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Business Class Flight Deals from Chicago to Caribbean from $814

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Top Deals on Business Class Flights from Chicago to Panama City

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

AVIANCA Logo
AVIANCA

May 30

ORD
30h 35m
BOG

May 31

PTY
AVIANCA Logo
AVIANCA

Jun 6

PTY
26h 10m
BOG

Jun 7

ORD

as low as

$1134

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

AVIANCA Logo
AVIANCA

May 30

ORD
9h 35m
BOG

May 31

PTY
AVIANCA Logo
AVIANCA

Jun 6

PTY
19h 50m
BOG

Jun 7

ORD

as low as

$1134

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

AVIANCA Logo
AVIANCA

May 30

ORD
25h 55m
BOG

May 31

PTY
AVIANCA Logo
AVIANCA

Jun 6

PTY
15h 10m
BOG

Jun 7

ORD

as low as

$1134

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

AVIANCA Logo
AVIANCA

May 30

ORD
18h 20m
BOG

May 31

PTY
AVIANCA Logo
AVIANCA

Jun 6

PTY
19h 50m
BOG

Jun 7

ORD

as low as

$1134

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

AVIANCA Logo
AVIANCA

May 30

ORD
30h 35m
BOG

May 31

PTY
AVIANCA Logo
AVIANCA

Jun 6

PTY
15h 10m
BOG

Jun 7

ORD

as low as

$1134

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

AVIANCA Logo
AVIANCA

May 30

ORD
25h 55m
BOG

May 31

PTY
AVIANCA Logo
AVIANCA

Jun 6

PTY
26h 10m
BOG

Jun 7

ORD

as low as

$1134

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

AVIANCA Logo
AVIANCA

May 30

ORD
18h 20m
BOG

May 31

PTY
AVIANCA Logo
AVIANCA

Jun 6

PTY
15h 10m
BOG

Jun 7

ORD

as low as

$1134

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

American Airlines Logo
American Airlines

May 30

ORD
7h 19m
MIA

May 30

PTY
American Airlines Logo
American Airlines

Jun 6

PTY
8h 31m
MIA

Jun 6

ORD

as low as

$1192

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

American Airlines Logo
American Airlines

May 30

ORD
7h 19m
MIA

May 30

PTY
American Airlines Logo
American Airlines

Jun 6

PTY
17h 45m
MIA

Jun 7

ORD

as low as

$1192

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

COPA Airlines Logo
COPA Airlines

May 30

ORD
5h 28m
Direct

May 30

PTY
COPA Airlines Logo
COPA Airlines

Jun 6

PTY
5h 52m
Direct

Jun 6

ORD

as low as

$1194

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

COPA Airlines Logo
COPA Airlines

May 30

ORD
5h 28m
Direct

May 30

PTY
COPA Airlines Logo
COPA Airlines

Jun 6

PTY
5h 49m
Direct

Jun 7

ORD

as low as

$2194

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

COPA Airlines Logo
COPA Airlines

May 30

ORD
5h 28m
Direct

May 30

PTY
COPA Airlines Logo
COPA Airlines

Jun 6

PTY
5h 52m
Direct

Jun 6

ORD

as low as

$2194

Top Deals on Business Class Flights from Chicago to San Salvador

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

AVIANCA Logo
AVIANCA

May 30

ORD
16h 25m
BOG

May 31

SAL
AVIANCA Logo
AVIANCA

Jun 6

SAL
14h 10m
BOG

Jun 7

ORD

as low as

$814

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

AVIANCA Logo
AVIANCA

May 30

ORD
16h 25m
BOG

May 31

SAL
AVIANCA Logo
AVIANCA

Jun 6

SAL
26h
BOG

Jun 7

ORD

as low as

$814

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

American Airlines Logo
American Airlines

May 30

ORD
21h 54m
MIA

May 31

SAL
American Airlines Logo
American Airlines

Jun 6

SAL
12h 30m
MIA

Jun 6

ORD

as low as

$881

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

American Airlines Logo
American Airlines

May 30

ORD
21h 54m
MIA

May 31

SAL
American Airlines Logo
American Airlines

Jun 6

SAL
9h 51m
DFW

Jun 7

ORD

as low as

$942

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

American Airlines Logo
American Airlines

May 30

ORD
21h 54m
MIA

May 31

SAL
American Airlines Logo
American Airlines

Jun 6

SAL
11h
MIA

Jun 6

ORD

as low as

$942

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

American Airlines Logo
American Airlines

May 30

