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

Popular flights from Chicago to Santiago

If your flight days are flexible and you looking for a good deal, our charts on cheap flights provide some insight regarding affordable flight options for your next big adventure.

American Airlines
Departure Date Return Date Lowest Price
Apr 24, 2016 Apr 28, 2016 $432
JetBlue Airways
Departure Date Return Date Lowest Price
Apr 5, 2016 Apr 12, 2016 $462
Spirit Airlines
Departure Date Return Date Lowest Price
May 1, 2016 May 11, 2016 $398
United Airlines
Departure Date Return Date Lowest Price
Apr 5, 2016 Apr 12, 2016 $424

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 $424.

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
$432 $424 $432 $418 $432 $432 $398

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
February Chicago Santiago American 2/27/16 3/12/16 1 $487
March Chicago Santiago United 3/10/16 3/18/16 1 $432
April Chicago Santiago United 4/5/16 4/12/16 1 $424
May Chicago Santiago Spirit 5/1/16 5/11/16 1 $398
June Chicago Santiago American 6/10/16 6/18/16 1 $440
July Chicago Santiago American 7/21/16 7/25/16 1 $445
August Chicago Santiago American 8/5/16 8/13/16 1 $440
October Chicago Santiago Spirit 10/13/16 10/17/16 1 $398

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 $189.

The average price for round trip flights from Chicago to Santiago is $430.

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 JAX / MIA X X X X X X X
JetBlue BOS 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
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, JetBlue, Spirit, United $77
Chicago to Orlando American, JetBlue, Frontier, Spirit, United $78
Chicago to Miami American, Frontier, United $102
Chicago to Los Angeles American, Alaska, Frontier, Spirit, United, Virgin America $112
Chicago to Las Vegas American, Alaska, Frontier, Spirit, United, Virgin America $113
Chicago to San Juan American, JetBlue, Spirit, United $270
Chicago to Atlanta American, Alaska, Spirit, United $77
Chicago to Dallas - Ft Worth American, Spirit, United $77
Chicago to Washington American, JetBlue, Frontier, United $97
Chicago to Ft Lauderdale American, JetBlue, Spirit, United $103
Chicago to Tampa American, Frontier, Spirit, United $68
Chicago to Houston American, Frontier, Spirit, United $85
Chicago to Boston American, JetBlue, Spirit, United $81
Chicago to San Francisco American, Alaska, JetBlue, Frontier, United, Virgin America $123
Chicago to Denver American, Frontier, Spirit, United $77
Chicago to Ft Myers American, Frontier, Spirit, United $77
Chicago to Phoenix American, Alaska, Frontier, Spirit, United $77

Cheap International Flights from Chicago - CHI

FlightsAirlineLowest Price
Chicago to Puerto Plata American, JetBlue, United $390
Chicago to Punta Cana American, JetBlue, Frontier, Spirit, Sun Country, United $188
Chicago to Santo Domingo American, JetBlue, Frontier, Spirit, United $419
Chicago to St Thomas Island American, JetBlue, Frontier, Spirit, United $343
Chicago to Cancun Silver, American, AeroMexico, Alaska, JetBlue, Frontier, Spirit, Sun Country, United, Virgin America, Volaris $189
Chicago to Toronto Air Choice One, American, Air Canada, JetBlue, Frontier, Spirit, Public Charters, Porter, United, WestJet $206
Chicago to Montego Bay American, JetBlue, Frontier, Spirit, Sun Country, United $378
Chicago to London American, Air Berlin, Air France, Finnair, Alitalia, JetBlue, British Airways, Condor, Aer Lingus, Iberia, Meridiana, KLM, Luxair, Lufthansa, LOT, Thomas Cook, Czech, Austrian, SATA, SAS, Brussels, Jetairfly, Tap Portugal, United, Air Europa, Virgin Atlantic $865
Chicago to Port au Prince Silver, American, JetBlue, Spirit, United $424
Chicago to La Romana American, JetBlue, United $490

Cheap International Flights to Santiago - STI

FlightsAirlineLowest Price
Madison to Santiago American, United Check Dates
Indianapolis to Puerto Plata American, United $490
Milwaukee to Puerto Plata American, United $510
Cheap Flights from Chicago to Santiago, DO, Dominican Republic, from $398 Round trip from CHI to STI