Flights from Chicago Midway Airport to Santiago de los Caballeros lean towards being more expensive in December. Prices are generally better when you fly from Chicago Midway Airport to Santiago de los Caballeros in April, with the cheapest ticket starting at $207.
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
$458 - $2,706
Route
Depart
Return
Price
Chicago MidwaySantiago de los Caballeros
MDW - STI
MDWSTI
Chicago Midway
Sat 10/19
2 stops12h 27m
Santiago de los Caballeros
Mon 10/21
2 stops21h 11m
Chicago MidwaySantiago de los Caballeros
MDW - STI
MDWSTI
Chicago Midway
Wed 6/19
2 stops11h 10m
Santiago de los Caballeros
Tue 6/25
2 stops11h 59m
Chicago MidwaySantiago de los Caballeros
MDW - STI
MDWSTI
Chicago Midway
Wed 6/19
2 stops15h 00m
Santiago de los Caballeros
Tue 6/25
2 stops11h 59m
Chicago MidwaySantiago de los Caballeros
MDW - STI
MDWSTI
Chicago Midway
Mon 7/29
2 stops17h 44m
Santiago de los Caballeros
Sat 8/3
2 stops16h 36m
Chicago MidwaySantiago de los Caballeros
MDW - STI
MDWSTI
Chicago Midway
Sun 6/9
2 stops11h 10m
Santiago de los Caballeros
Sun 6/16
2 stops20h 50m
Chicago MidwaySantiago de los Caballeros
MDW - STI
MDWSTI
Chicago Midway
Fri 6/28
2 stops15h 00m
Santiago de los Caballeros
Mon 7/1
2 stops20h 51m
No data available for this route at this time. Please check back soon.
Crew
Overall
Entertainment
Food
Comfort
Boarding
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.
Crew
Overall
Entertainment
Food
Comfort
Boarding
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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