ORD
8h 44m
DFW

May 30

SAL
American Airlines Logo
American Airlines

Jun 6

SAL
12h 30m
MIA

Jun 6

ORD

as low as

$1012

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

American Airlines Logo
American Airlines

May 30

ORD
8h 9m
MIA

May 30

SAL
American Airlines Logo
American Airlines

Jun 6

SAL
16h 17m
DFW

Jun 7

ORD

as low as

$1012

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

COPA Airlines Logo
COPA Airlines

May 30

ORD
9h 29m
PTY

May 30

SAL
COPA Airlines Logo
COPA Airlines

Jun 6

SAL
23h 7m
PTY

Jun 7

ORD

as low as

$1054

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

COPA Airlines Logo
COPA Airlines

May 30

ORD
9h 29m
PTY

May 30

SAL
COPA Airlines Logo
COPA Airlines

Jun 6

SAL
28h 17m
PTY

Jun 7

ORD

as low as

$1054

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

COPA Airlines Logo
COPA Airlines

May 30

ORD
30h 16m
PTY

May 31

SAL
COPA Airlines Logo
COPA Airlines

Jun 6

SAL
23h 7m
PTY

Jun 7

ORD

as low as

$1054

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

AVIANCA Logo
AVIANCA

May 30

ORD
16h 25m
BOG

May 31

SAL
AVIANCA Logo
AVIANCA

Jun 6

SAL
26h 50m
BOG

Jun 7

ORD

as low as

$1196

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

Aeromexico Logo
Aeromexico

May 30

ORD
13h 43m
MEX

May 30

SAL
Aeromexico Logo
Aeromexico

Jun 6

SAL
20h 54m
MEX

Jun 7

ORD

as low as

$1436

Top Deals on Business Class Flights from Chicago to Bridgetown

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

American Airlines Logo
American Airlines

May 30

ORD
15h 59m
MIA

May 31

BGI
American Airlines Logo
American Airlines

Jun 6

BGI
9h 17m
CLT

Jun 6

ORD

as low as

$1050

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

American Airlines Logo
American Airlines

May 30

ORD
15h 59m
MIA

May 31

BGI
American Airlines Logo
American Airlines

Jun 6

BGI
15h 10m
MIA

Jun 6

ORD

as low as

$1050

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

American Airlines Logo
American Airlines

May 30

ORD
15h 59m
MIA

May 31

BGI
American Airlines Logo
American Airlines

Jun 6

BGI
18h 57m
CLT

Jun 7

ORD

as low as

$1050

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

American Airlines Logo
American Airlines

May 30

ORD
15h 59m
MIA

May 31

BGI
American Airlines Logo
American Airlines

Jun 6

BGI
20h 5m
CLT

Jun 7

ORD

as low as

$1063

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

American Airlines Logo
American Airlines

May 30

ORD
15h 59m
MIA

May 31

BGI
American Airlines Logo
American Airlines

Jun 6

BGI
23h 30m
CLT

Jun 7

ORD

as low as

$1063

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

American Airlines Logo
American Airlines

May 30

ORD
15h 59m
MIA

May 31

BGI
American Airlines Logo
American Airlines

Jun 6

BGI
21h 41m
JFK

Jun 7

ORD

as low as

$1064

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

American Airlines Logo
American Airlines

May 30

ORD
28h 24m
MIA

May 31

BGI
American Airlines Logo
American Airlines

Jun 6

BGI
18h 57m
CLT

Jun 7

ORD

as low as

$1069

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

American Airlines Logo
American Airlines

May 30

ORD
20h
MIA

May 31

BGI
American Airlines Logo
American Airlines

Jun 6

BGI
21h 41m
JFK

Jun 7

ORD

as low as

$1082

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

American Airlines Logo
American Airlines

May 30

ORD
28h 24m
MIA

May 31

BGI
American Airlines Logo
American Airlines

Jun 6

BGI
21h 41m
JFK

Jun 7

ORD

as low as

$1082

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

American Airlines Logo
American Airlines

May 30

ORD
18h 25m
MIA

May 31

BGI
American Airlines Logo
American Airlines

Jun 6

BGI
21h 41m
JFK

Jun 7

ORD

as low as

$1264

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

American Airlines Logo
American Airlines

May 30

ORD
19h 50m
MIA

May 31

BGI
American Airlines Logo
