MIA

Jun 5

CUR

as low as

$1627

Curacao Island, CW (CUR) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

CUR
9h 34m
MIA

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
17h 50m
MIA

Jun 6

CUR

as low as

$1649

Curacao Island, CW (CUR) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

CUR
9h 34m
MIA

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
9h 20m
MIA

Jun 5

CUR

as low as

$1649

Curacao Island, CW (CUR) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

CUR
9h 34m
MIA

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
21h 28m
MIA

Jun 6

CUR

as low as

$1685

Curacao Island, CW (CUR) - Chicago, US (CHI)

COPA Airlines Logo
COPA Airlines

May 29

CUR
23h 17m
PTY

May 30

ORD
COPA Airlines Logo
COPA Airlines

Jun 5

ORD
27h 23m
PTY

Jun 6

CUR

as low as

$2665

Curacao Island, CW (CUR) - Chicago, US (CHI)

COPA Airlines Logo
COPA Airlines

May 29

CUR
25h 31m
PTY

May 30

ORD
COPA Airlines Logo
COPA Airlines

Jun 5

ORD
27h 23m
PTY

Jun 6

CUR

as low as

$2665

Curacao Island, CW (CUR) - Chicago, US (CHI)

COPA Airlines Logo
COPA Airlines

May 29

CUR
12h 18m
PTY

May 30

ORD
COPA Airlines Logo
COPA Airlines

Jun 5

ORD
27h 23m
PTY

Jun 6

CUR

as low as

$2710

Curacao Island, CW (CUR) - Chicago, US (CHI)

COPA Airlines Logo
COPA Airlines

May 29

CUR
10h 4m
PTY

May 30

ORD
COPA Airlines Logo
COPA Airlines

Jun 5

ORD
27h 23m
PTY

Jun 6

CUR

as low as

$2710

Curacao Island, CW (CUR) - Chicago, US (CHI)

COPA Airlines Logo
COPA Airlines

May 29

CUR
25h 31m
PTY

May 30

ORD
Air Canada Logo
Air Canada

Jun 5

ORD
20h 5m
YYZ

Jun 6

CUR

as low as

$4547

Curacao Island, CW (CUR) - Chicago, US (CHI)

COPA Airlines Logo
COPA Airlines

May 29

CUR
25h 31m
PTY

May 30

ORD
Air Canada Logo
Air Canada

Jun 5

ORD
18h 10m
YYZ

Jun 6

CUR

as low as

$4547

Curacao Island, CW (CUR) - Chicago, US (CHI)

COPA Airlines Logo
COPA Airlines

May 29

CUR
23h 17m
PTY

May 30

ORD
Air Canada Logo
Air Canada

Jun 5

ORD
18h 10m
YYZ

Jun 6

CUR

as low as

$4547

Top Deals on Business Class Flights from San Jose to Chicago

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

American Airlines Logo
American Airlines

May 29

SJO
11h 8m
MIA

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
24h 59m
DFW

Jun 6

SJO

as low as

$1037

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

American Airlines Logo
American Airlines

May 29

SJO
9h 21m
MIA

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
24h 59m
DFW

Jun 6

SJO

as low as

$1037

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

American Airlines Logo
American Airlines

May 29

SJO
9h 1m
CLT

May 30

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
24h 59m
DFW

Jun 6

SJO

as low as

$1037

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

American Airlines Logo
American Airlines

May 29

SJO
8h 35m
DFW

May 30

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
24h 59m
DFW

Jun 6

SJO

as low as

$1037

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

American Airlines Logo
American Airlines

May 29

SJO
17h 51m
CLT

May 30

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
17h 4m
DFW

Jun 5

SJO

as low as

$1150

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

Aeromexico Logo
Aeromexico

May 29

SJO
23h 39m
MEX

May 30

ORD
Aeromexico Logo
Aeromexico

Jun 5

ORD
20h 11m
MEX

Jun 6

SJO

as low as

$1320

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

Aeromexico Logo
Aeromexico

May 29

SJO
23h 39m
MEX

May 30

ORD
Aeromexico Logo
Aeromexico

Jun 5

ORD
11h 8m
MEX

Jun 5

SJO

as low as

$1320

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

American Airlines Logo
American Airlines

May 29

SJO
8h 35m
DFW

May 30

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
17h 20m
DCA
MIA

Jun 6

SJO

as low as

$1334

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

Alaska Airlines Logo
Alaska Airlines

May 29

SJO
16h 53m
LAX
SFO

May 29

ORD
Alaska Airlines Logo
Alaska Airlines

Jun 5

ORD
28h 47m
SFO
LAX

Jun 6

SJO

as low as

$1936

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

COPA Airlines Logo
COPA Airlines

May 29

SJO
29h 42m
PTY

May 31

ORD
COPA Airlines Logo
COPA Airlines

Jun 5

ORD
9h 28m
PTY

Jun 5

SJO

as low as

$2350

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

COPA Airlines Logo
COPA Airlines

May 29

SJO
29h 27m
PTY

May 31

ORD
COPA Airlines Logo
COPA Airlines

Jun 5

ORD
9h 28m
PTY

Jun 5

SJO

as low as

$2350

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

Alaska Airlines Logo
Alaska Airlines

May 29

SJO
16h 53m
LAX
SFO

May 29

ORD
Alaska Airlines Logo
Alaska Airlines

Jun 5

ORD
29h 22m
EWR
LAX

Jun 6

SJO

as low as

$6942

Top Deals on Business Class Flights from Montego Bay to Chicago

Montego Bay, JM (MBJ) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

MBJ
4h 35m
Direct

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
18h 30m
CLT

Jun 6

MBJ

as low as

$979

Montego Bay, JM (MBJ) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

MBJ
8h 9m
PHL

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
18h 30m
CLT

Jun 6

MBJ

as low as

$984

Montego Bay, JM (MBJ) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

MBJ
9h 15m
MIA

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
18h 30m
CLT

Jun 6

MBJ

as low as

$984

Montego Bay, JM (MBJ) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

MBJ
7h 8m
MIA

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
18h 30m
CLT

Jun 6

MBJ

as low as

$984

Montego Bay, JM (MBJ) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

MBJ
4h 35m
Direct

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
16h 25m
DFW

Jun 6

MBJ

as low as

$1006

Montego Bay, JM (MBJ) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

MBJ
9h 54m
MIA

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
16h 25m
DFW

Jun 6

MBJ

as low as

$1017

Montego Bay, JM (MBJ) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

MBJ
8h 9m
PHL

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
12h 30m
CLT

Jun 6

MBJ

as low as

$1017

Montego Bay, JM (MBJ) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

MBJ
4h 35m
Direct

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
17h 35m
JFK

Jun 6

MBJ

as low as

$1076

Montego Bay, JM (MBJ) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

MBJ
4h 35m
Direct

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
18h 45m
DCA
CLT

Jun 6

MBJ

as low as

$1087

Montego Bay, JM (MBJ) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

MBJ
7h 8m
MIA

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
17h 35m
JFK

Jun 6

MBJ

as low as

$1087

Montego Bay, JM (MBJ) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

MBJ
4h 35m
Direct

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
3h 58m
Direct

Jun 5

MBJ

as low as

$1452

Montego Bay, JM (MBJ) - Chicago, US (CHI)

Air Canada Logo
Air Canada

May 29

MBJ
20h 40m
YYZ

May 30

ORD
Air Canada Logo
Air Canada

Jun 5

ORD
14h 45m
YYZ

Jun 6

MBJ

as low as

$2107

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