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Flight Deals from Dominican Republic to Chicago from $309

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Top Deals on flights from Punta Cana to Chicago

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

United Airlines Logo
United Airlines

May 6

PUJ
4h 5m
Direct

May 6

ORD
United Airlines Logo
United Airlines

May 13

ORD
5h 42m
Direct

May 13

PUJ

as low as

$309

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

American Airlines Logo
American Airlines

May 13

PUJ
7h 50m
CLT

May 13

ORD
American Airlines Logo
American Airlines

May 27

ORD
9h 49m
DFW

May 27

PUJ

as low as

$353

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

United Airlines Logo
United Airlines

May 6

PUJ
4h 5m
Direct

May 6

ORD
United Airlines Logo
United Airlines

May 13

ORD
9h 35m
EWR

May 13

PUJ

as low as

$360

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

American Airlines Logo
American Airlines

May 6

PUJ
9h 59m
CLT

May 7

ORD
American Airlines Logo
American Airlines

May 13

ORD
8h 8m
MIA

May 13

PUJ

as low as

$371

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

Delta Air Lines Logo
Delta Air Lines

May 2

PUJ
9h 19m
ATL

May 2

ORD
Delta Air Lines Logo
Delta Air Lines

May 9

ORD
9h 15m
ATL

May 9

PUJ

as low as

$371

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

Spirit Airlines Logo
Spirit Airlines

May 13

PUJ
7h 42m
FLL

May 13

ORD
Spirit Airlines Logo
Spirit Airlines

May 27

ORD
9h 12m
FLL

May 27

PUJ

as low as

$407

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

United Airlines Logo
United Airlines

May 2

PUJ
4h 5m
Direct

May 2

ORD
United Airlines Logo
United Airlines

May 9

ORD
18h 45m
IAD

May 10

PUJ

as low as

$419

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

United Airlines Logo
United Airlines

May 5

PUJ
9h 55m
IAH

May 6

ORD
United Airlines Logo
United Airlines

May 12

ORD
5h 42m
Direct

May 12

PUJ

as low as

$424

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

American Airlines Logo
American Airlines

May 10

PUJ
18h 14m
JFK

May 11

ORD
American Airlines Logo
American Airlines

May 17

ORD
18h
JFK

May 18

PUJ

as low as

$427

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

Spirit Airlines Logo
Spirit Airlines

May 8

PUJ
7h 21m
MCO

May 8

ORD
Spirit Airlines Logo
Spirit Airlines

May 12

ORD
9h 12m
FLL

May 12

PUJ

as low as

$444

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

Frontier Airlines Logo
Frontier Airlines

May 12

PUJ
8h 48m
ATL

May 12

MDW
Frontier Airlines Logo
Frontier Airlines

May 26

MDW
13h 38m
MCO

May 27

PUJ

as low as

$484

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

JetBlue Logo
JetBlue

May 14

PUJ
10h 28m
JFK

May 14

ORD
JetBlue Logo
JetBlue

May 28

ORD
9h 18m
JFK

May 28

PUJ

as low as

$508

Top Deals on flights from Santo Domingo to Chicago

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

Spirit Airlines Logo
Spirit Airlines

Jun 4

SDQ
6h 59m
FLL

Jun 4

ORD
Spirit Airlines Logo
Spirit Airlines

Jun 18

ORD
15h 35m
MCO

Jun 19

SDQ

as low as

$432

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

Spirit Airlines Logo
Spirit Airlines

Jun 7

SDQ
8h 15m
FLL

Jun 8

ORD
Spirit Airlines Logo
Spirit Airlines

Jun 21

ORD
9h 34m
FLL

Jun 21

SDQ

as low as

$435

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

Delta Air Lines Logo
Delta Air Lines

May 21

SDQ
9h 17m
ATL

May 21

ORD
Delta Air Lines Logo
Delta Air Lines

Jun 4

ORD
11h 28m
JFK

Jun 4

SDQ

as low as

$444

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

Delta Air Lines Logo
Delta Air Lines

May 31

SDQ
10h 24m
JFK

May 31

ORD
Delta Air Lines Logo
Delta Air Lines

Jun 14

ORD
8h 42m
JFK

Jun 15

SDQ

as low as

$456

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

COPA Airlines Logo
COPA Airlines

May 31

SDQ
28h 54m
PTY

Jun 1

ORD
COPA Airlines Logo
COPA Airlines

Jun 14

ORD
22h 3m
PTY

Jun 15

SDQ

as low as

$480

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

COPA Airlines Logo