American Airlines

Jun 6

BGI
21h 41m
JFK

Jun 7

ORD

as low as

$1289

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

COPA Airlines Logo
COPA Airlines

May 30

ORD
21h 15m
PTY

May 31

BGI
COPA Airlines Logo
COPA Airlines

Jun 6

BGI
11h 4m
PTY

Jun 7

ORD

as low as

$2666

Top Deals on Business Class Flights from Chicago to Punta Cana

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

COPA Airlines Logo
COPA Airlines

May 30

ORD
10h 2m
PTY

May 31

PUJ
COPA Airlines Logo
COPA Airlines

Jun 6

PUJ
24h 6m
PTY

Jun 7

ORD

as low as

$1158

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

COPA Airlines Logo
COPA Airlines

May 30

ORD
10h 2m
PTY

May 31

PUJ
COPA Airlines Logo
COPA Airlines

Jun 6

PUJ
20h 11m
PTY

Jun 7

ORD

as low as

$1158

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

American Airlines Logo
American Airlines

May 30

ORD
4h 30m
Direct

May 30

PUJ
American Airlines Logo
American Airlines

Jun 6

PUJ
7h 57m
CLT

Jun 6

ORD

as low as

$1219

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

American Airlines Logo
American Airlines

May 30

ORD
17h 19m
MIA

May 31

PUJ
American Airlines Logo
American Airlines

Jun 6

PUJ
7h 57m
CLT

Jun 6

ORD

as low as

$1224

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

American Airlines Logo
American Airlines

May 30

ORD
16h 25m
PHL

May 31

PUJ
American Airlines Logo
American Airlines

Jun 6

PUJ
7h 57m
CLT

Jun 6

ORD

as low as

$1224

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

American Airlines Logo
American Airlines

May 30

ORD
17h
JFK

May 31

PUJ
American Airlines Logo
American Airlines

Jun 6

PUJ
7h 57m
CLT

Jun 6

ORD

as low as

$1224

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

American Airlines Logo
American Airlines

May 30

ORD
14h 40m
PHL

May 31

PUJ
American Airlines Logo
American Airlines

Jun 6

PUJ
7h 57m
CLT

Jun 6

ORD

as low as

$1224

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

American Airlines Logo
American Airlines

May 30

ORD
4h 30m
Direct

May 30

PUJ
American Airlines Logo
American Airlines

Jun 6

PUJ
22h 32m
JFK

Jun 7

ORD

as low as

$1236

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

American Airlines Logo
American Airlines

May 30

ORD
4h 30m
Direct

May 30

PUJ
American Airlines Logo
American Airlines

Jun 6

PUJ
10h 19m
MIA

Jun 6

ORD

as low as

$1279

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

Air Canada Logo
Air Canada

May 30

ORD
15h 10m
YYZ

May 31

PUJ
Air Canada Logo
Air Canada

Jun 6

PUJ
25h 59m
YYZ

Jun 7

ORD

as low as

$1310

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

Air Canada Logo
Air Canada

May 30

ORD
21h 35m
YYZ

May 31

PUJ
Air Canada Logo
Air Canada

Jun 6

PUJ
28h 5m
YYZ

Jun 7

ORD

as low as

$1310

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

American Airlines Logo
American Airlines

May 30

ORD
4h 30m
Direct

May 30

PUJ
American Airlines Logo
American Airlines

Jun 6

PUJ
5h 5m
Direct

Jun 6

ORD

as low as

$1337

Top Deals on Business Class Flights from Chicago to San Juan

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

American Airlines Logo
American Airlines

May 29

ORD
9h
CLT

May 29

SJU
American Airlines Logo
American Airlines

Jun 5

SJU
5h 15m
Direct

Jun 5

ORD

as low as

$1020

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

American Airlines Logo
American Airlines

May 29

ORD
7h 25m
CLT

May 29

SJU
American Airlines Logo
American Airlines

Jun 5

SJU
5h 15m
Direct

Jun 5

ORD

as low as

$1020

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

American Airlines Logo
American Airlines

May 29

ORD
9h 45m
PHL

May 29

SJU
American Airlines Logo
American Airlines

Jun 5

SJU
5h 15m
Direct

Jun 5

ORD

as low as

$1020

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

American Airlines Logo
American Airlines

May 29

ORD
8h 59m
CLT

May 29

SJU
