Flight Deals from Chicago to Dominican Republic from $354
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Top Deals on flights from Chicago to Punta Cana
Chicago, US (CHI) - Punta Cana, DO (PUJ)
Aug 3
Aug 3
Aug 13
Aug 13
as low as
$354
Chicago, US (CHI) - Punta Cana, DO (PUJ)
Aug 28
Aug 29
Sep 1
Sep 2
as low as
$397
Chicago, US (CHI) - Punta Cana, DO (PUJ)
May 18
May 18
May 23
May 23
as low as
$419
Chicago, US (CHI) - Punta Cana, DO (PUJ)
Aug 3
Aug 4
Aug 12
Aug 13
as low as
$445
Chicago, US (CHI) - Punta Cana, DO (PUJ)
Aug 3
Aug 4
Aug 12
Aug 13
as low as
$452
Chicago, US (CHI) - Punta Cana, DO (PUJ)
May 10
May 10
May 15
May 16
as low as
$459
Chicago, US (CHI) - Punta Cana, DO (PUJ)
Aug 2
Aug 2
Aug 12
Aug 13
as low as
$506
Chicago, US (CHI) - Punta Cana, DO (PUJ)
Jul 17
Jul 17
Jul 24
Jul 24
as low as
$551
Chicago, US (CHI) - Punta Cana, DO (PUJ)
Aug 11
Aug 11
Aug 18
Aug 19
as low as
$575
Chicago, US (CHI) - Punta Cana, DO (PUJ)
Jul 14
Jul 15
Jul 18
Jul 19
as low as
$623
Chicago, US (CHI) - Punta Cana, DO (PUJ)
Aug 11
Aug 12
Aug 18
Aug 19
as low as
$624
Chicago, US (CHI) - Punta Cana, DO (PUJ)
Aug 11
Aug 12
Aug 18
Aug 19
as low as
$631
Top Deals on flights from Chicago to Santo Domingo
Chicago, US (CHI) - Santo Domingo, DO (SDQ)
Jun 4
Jun 5
Jun 7
Jun 8
as low as
$486
Chicago, US (CHI) - Santo Domingo, DO (SDQ)
Jul 30
Jul 30
Aug 6
Aug 6
as low as
$495
Chicago, US (CHI) - Santo Domingo, DO (SDQ)
May 30
May 31
Jun 2
Jun 3
as low as
$878
Chicago, US (CHI) - Santo Domingo, DO (SDQ)
Nov 21
Nov 22
Nov 29
Nov 29
as low as
$1041
Chicago, US (CHI) - Santo Domingo, DO (SDQ)
Dec 3
Dec 3
Dec 11
Dec 11
as low as
$2006
Top Deals on flights from Chicago to Santiago
Chicago, US (CHI) - Santiago, DO (STI)
Jun 3
Jun 4
Jun 6
Jun 6
as low as
$509
Chicago, US (CHI) - Santiago, DO (STI)
Jun 3
Jun 4
Jun 6
Jun 6
as low as
$514
Chicago, US (CHI) - Santiago, DO (STI)
Jun 2
Jun 3
Jun 9
Jun 10
as low as
$514
Chicago, US (CHI) - Santiago, DO (STI)
Jun 2
Jun 3
Jun 9
Jun 9
as low as
$522
Chicago, US (CHI) - Santiago, DO (STI)
Jun 2
Jun 3
Jun 9
Jun 9
as low as
$522
Chicago, US (CHI) - Santiago, DO (STI)
May 20
May 21
May 26
May 26
as low as
$587
Chicago, US (CHI) - Santiago, DO (STI)
May 20
May 21
May 26
May 26
as low as
$603
Chicago, US (CHI) - Santiago, DO (STI)
May 19
May 20
May 26
May 26
as low as
$616
Chicago, US (CHI) - Santiago, DO (STI)
Jun 3
Jun 3
Jun 7
Jun 8
as low as
$635
Chicago, US (CHI) - Santiago, DO (STI)
Jun 2
Jun 2
Jun 6
Jun 6
as low as
$659
Chicago, US (CHI) - Santiago, DO (STI)
Jun 2
Jun 3
Jun 9
Jun 9
as low as
$673
Chicago, US (CHI) - Santiago, DO (STI)
May 19
May 19
May 26
May 26
as low as
$694
Top Deals on flights from Chicago to Puerto Plata
Chicago, US (CHI) - Puerto Plata, DO (POP)
May 2
May 3
May 5
May 6
as low as
$581
Chicago, US (CHI) - Puerto Plata, DO (POP)
May 26
May 26
Jun 2
Jun 3
as low as
$629
Chicago, US (CHI) - Puerto Plata, DO (POP)
Jun 6
Jun 7
Jun 13
Jun 13
as low as
$769
Chicago, US (CHI) - Puerto Plata, DO (POP)
Jun 6
Jun 7
Jun 13
Jun 14
as low as
$886
Chicago, US (CHI) - Puerto Plata, DO (POP)
Aug 3
Aug 4
Aug 12
Aug 13
as low as
$999
Chicago, US (CHI) - Puerto Plata, DO (POP)
Dec 1
Dec 2
Dec 6
Dec 7
as low as
$1979
Top Deals on flights from Chicago to La Romana
Chicago, US (CHI) - La Romana, DO (LRM)
Jun 6
Jun 7
Jun 13
Jun 14
as low as
$817
Chicago, US (CHI) - La Romana, DO (LRM)
Jun 6
Jun 7
Jun 13
Jun 14
as low as
$837
Chicago, US (CHI) - La Romana, DO (LRM)
Jun 6
Jun 7
Jun 13
Jun 14
as low as
$972
Good to Know
Essential information to help you plan your flight from Chicago to Dominican Republic
Cheapest Flight
$354
The lowest price we found in the last two weeks, departing Aug 3 and returning Aug 13
4h 45m ‧ economyFastest Flights
$575
The fastest flight that we found in the last two weeks, departing Aug 11 and returning Aug 19
4h 40m ‧ economyCheapest Flight Round-trip
$354
Cheapest price found in the last 14 days, departing Aug 3 and returning Aug 13
4h 45m ‧ economyCheapest Layover airport
$397
The cheapest layover airport to Punta Cana is currently $397
1 stop ‧ 23h 39m ‧ economyBest Arrival airport
$509
The best arrival airport to Santiago is currently $509
2 stops ‧ 12h ‧ economyBest Departure airport
$509
The best departure airport to Santiago is currently $509
2 stops ‧ 12h ‧ economyCheapest Airline
$509
The cheapest airline to Santiago is currently $509
2 stops ‧ 12h ‧ economyFlights to Dominican Republic
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