COPA Airlines

Jun 4

SDQ
10h 29m
PTY

Jun 5

ORD
COPA Airlines Logo
COPA Airlines

Jun 14

ORD
22h 3m
PTY

Jun 15

SDQ

as low as

$480

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

United Airlines Logo
United Airlines

May 21

SDQ
10h 34m
EWR

May 21

ORD
United Airlines Logo
United Airlines

Jun 4

ORD
14h 10m
EWR

Jun 5

SDQ

as low as

$494

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

Spirit Airlines Logo
Spirit Airlines

Jun 2

SDQ
7h 15m
FLL

Jun 3

ORD
Spirit Airlines Logo
Spirit Airlines

Jun 16

ORD
15h 35m
MCO

Jun 17

SDQ

as low as

$498

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

JetBlue Logo
JetBlue

May 31

SDQ
11h 55m
JFK

May 31

ORD
JetBlue Logo
JetBlue

Jun 14

ORD
13h 24m
JFK

Jun 14

SDQ

as low as

$505

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

Delta Air Lines Logo
Delta Air Lines

May 30

SDQ
6h 46m
ATL

May 30

MDW
Delta Air Lines Logo
Delta Air Lines

Jun 13

MDW
7h 21m
ATL

Jun 13

SDQ

as low as

$505

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

American Airlines Logo
American Airlines

May 29

SDQ
13h 11m
MIA

May 29

ORD
American Airlines Logo
American Airlines

Jun 12

ORD
8h 23m
MIA

Jun 12

SDQ

as low as

$508

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

American Airlines Logo
American Airlines

May 21

SDQ
9h 41m
MIA

May 21

ORD
American Airlines Logo
American Airlines

Jun 4

ORD
7h 25m
MIA

Jun 4

SDQ

as low as

$508

Top Deals on flights from Santiago to Chicago

Santiago, DO (STI) - Chicago, US (CHI)

JetBlue Logo
JetBlue

May 28

STI
10h 44m
JFK

May 28

ORD
JetBlue Logo
JetBlue

Jun 4

ORD
17h 2m
BOS
JFK

Jun 5

STI

as low as

$505

Santiago, DO (STI) - Chicago, US (CHI)

JetBlue Logo
JetBlue

May 28

STI
10h 44m
JFK

May 28

ORD
JetBlue Logo
JetBlue

Jun 4

ORD
14h 59m
BOS

Jun 5

STI

as low as

$505

Santiago, DO (STI) - Chicago, US (CHI)

JetBlue Logo
JetBlue

May 28

STI
17h 34m
JFK

May 28

ORD
JetBlue Logo
JetBlue

Jun 4

ORD
17h 2m
BOS
JFK

Jun 5

STI

as low as

$510

Santiago, DO (STI) - Chicago, US (CHI)

JetBlue Logo
JetBlue

May 28

STI
17h 34m
JFK

May 28

ORD
JetBlue Logo
JetBlue

Jun 4

ORD
14h 59m
BOS

Jun 5

STI

as low as

$510

Santiago, DO (STI) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 28

STI
7h 58m
MIA

May 28

ORD
American Airlines Logo
American Airlines

Jun 4

ORD
24h 49m
MIA

Jun 5

STI

as low as

$701

Santiago, DO (STI) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 28

STI
9h 6m
MIA

May 28

ORD
American Airlines Logo
American Airlines

Jun 4

ORD
24h 49m
MIA

Jun 5

STI

as low as

$701

Santiago, DO (STI) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 28

STI
21h 28m
MIA
CLT

May 29

ORD
American Airlines Logo
American Airlines

Jun 4

ORD
24h 49m
MIA

Jun 5

STI

as low as

$706

Santiago, DO (STI) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 28

STI
17h 36m
MIA
DCA

May 29

ORD
American Airlines Logo
American Airlines

Jun 4

ORD
24h 49m
MIA

Jun 5

STI

as low as

$706

Santiago, DO (STI) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 28

STI
18h 11m
MIA
CLT

May 29

ORD
American Airlines Logo
American Airlines

Jun 4

ORD
24h 49m
MIA

Jun 5

STI

as low as

$706

Santiago, DO (STI) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 28

STI
21h 7m
MIA
LGA

May 29

ORD
American Airlines Logo
American Airlines

Jun 4

ORD
24h 49m
MIA

Jun 5

STI

as low as

$706

Santiago, DO (STI) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 28

STI
16h 30m
MIA
DCA

May 29

ORD
American Airlines Logo
American Airlines

Jun 4

ORD
24h 49m
MIA

Jun 5

STI

as low as

$706

Santiago, DO (STI) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 28

STI
16h 38m
MIA
LGA

May 29

ORD
American Airlines Logo
American Airlines

Jun 4

ORD
24h 49m
MIA

Jun 5

STI

as low as

$706

Top Deals on flights from Puerto Plata to Chicago

Puerto Plata, DO (POP) - Chicago, US (CHI)

JetBlue Logo
JetBlue

May 29

POP
11h 38m
JFK

May 29

ORD
JetBlue Logo
JetBlue

Jun 5

ORD
27h 1m
JFK

Jun 6

POP

as low as

$717

Puerto Plata, DO (POP) - Chicago, US (CHI)