American Airlines Logo
American Airlines

Jun 5

SJU
5h 15m
Direct

Jun 5

ORD

as low as

$1020

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

American Airlines Logo
American Airlines

May 29

ORD
7h
CLT

May 29

SJU
American Airlines Logo
American Airlines

Jun 5

SJU
5h 15m
Direct

Jun 5

ORD

as low as

$1020

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

American Airlines Logo
American Airlines

May 29

ORD
7h 25m
CLT

May 29

SJU
American Airlines Logo
American Airlines

Jun 5

SJU
17h 24m
MIA

Jun 5

ORD

as low as

$1024

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

American Airlines Logo
American Airlines

May 29

ORD
9h
CLT

May 29

SJU
American Airlines Logo
American Airlines

Jun 5

SJU
16h 5m
MIA

Jun 5

ORD

as low as

$1024

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

American Airlines Logo
American Airlines

May 29

ORD
7h
CLT

May 29

SJU
American Airlines Logo
American Airlines

Jun 5

SJU
17h 24m
MIA

Jun 5

ORD

as low as

$1024

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

American Airlines Logo
American Airlines

May 29

ORD
7h 25m
CLT

May 29

SJU
American Airlines Logo
American Airlines

Jun 5

SJU
16h 5m
MIA

Jun 5

ORD

as low as

$1024

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

American Airlines Logo
American Airlines

May 29

ORD
8h 59m
CLT

May 29

SJU
American Airlines Logo
American Airlines

Jun 5

SJU
16h 5m
MIA

Jun 5

ORD

as low as

$1024

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

American Airlines Logo
American Airlines

May 29

ORD
7h
CLT

May 29

SJU
American Airlines Logo
American Airlines

Jun 5

SJU
16h 5m
MIA

Jun 5

ORD

as low as

$1024

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

American Airlines Logo
American Airlines

May 29

ORD
6h 35m
PHL

May 29

SJU
American Airlines Logo
American Airlines

Jun 5

SJU
5h 15m
Direct

Jun 5

ORD

as low as

$1090

Top Deals on Business Class Flights from Chicago to Beacon Hill

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

American Airlines Logo
American Airlines

May 29

ORD
9h 31m
MIA

May 29

SXM
American Airlines Logo
American Airlines

Jun 5

SXM
18h
MIA

Jun 6

ORD

as low as

$1116

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

American Airlines Logo
American Airlines

May 29

ORD
8h 24m
MIA

May 29

SXM
American Airlines Logo
American Airlines

Jun 5

SXM
8h 46m
MIA

Jun 5

ORD

as low as

$1116

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

American Airlines Logo
American Airlines

May 29

ORD
8h 24m
MIA

May 29

SXM
American Airlines Logo
American Airlines

Jun 5

SXM
18h
MIA

Jun 6

ORD

as low as

$1116

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

American Airlines Logo
American Airlines

May 29

ORD
7h 40m
MIA

May 29

SXM
American Airlines Logo
American Airlines

Jun 5

SXM
18h
MIA

Jun 6

ORD

as low as

$1116

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

American Airlines Logo
American Airlines

May 29

ORD
7h 40m
MIA

May 29

SXM
American Airlines Logo
American Airlines

Jun 5

SXM
8h 46m
MIA

Jun 5

ORD

as low as

$1116

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

American Airlines Logo
American Airlines

May 29

ORD
9h 31m
MIA

May 29

SXM
American Airlines Logo
American Airlines

Jun 5

SXM
8h 46m
MIA

Jun 5

ORD

as low as

$1116

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

American Airlines Logo
American Airlines

May 29

ORD
7h 40m
MIA

May 29

SXM
American Airlines Logo
American Airlines

Jun 5

SXM
19h 59m
MIA

Jun 6

ORD

as low as

$1139

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

American Airlines Logo
American Airlines

May 29

ORD
7h 15m
CLT

May 29

SXM
American Airlines Logo
American Airlines

Jun 5

SXM
8h 46m
MIA

Jun 5

ORD

as low as

$1449

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

American Airlines Logo
American Airlines

May 29

ORD
7h 15m
