To save on the cost of your flight from Chicago Midway Airport to Santiago de los Caballeros, book at least 21 days before your planned departure. Booking around this time can save you about 161% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $438 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $672.
Flights from Chicago Midway Airport to Santiago de los Caballeros lean towards being more expensive in July. Prices are generally better when you fly from Chicago Midway Airport to Santiago de los Caballeros in February, with the cheapest ticket starting at $344.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Santiago de los Caballeros as you normally would.
Fly from
Fly to
Budget
$2,181 - $2,418
Route
Depart
Return
Price
Chicago MidwaySantiago de los Caballeros
MDW - STI
MDWSTI
Chicago Midway
Wed 5/1
2 stops15h 23m
Santiago de los Caballeros
Sun 5/5
2 stops20h 49m
Chicago MidwaySantiago de los Caballeros
MDW - STI
MDWSTI
Chicago Midway
Wed 6/12
2 stops11h 10m
Santiago de los Caballeros
Tue 6/25
2 stops16h 41m
No data available for this route at this time. Please check back soon.
Comfort
Overall
Entertainment
Food
Boarding
Crew
Reviews
Terrible flight crew that skipped our row for service multiple times.
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