JetBlue Logo
JetBlue

May 29

POP
11h 38m
JFK

May 29

ORD
JetBlue Logo
JetBlue

Jun 5

ORD
24h 31m
BOS
JFK

Jun 6

POP

as low as

$721

Puerto Plata, DO (POP) - Chicago, US (CHI)

JetBlue Logo
JetBlue

May 29

POP
11h 38m
JFK

May 29

ORD
JetBlue Logo
JetBlue

Jun 5

ORD
17h 13m
JFK

Jun 6

POP

as low as

$726

Puerto Plata, DO (POP) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

POP
18h 50m
MIA
DFW

May 30

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
16h 38m
PHL
MIA

Jun 6

POP

as low as

$739

Puerto Plata, DO (POP) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

POP
17h 51m
MIA
PHL

May 30

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
16h 18m
DCA
MIA

Jun 6

POP

as low as

$739

Puerto Plata, DO (POP) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

POP
9h 23m
MIA
DCA

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
14h 45m
CLT
MIA

Jun 6

POP

as low as

$739

Puerto Plata, DO (POP) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

POP
8h 50m
MIA

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
15h
DCA
MIA

Jun 6

POP

as low as

$739

Puerto Plata, DO (POP) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

POP
10h 13m
MIA

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
14h 45m
CLT
MIA

Jun 6

POP

as low as

$739

Puerto Plata, DO (POP) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

POP
17h 51m
MIA
PHL

May 30

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
14h 45m
CLT
MIA

Jun 6

POP

as low as

$739

Puerto Plata, DO (POP) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

POP
18h 50m
MIA
DFW

May 30

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
14h 45m
CLT
MIA

Jun 6

POP

as low as

$739

Puerto Plata, DO (POP) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

POP
18h 50m
MIA
DFW

May 30

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
15h
DCA
MIA

Jun 6

POP

as low as

$739

Puerto Plata, DO (POP) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 29

POP
8h 50m
MIA

May 29

ORD
American Airlines Logo
American Airlines

Jun 5

ORD
16h 38m
PHL
MIA

Jun 6

POP

as low as

$739

Top Deals on flights from La Romana to Chicago

La Romana, DO (LRM) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 27

LRM
18h 46m
MIA
DFW

May 28

ORD
American Airlines Logo
American Airlines

Jun 3

ORD
17h 12m
LGA
MIA

Jun 4

LRM

as low as

$564

La Romana, DO (LRM) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 27

LRM
10h 9m
MIA

May 27

ORD
American Airlines Logo
American Airlines

Jun 3

ORD
17h 12m
LGA
MIA

Jun 4

LRM

as low as

$564

La Romana, DO (LRM) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 27

LRM
8h 46m
MIA

May 27

ORD
American Airlines Logo
American Airlines

Jun 3

ORD
17h 14m
CLT
MIA

Jun 4

LRM

as low as

$564

La Romana, DO (LRM) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 27

LRM
17h 47m
MIA
PHL

May 28

ORD
American Airlines Logo
American Airlines

Jun 3

ORD
17h 14m
CLT
MIA

Jun 4

LRM

as low as

$564

La Romana, DO (LRM) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 27

LRM
11h 17m
MIA
DFW

May 27

ORD
American Airlines Logo
American Airlines

Jun 3

ORD
17h 12m
LGA
MIA

Jun 4

LRM

as low as

$564

La Romana, DO (LRM) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 27

LRM
10h 9m
MIA

May 27

ORD
American Airlines Logo
American Airlines

Jun 3

ORD
17h 14m
CLT
MIA

Jun 4

LRM

as low as

$564

La Romana, DO (LRM) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 27

LRM
17h 47m
MIA
PHL

May 28

ORD
American Airlines Logo
American Airlines

Jun 3

ORD
17h 12m
LGA
MIA

Jun 4

LRM

as low as

$564

La Romana, DO (LRM) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 27

LRM
11h 17m
MIA
DFW

May 27

ORD
American Airlines Logo
American Airlines

Jun 3

ORD
17h 14m
CLT
MIA

Jun 4

LRM

as low as

$564

La Romana, DO (LRM) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 27

LRM
11h 17m
MIA

May 27

ORD
American Airlines Logo
American Airlines

Jun 3

ORD
17h 12m
LGA
MIA

Jun 4

LRM

as low as

$564

La Romana, DO (LRM) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 27

LRM
20h 7m
MIA
PHL

May 28

ORD
American Airlines Logo
American Airlines

Jun 3

ORD
17h 12m
LGA
MIA

Jun 4

LRM

as low as

$564

La Romana, DO (LRM) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 27

LRM
8h 46m
MIA

May 27

ORD
American Airlines Logo
American Airlines

Jun 3

ORD
17h 12m
LGA
MIA

Jun 4

LRM

as low as

$564

La Romana, DO (LRM) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 27

LRM
8h 46m
MIA

May 27

ORD
American Airlines Logo
American Airlines

Jun 3

ORD
16h 33m
MIA

Jun 4

LRM

as low as

$606
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