CLT

May 29

SXM
American Airlines Logo
American Airlines

Jun 5

SXM
18h
MIA

Jun 6

ORD

as low as

$1449

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

American Airlines Logo
American Airlines

May 29

ORD
17h 40m
CLT

May 30

SXM
American Airlines Logo
American Airlines

Jun 5

SXM
8h 46m
MIA

Jun 5

ORD

as low as

$1449

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

American Airlines Logo
American Airlines

May 29

ORD
21h 14m
CLT

May 30

SXM
American Airlines Logo
American Airlines

Jun 5

SXM
8h 46m
MIA

Jun 5

ORD

as low as

$1471

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

American Airlines Logo
American Airlines

May 29

ORD
7h 15m
CLT

May 29

SXM
American Airlines Logo
American Airlines

Jun 5

SXM
19h 59m
MIA

Jun 6

ORD

as low as

$1472

Top Deals on Business Class Flights from Chicago to Santo Domingo

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

Aeromexico Logo
Aeromexico

May 29

ORD
13h 34m
MEX

May 30

SDQ
Aeromexico Logo
Aeromexico

Jun 5

SDQ
13h 51m
MEX

Jun 5

ORD

as low as

$1648

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

COPA Airlines Logo
COPA Airlines

May 29

ORD
13h 14m
PTY

May 29

SDQ
COPA Airlines Logo
COPA Airlines

Jun 5

SDQ
24h 42m
PTY

Jun 6

ORD

as low as

$2339

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

COPA Airlines Logo
COPA Airlines

May 29

ORD
26h 3m
PTY

May 30

SDQ
COPA Airlines Logo
COPA Airlines

Jun 5

SDQ
29h 54m
PTY

Jun 6

ORD

as low as

$2339

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

COPA Airlines Logo
COPA Airlines

May 29

ORD
28h 16m
PTY

May 30

SDQ
COPA Airlines Logo
COPA Airlines

Jun 5

SDQ
29h 54m
PTY

Jun 6

ORD

as low as

$2339

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

COPA Airlines Logo
COPA Airlines

May 29

ORD
13h 14m
PTY

May 29

SDQ
COPA Airlines Logo
COPA Airlines

Jun 5

SDQ
29h 54m
PTY

Jun 6

ORD

as low as

$2339

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

COPA Airlines Logo
COPA Airlines

May 29

ORD
28h 16m
PTY

May 30

SDQ
COPA Airlines Logo
COPA Airlines

Jun 5

SDQ
26h 55m
PTY

Jun 6

ORD

as low as

$2339

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

COPA Airlines Logo
COPA Airlines

May 29

ORD
28h 16m
PTY

May 30

SDQ
COPA Airlines Logo
COPA Airlines

Jun 5

SDQ
24h 42m
PTY

Jun 6

ORD

as low as

$2339

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

COPA Airlines Logo
COPA Airlines

May 29

ORD
26h 3m
PTY

May 30

SDQ
COPA Airlines Logo
COPA Airlines

Jun 5

SDQ
21h 10m
PTY

Jun 6

ORD

as low as

$2339

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

COPA Airlines Logo
COPA Airlines

May 29

ORD
13h 14m
PTY

May 29

SDQ
COPA Airlines Logo
COPA Airlines

Jun 5

SDQ
21h 10m
PTY

Jun 6

ORD

as low as

$2339

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

COPA Airlines Logo
COPA Airlines

May 29

ORD
26h 3m
PTY

May 30

SDQ
COPA Airlines Logo
COPA Airlines

Jun 5

SDQ
24h 42m
PTY

Jun 6

ORD

as low as

$2339

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

COPA Airlines Logo
COPA Airlines

May 29

ORD
28h 16m
PTY

May 30

SDQ
COPA Airlines Logo
COPA Airlines

Jun 5

SDQ
21h 10m
PTY

Jun 6

ORD

as low as

$2339

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

COPA Airlines Logo
COPA Airlines

May 29

ORD
13h 14m
PTY

May 29

SDQ
COPA Airlines Logo
COPA Airlines

Jun 5

SDQ
26h 55m
PTY

Jun 6

ORD

as low as

$2339

Top Deals on Business Class Flights from Chicago to Curacao Island

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

American Airlines Logo
American Airlines

May 29

ORD
17h 50m
CLT

May 30

CUR
American Airlines Logo
American Airlines

Jun 5

CUR
8h 44m
MIA

Jun 5

ORD

as low as

$1568

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

American Airlines Logo
American Airlines

May 29

ORD
16h 56m
MIA

May 30

CUR
American Airlines Logo
American Airlines

Jun 5

CUR
