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
$441 - $1,430
Route
Depart
Return
Price
Chicago MidwaySantiago de los Caballeros
MDW - STI
MDWSTI
Chicago Midway
Sat 9/21
2 stops18h 02m
Santiago de los Caballeros
Tue 9/24
2 stops19h 17m
Chicago MidwaySantiago de los Caballeros
MDW - STI
MDWSTI
Chicago Midway
Thu 5/30
2 stops17h 15m
Santiago de los Caballeros
Thu 6/6
2 stops16h 46m
Chicago MidwaySantiago de los Caballeros
MDW - STI
MDWSTI
Chicago Midway
Fri 6/7
2 stops17h 48m
Santiago de los Caballeros
Sun 6/16
2 stops20h 50m
Chicago MidwaySantiago de los Caballeros
MDW - STI
MDWSTI
Chicago Midway
Fri 6/7
2 stops17h 48m
Santiago de los Caballeros
Sat 6/15
2 stops20h 50m
No data available for this route at this time. Please check back soon.
Entertainment
Comfort
Crew
Food
Boarding
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Entertainment
Comfort
Crew
Food
Boarding
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
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