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Cheap Flights From Chicago To Dominican Republic Last modified: Jul 26, 2016 12:31 AM

Cheap flights from Chicago (CHI) to popular destinations in Dominican Republic (DO)

La Romana
Carrier Departure Date Return Date Lowest Price
American Jan 1, 2017 Jan 8, 2017 $604
American Jun 4, 2017 Jun 11, 2017 $606
American Mar 25, 2017 Apr 1, 2017 $626
American Mar 11, 2017 Mar 18, 2017 $656
American Dec 3, 2016 Dec 11, 2016 $670
Puerto Plata
Carrier Departure Date Return Date Lowest Price
JetBlue Oct 29, 2016 Nov 5, 2016 $547
JetBlue Sep 10, 2016 Sep 17, 2016 $565
JetBlue Sep 14, 2016 Sep 21, 2016 $589
United Feb 4, 2017 Feb 11, 2017 $597
JetBlue Sep 3, 2016 Sep 10, 2016 $597
JetBlue Oct 24, 2016 Oct 27, 2016 $598
American Sep 20, 2016 Sep 26, 2016 $603
American Sep 20, 2016 Sep 25, 2016 $603
Punta Cana
Carrier Departure Date Return Date Lowest Price
Frontier Aug 3, 2016 Aug 9, 2016 $290
Frontier Aug 2, 2016 Aug 9, 2016 $290
American Mar 7, 2017 Mar 15, 2017 $315
American Feb 25, 2017 Mar 1, 2017 $316
American Feb 21, 2017 Feb 28, 2017 $316
American Mar 28, 2017 Apr 4, 2017 $316
American Feb 14, 2017 Feb 21, 2017 $316
American Jan 7, 2017 Jan 12, 2017 $318
American Feb 4, 2017 Feb 9, 2017 $318
American Jan 31, 2017 Feb 7, 2017 $318
Samana
Carrier Departure Date Return Date Lowest Price
United Sep 17, 2016 Sep 24, 2016 $831
United Dec 27, 2016 Jan 3, 2017 $1,108
United Aug 28, 2016 Sep 3, 2016 $1,333
United Nov 12, 2016 Nov 19, 2016 $1,509
United Aug 5, 2016 Aug 13, 2016 $1,674
United Dec 27, 2016 Dec 31, 2016 $1,700
United Nov 11, 2016 Nov 18, 2016 $1,806
Santiago
Carrier Departure Date Return Date Lowest Price
Spirit Oct 6, 2016 Oct 14, 2016 $388
Spirit Dec 2, 2016 Dec 7, 2016 $388
Spirit Oct 16, 2016 Oct 24, 2016 $388
Spirit Oct 20, 2016 Oct 26, 2016 $388
Spirit Jan 13, 2017 Jan 18, 2017 $388
Spirit Oct 4, 2016 Oct 12, 2016 $388
Spirit Sep 22, 2016 Sep 30, 2016 $388
Spirit Sep 25, 2016 Oct 3, 2016 $388
Spirit Nov 8, 2016 Nov 16, 2016 $388
Spirit Nov 1, 2016 Nov 9, 2016 $388
Santo Domingo
Carrier Departure Date Return Date Lowest Price
United Sep 7, 2016 Sep 11, 2016 $413
United Sep 27, 2016 Oct 1, 2016 $413
United Sep 24, 2016 Oct 1, 2016 $413
United Sep 9, 2016 Sep 11, 2016 $413
United Sep 13, 2016 Sep 30, 2016 $413
United Sep 28, 2016 Oct 2, 2016 $413
United Sep 8, 2016 Sep 12, 2016 $413
United Sep 6, 2016 Sep 12, 2016 $413
United Sep 10, 2016 Sep 25, 2016 $413
United Sep 20, 2016 Sep 28, 2016 $413

Cheapest Weekend Non-Stop Flights for the Next 30 Days from Chicago to Dominican Republic

If you're ready to take a trip in the next 30 days and want to fly on the weekend, you might be wondering which weekend is the cheapest to fly. The chart below shows up-to-date data regarding weekend flight prices from Chicago to Dominican Republic.

DestinationDepartingReturningPrice
Punta Cana 8/11/16 8/14/16 $631

Flights to Cities in Dominican Republic

FlightsAirlineLowest Price
Chicago to Punta Cana American, Alaska, JetBlue, Frontier, Spirit, Sun Country, United $290
Chicago to Puerto Plata American, JetBlue, United $547
Chicago to Santo Domingo American, Alaska, JetBlue, Spirit, United $413
Chicago to Santiago American, JetBlue, Spirit, United $388
Chicago to La Romana American, JetBlue, United $956
Indianapolis to Punta Cana American, JetBlue, Frontier, Allegiant, United $474
Milwaukee to Punta Cana American, Sun Country, United $499
Grand Rapids to Punta Cana American, Sun Country, United $467
Milwaukee to Santo Domingo American, JetBlue, Frontier, Spirit, United $582
Indianapolis to Santo Domingo American, Allegiant, United $551
Indianapolis to Puerto Plata American, United $776
Green Bay to Punta Cana American, United $512
Moline to Punta Cana Silver, American, United $508
Lansing to Punta Cana American, Frontier, United $512
Milwaukee to Puerto Plata American, United $901
Grand Rapids to Santo Domingo American, United $550
Madison to Punta Cana American, United $512
South Bend to Punta Cana United $508
Peoria to Punta Cana American, United $514
Appleton to Punta Cana United $512
Bloomington - Normal to Punta Cana American, United $781
Grand Rapids to Puerto Plata American, United $928
Kalamazoo to Santo Domingo American, United $721
Indianapolis to Santiago American, United $578
Madison to Santo Domingo American, United $601
Ft Wayne to Punta Cana American, United $511
Toledo to Punta Cana American, United $931
Indianapolis to La Romana American, United Check Dates
Madison to Puerto Plata American, United Check Dates
Moline to Santo Domingo American, United $586
Cheap Flights from Chicago to Dominican Republic, from $290 Round trip from CHI to DO