Flights
Hotels
From
To
1 traveler
Unsupported Browser!
Find Flights
Finding cheap flights is simple. More than 36 million people last year saved hundreds by using our flights tool.
Flights
Hotels
Round-trip
One-way
1 traveler
Unsupported Browser!
Find Flights
Finding cheap flights is simple. More than 36 million people last year saved hundreds by using our flights tool.

Cheap Flights From Chicago To Dominican Republic Last modified: May 30, 2016 6:28 AM

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

La Romana
Carrier Departure Date Return Date Lowest Price
American Jun 25, 2016 Jul 4, 2016 $588
American Aug 5, 2016 Aug 13, 2016 $588
American Jul 14, 2016 Jul 18, 2016 $588
American Jul 10, 2016 Jul 17, 2016 $588
American Aug 1, 2016 Aug 8, 2016 $588
American Aug 8, 2016 Aug 12, 2016 $588
American Jun 26, 2016 Jul 3, 2016 $591
American Jul 10, 2016 Jul 17, 2016 $591
American Aug 1, 2016 Aug 8, 2016 $591
American Jun 26, 2016 Jul 3, 2016 $591
Puerto Plata
Carrier Departure Date Return Date Lowest Price
American Aug 14, 2016 Aug 17, 2016 $596
American Jul 10, 2016 Jul 14, 2016 $596
American Oct 11, 2016 Oct 19, 2016 $596
American Aug 25, 2016 Aug 30, 2016 $596
American Sep 16, 2016 Sep 20, 2016 $596
American Jul 8, 2016 Jul 12, 2016 $596
American Aug 10, 2016 Aug 17, 2016 $596
American Jul 25, 2016 Aug 3, 2016 $596
American Jul 26, 2016 Aug 4, 2016 $596
American Sep 19, 2016 Sep 27, 2016 $596
Punta Cana
Carrier Departure Date Return Date Lowest Price
United Jul 20, 2016 Aug 5, 2016 $337
United Jul 5, 2016 Jul 14, 2016 $337
United Jul 5, 2016 Jul 19, 2016 $337
United Jul 27, 2016 Aug 3, 2016 $337
United Jul 27, 2016 Jul 28, 2016 $337
United Jul 5, 2016 Jul 15, 2016 $337
United Jul 5, 2016 Jul 7, 2016 $337
United Jul 4, 2016 Jul 7, 2016 $337
United Jul 20, 2016 Jul 27, 2016 $337
United Jul 5, 2016 Jul 12, 2016 $337
Samana
Carrier Departure Date Return Date Lowest Price
United Oct 1, 2016 Oct 8, 2016 $793
United Jan 10, 2017 Jan 21, 2017 $1,400
United Aug 27, 2016 Sep 3, 2016 $1,484
United Aug 27, 2016 Sep 3, 2016 $1,487
United Aug 8, 2016 Aug 13, 2016 $1,508
United Feb 15, 2017 Feb 21, 2017 $1,600
United Feb 15, 2017 Feb 21, 2017 $1,603
United Jan 11, 2017 Jan 21, 2017 $2,416
United Jan 11, 2017 Jan 21, 2017 $3,628
Santiago
Carrier Departure Date Return Date Lowest Price
Spirit Jun 19, 2016 Jul 1, 2016 $455
United Nov 25, 2016 Dec 2, 2016 $456
United Sep 17, 2016 Sep 26, 2016 $456
American Sep 11, 2016 Sep 15, 2016 $456
American Nov 5, 2016 Nov 12, 2016 $458
American Nov 26, 2016 Dec 3, 2016 $458
American Nov 24, 2016 Dec 1, 2016 $458
American Sep 11, 2016 Sep 15, 2016 $459
United Nov 24, 2016 Dec 1, 2016 $460
United Sep 11, 2016 Sep 15, 2016 $460
Santo Domingo
Carrier Departure Date Return Date Lowest Price
United Nov 4, 2016 Nov 13, 2016 $401
United Jan 22, 2017 Jan 28, 2017 $401
United Sep 10, 2016 Sep 24, 2016 $401
United Jan 17, 2017 Jan 28, 2017 $401
United Nov 4, 2016 Nov 13, 2016 $401
United Nov 22, 2016 Dec 1, 2016 $406
United Nov 24, 2016 Dec 1, 2016 $406
United Dec 6, 2016 Dec 13, 2016 $406
United Sep 9, 2016 Sep 16, 2016 $406
United Oct 5, 2016 Oct 12, 2016 $410