8h 44m
MIA

Jun 5

ORD

as low as

$1568

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

American Airlines Logo
American Airlines

May 29

ORD
16h 56m
MIA

May 30

CUR
American Airlines Logo
American Airlines

Jun 5

CUR
10h 6m
MIA

Jun 5

ORD

as low as

$1568

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

American Airlines Logo
American Airlines

May 29

ORD
17h 50m
CLT

May 30

CUR
American Airlines Logo
American Airlines

Jun 5

CUR
10h 6m
MIA

Jun 5

ORD

as low as

$1568

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

American Airlines Logo
American Airlines

May 29

ORD
24h 17m
CLT

May 30

CUR
American Airlines Logo
American Airlines

Jun 5

CUR
8h 44m
MIA

Jun 5

ORD

as low as

$1587

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

American Airlines Logo
American Airlines

May 29

ORD
22h 51m
CLT

May 30

CUR
American Airlines Logo
American Airlines

Jun 5

CUR
8h 44m
MIA

Jun 5

ORD

as low as

$1587

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

COPA Airlines Logo
COPA Airlines

May 29

ORD
27h 23m
PTY

May 30

CUR
COPA Airlines Logo
COPA Airlines

Jun 5

CUR
25h 24m
PTY

Jun 6

ORD

as low as

$2510

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

COPA Airlines Logo
COPA Airlines

May 29

ORD
27h 23m
PTY

May 30

CUR
COPA Airlines Logo
COPA Airlines

Jun 5

CUR
23h 10m
PTY

Jun 6

ORD

as low as

$2510

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

COPA Airlines Logo
COPA Airlines

May 29

ORD
27h 23m
PTY

May 30

CUR
COPA Airlines Logo
COPA Airlines

Jun 5

CUR
9h 57m
PTY

Jun 6

ORD

as low as

$3775

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

COPA Airlines Logo
COPA Airlines

May 29

ORD
27h 23m
PTY

May 30

CUR
COPA Airlines Logo
COPA Airlines

Jun 5

CUR
12h 11m
PTY

Jun 6

ORD

as low as

$3775

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

Air Canada Logo
Air Canada

May 29

ORD
20h 5m
YYZ

May 30

CUR
COPA Airlines Logo
COPA Airlines

Jun 5

CUR
23h 10m
PTY

Jun 6

ORD

as low as

$4453

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

Air Canada Logo
Air Canada

May 29

ORD
18h 10m
YYZ

May 30

CUR
COPA Airlines Logo
COPA Airlines

Jun 5

CUR
23h 10m
PTY

Jun 6

ORD

as low as

$4453

Top Deals on Business Class Flights from Chicago to San Jose

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

American Airlines Logo
American Airlines

May 29

ORD
15h 12m
DFW

May 29

SJO
American Airlines Logo
American Airlines

Jun 5

SJO
8h 42m
CLT

Jun 5

ORD

as low as

$949

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

American Airlines Logo
American Airlines

May 29

ORD
16h 12m
DFW

May 29

SJO
American Airlines Logo
American Airlines

Jun 5

SJO
8h 42m
CLT

Jun 5

ORD

as low as

$949

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

American Airlines Logo
American Airlines

May 29

ORD
18h 17m
DFW

May 29

SJO
American Airlines Logo
American Airlines

Jun 5

SJO
8h 42m
CLT

Jun 5

ORD

as low as

$949

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

American Airlines Logo
American Airlines

May 29

ORD
18h 17m
DFW

May 29

SJO
American Airlines Logo
American Airlines

Jun 5

SJO
9h 41m
MIA

Jun 5

ORD

as low as

$949

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

American Airlines Logo
American Airlines

May 29

ORD
16h 12m
DFW

May 29

SJO
American Airlines Logo
American Airlines

Jun 5

SJO
9h 11m
DFW

Jun 6

ORD

as low as

$949

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

American Airlines Logo
American Airlines

May 29

ORD
15h 12m
DFW

May 29

SJO
American Airlines Logo
American Airlines

Jun 5

SJO
9h 11m
DFW

Jun 6

ORD

as low as

$949

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

American Airlines Logo
American Airlines

May 29

ORD
16h 12m
DFW

May 29

SJO
American Airlines Logo
American Airlines

Jun 5

SJO
12h 20m
MIA

Jun 5

ORD

as low as

$949

