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Cheap Flights from Chicago to Santiago, DO, Dominican Republic - CHI to STI

Popular flights from Chicago to Santiago

We’ve got the inside scoop on finding the best time to fly for the best price. Not sure when to travel for your next vacation? Find details below on when-to-fly and when-to-buy.

American Airlines
Departure Date Return Date Lowest Price
Jun 4, 2016 Jun 11, 2016 $441
JetBlue Airways
Departure Date Return Date Lowest Price
May 25, 2016 Jun 1, 2016 $539
Spirit Airlines
Departure Date Return Date Lowest Price
Jun 23, 2016 Jun 27, 2016 $468
Jul 21, 2016 Jul 25, 2016 $468
United Airlines
Departure Date Return Date Lowest Price
Jun 4, 2016 Jun 11, 2016 $581

How Much Does it Cost to Fly from Chicago to Santiago (CHI to STI)?

We have collected flight cost data from across the web for travel from Chicago to Santiago, and have found the average flight price for this trip to be $465.

When Can I Buy the Cheapest Flight from Chicago to Santiago (CHI to STI)?

Airlines can adjust prices for plane tickets from Chicago to Santiago based on the day and time that you decide to book your flight. We have collected data from all airlines, and have discovered that the best days to book flights are Tuesdays, Wednesdays, and Saturdays. Read our article to find more information about the best time to buy airline tickets.

Cheapest Day To Fly from Chicago to Santiago

The chart below shows up-to-date information regarding the cheapest days to fly from Chicago to Santiago.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$451 $450 $451 $468 $489 $441 $510

Lowest Fares Chart By Month from Chicago to Santiago

The chart below shows the lowest fare by month when flying from Chicago to Santiago.

Month Origin Destination Carrier Depart Date Return Date Stops Price
May Chicago Santiago American 5/30/16 6/8/16 2 $451
June Chicago Santiago American 6/4/16 6/11/16 2 $441
July Chicago Santiago Spirit 7/21/16 7/25/16 1 $468
August Chicago Santiago American 8/2/16 8/9/16 1 $502
September Chicago Santiago Spirit 9/8/16 9/12/16 1 $398
October Chicago Santiago Spirit 10/20/16 10/24/16 1 $398
November Chicago Santiago American 11/23/16 11/27/16 2 $579
December Chicago Santiago American 12/3/16 12/7/16 1 $450

Round Trip vs One Way Flights from Chicago to Santiago (CHI to STI)

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from Chicago to Santiago. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.

The average price for one way flights from Chicago to Santiago is $235.

The average price for round trip flights from Chicago to Santiago is $568.

Chicago to Santiago Flight Questions

Below are some common questions that asked about this flight route:

Question: What are the most popular connecting cities when flying from Chicago to Santiago?
Answer: New York, NY

Airlines Flying from Chicago to Santiago (CHI to STI)

Below are the different airlines that fly from Chicago to Santiago with the average price of their plane tickets. Just remember that different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary of the next 30 days for flights from Chicago to Santiago.

Chicago to Santiago
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American MIA X X X X X X X
American ATL / 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 ATL X X X X X X X
Spirit FLL X X X
United EWR X X X X X X X

Airports for Your Route

These pages contain information about the major airports in Chicago and Santiago, so you can feel comfortable knowing how to get around whether you are about to take off or you just landed.

Cheap Domestic Flights from Chicago - CHI

FlightsAirlineLowest Price
Chicago to New York American, Alaska, JetBlue, Spirit, United $97
Chicago to Orlando American, JetBlue, Frontier, Spirit, United $132
Chicago to Miami American, Alaska, Frontier, United $108
Chicago to Los Angeles American, Alaska, Frontier, Spirit, United, Virgin America $147
Chicago to Las Vegas American, Alaska, Frontier, Spirit, United, Virgin America $85
Chicago to San Juan Silver, American, Alaska, JetBlue, Frontier, Spirit, United $215
Chicago to Atlanta American, Spirit, United $71
Chicago to Dallas - Ft Worth American, Alaska, Frontier, Spirit, United $85
Chicago to Washington American, Alaska, Frontier, United $88
Chicago to Ft Lauderdale American, Alaska, JetBlue, Spirit, United $142
Chicago to Tampa American, Alaska, Spirit, United $137
Chicago to Houston American, Spirit, United $116
Chicago to Boston American, JetBlue, Spirit, United $89
Chicago to San Francisco American, Alaska, Frontier, United, Virgin America $158
Chicago to Denver American, Alaska, Frontier, Spirit, United $81
Chicago to Ft Myers American, Spirit, United $157
Chicago to Phoenix American, Alaska, Frontier, Spirit, United $172

Cheap International Flights from Chicago - CHI

FlightsAirlineLowest Price
Chicago to Puerto Plata American, JetBlue, United $313
Chicago to Punta Cana American, JetBlue, Frontier, Spirit, United, Great Lakes $336
Chicago to Santo Domingo American, JetBlue, Frontier, Spirit, United $411
Chicago to St Thomas Island American, JetBlue, Spirit, United $326
Chicago to Cancun Silver, Interjet, American, AeroMexico, Alaska, JetBlue, Frontier, Spirit, Sun Country, United, Virgin America, Volaris, Great Lakes $281
Chicago to Toronto Air Choice One, American, Air Canada, Alaska, JetBlue, Frontier, Spirit, Public Charters, Porter, United, WestJet, Great Lakes $227
Chicago to Montego Bay Silver, American, Alaska, JetBlue, Frontier, Spirit, United $308
Chicago to London American, Air Berlin, Air France, Alaska, Finnair, Alitalia, JetBlue, British Airways, BMI, Condor, Aer Lingus, Iberia, Meridiana, KLM, Lufthansa, LOT, Thomas Cook, Czech, Arkefly, Austrian, SAS, Brussels, Tap Portugal, United, Air Europa, Virgin Atlantic $896
Chicago to Port au Prince Silver, American, JetBlue, Spirit, United $314
Chicago to La Romana American, JetBlue, United $493

Cheap International Flights to Santiago - STI

FlightsAirlineLowest Price
Madison to Santiago American, United Check Dates
Indianapolis to Puerto Plata American, United $680
Milwaukee to Puerto Plata American, United $785
Cheap Flights from Chicago to Santiago, DO, Dominican Republic, from $441 Round trip from CHI to STI