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 6/30/16 7/5/16 $450

Flight Schedule Summaries Number of flights searched: 627Last modified: May 30, 2016 6:28 AM

Chicago to Puerto Plata
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American CLT X X X X X X X
American CVG / CLT X X X X X X X
Air Canada YUL X X X
JetBlue JFK X X X X X X X
United EWR X X X X X X X
Chicago to La Romana
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American MIA X X X X X X
American CVG / MIA X X X X X
JetBlue JFK X X X
Chicago to Punta Cana
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American - X
American PHL X X X X X X X
Air Canada YYZ X X X X X
JetBlue JFK X X X X X X X
Copa PTY X X X X X X X
Delta ATL X X X X X X X
Frontier - X X X X X X X
Spirit FLL X X X X X X X
United - X X X X X X X
United IAH X X X X X X X
Southwest - X X X X X X X
Southwest ATL X X X X X X X
Chicago to Santo Domingo
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American PHL X X X X X X X
American MCO / MIA X X X X X X X
AeroMexico MEX X X X X X
AeroMexico GDL / MEX X X X X X X X
JetBlue BOS X X X X X X X
Copa PTY X X X X X X X
Delta JFK X X X X X X X
Spirit FLL X X X X X X X
United EWR X X X X X X X
Chicago to Santiago
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American MIA X X X X X X X
American MCO / MIA X X X X X X X
JetBlue JFK X X X X X X X
Copa PTY X X X X X
Delta JFK X X X X X X X
Spirit FLL X X X
United EWR X X X X X X X

Flights to Cities in Dominican Republic

FlightsAirlineLowest Price
Chicago to Punta Cana American, JetBlue, Frontier, Spirit, Sun Country, United $337
Chicago to Puerto Plata American, JetBlue, United $596
Chicago to Santo Domingo American, JetBlue, Spirit, United $401
Chicago to Santiago American, JetBlue, Spirit, United $455
Chicago to La Romana American, JetBlue, United $588
Indianapolis to Punta Cana American, JetBlue, Allegiant, United $477
Milwaukee to Punta Cana American, Frontier, United $508
Grand Rapids to Punta Cana American, United $445
Milwaukee to Santo Domingo American, United $547
Indianapolis to Santo Domingo American, United $511
Indianapolis to Puerto Plata American, United $675
Green Bay to Punta Cana Silver, American, United $692
Moline to Punta Cana American, United $680
Lansing to Punta Cana Silver, American, United $512
Milwaukee to Puerto Plata American, Alaska, United $767
Grand Rapids to Santo Domingo American, United $628
Madison to Punta Cana American, United $563
South Bend to Punta Cana United $748
Peoria to Punta Cana American, United $666
Appleton to Punta Cana United $744
Bloomington - Normal to Punta Cana American, United $768
Grand Rapids to Puerto Plata American, United $868
Kalamazoo to Santo Domingo Silver, American, United $721
Indianapolis to Santiago American, JetBlue, United $620
Madison to Santo Domingo American, United $800
Ft Wayne to Punta Cana American, United $688
Toledo to Punta Cana American, United $970
Indianapolis to La Romana American, United $886
Madison to Puerto Plata American, United $2,152
Moline to Santo Domingo Silver, American, United Check Dates
Cheap Flights from Chicago to Dominican Republic, from $337 Round trip from CHI to DO