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

American Airlines Logo
American Airlines

May 29

ORD
15h 12m
DFW

May 29

SJO
American Airlines Logo
American Airlines

Jun 5

SJO
9h 41m
MIA

Jun 5

ORD

as low as

$949

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

Aeromexico Logo
Aeromexico

May 29

ORD
20h 57m
MEX

May 30

SJO
Aeromexico Logo
Aeromexico

Jun 5

SJO
28h 57m
MEX

Jun 6

ORD

as low as

$1487

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

Aeromexico Logo
Aeromexico

May 29

ORD
11h 8m
MEX

May 29

SJO
Aeromexico Logo
Aeromexico

Jun 5

SJO
9h 23m
MEX

Jun 5

ORD

as low as

$1487

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

Aeromexico Logo
Aeromexico

May 29

ORD
20h 57m
MEX

May 30

SJO
Aeromexico Logo
Aeromexico

Jun 5

SJO
9h 23m
MEX

Jun 5

ORD

as low as

$1487

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

COPA Airlines Logo
COPA Airlines

May 29

ORD
11h 54m
PTY

May 29

SJO
COPA Airlines Logo
COPA Airlines

Jun 5

SJO
18h 55m
PTY

Jun 6

ORD

as low as

$2310

Top Deals on Business Class Flights from Chicago to Montego Bay

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

American Airlines Logo
American Airlines

May 29

ORD
17h 31m
JFK

May 30

MBJ
American Airlines Logo
American Airlines

Jun 5

MBJ
10h 17m
CLT

Jun 5

ORD

as low as

$1005

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

American Airlines Logo
American Airlines

May 29

ORD
17h 31m
JFK

May 30

MBJ
American Airlines Logo
American Airlines

Jun 5

MBJ
7h 45m
CLT

Jun 5

ORD

as low as

$1005

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

American Airlines Logo
American Airlines

May 29

ORD
17h 18m
DCA
CLT

May 30

MBJ
American Airlines Logo
American Airlines

Jun 5

MBJ
10h 17m
CLT

Jun 5

ORD

as low as

$1009

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

American Airlines Logo
American Airlines

May 29

ORD
18h 24m
DCA
CLT

May 30

MBJ
American Airlines Logo
American Airlines

Jun 5

MBJ
7h 45m
CLT

Jun 5

ORD

as low as

$1009

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

American Airlines Logo
American Airlines

May 29

ORD
17h 18m
DCA
CLT

May 30

MBJ
American Airlines Logo
American Airlines

Jun 5

MBJ
7h 45m
CLT

Jun 5

ORD

as low as

$1009

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

American Airlines Logo
American Airlines

May 29

ORD
16h 55m
CLT

May 30

MBJ
American Airlines Logo
American Airlines

Jun 5

MBJ
10h 17m
CLT

Jun 5

ORD

as low as

$1011

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

American Airlines Logo
American Airlines

May 29

ORD
17h 31m
JFK

May 30

MBJ
American Airlines Logo
American Airlines

Jun 5

MBJ
13h 37m
CLT

Jun 5

ORD

as low as

$1036

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

American Airlines Logo
American Airlines

May 29

ORD
6h 59m
PHL

May 29

MBJ
American Airlines Logo
American Airlines

Jun 5

MBJ
10h 17m
CLT

Jun 5

ORD

as low as

$1163

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

American Airlines Logo
American Airlines

May 29

ORD
6h 59m
PHL

May 29

MBJ
American Airlines Logo
American Airlines

Jun 5

MBJ
7h 45m
CLT

Jun 5

ORD

as low as

$1163

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

American Airlines Logo
American Airlines

May 29

ORD
6h 59m
PHL

May 29

MBJ
American Airlines Logo
American Airlines

Jun 5

MBJ
11h 5m
CLT

Jun 5

ORD

as low as

$1194

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

American Airlines Logo
American Airlines

May 29

ORD
6h 59m
PHL

May 29

MBJ
American Airlines Logo
American Airlines

Jun 5

MBJ
8h 4m
MIA

Jun 5

ORD

as low as

$1236

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

American Airlines Logo
American Airlines

May 29

ORD
6h 59m
PHL

May 29

MBJ
American Airlines Logo
American Airlines

Jun 5

MBJ
9h 26m
MIA

Jun 5

ORD

as low as

$1236

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