Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search over 321,000 hotels worldwide and 400 airlines worldwide.

Secure incredible value with Expedia's Price Guarantee.

No Expedia cancellation fee to change or cancel almost any hotel reservation.

Cheap MDW to SDQ Flights

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Chicago

$369.26

Cheap MDW to SDQ Flights

Question : What is the cheapest day to fly in the next four weeks?
Answer : As of Nov 20th, the best day for booking to Santo Domingo (SDQ) is Nov 22nd. It costs $468, which is 52% below this route's average price.

Question : Do travelers from Chicago typically stay in Santo Domingo for very long?
Answer : The average time spent in Santo Domingo by travelers from Chicago is 11 days.

Question : Have you considered flying out of an airport besides Chicago Midway International Airport (MDW)?
Answer : Chicago Midway International Airport is a superb airport, but in getting you to Santo Domingo, there is a lower cost option – O'Hare International Airport. It's just 16 miles away and flights are being priced 26% cheaper over the next few months.

Question : Can you cut down on flight costs by changing the day of the week you travel to Santo Domingo?
Answer : The best day to fly on a budget this month is Sunday. Being flexible with your travel days garners even more savings during booking.

Question : Which airline is offering the cheapest flight from MDW to SDQ?
Answer : Delta Air Lines is the leader in keeping costs down for their passengers over the next three months. Bookings are being made at just $468, which is quite a deal when compared to the more expensive bookings of $4,436.

Question : Are you paying the cheapest or highest price for your ticket to Santo Domingo?
Answer : Ranging anywhere from $468 to $4,436, prices for MDW to SDQ do fluctuate a lot more than most routes from the United States. The further out you book a route, the more likely you are to save.

Chicago to Santo Domingo Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Chicago to Santo Domingo will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Santo Domingo.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with MDW to SDQ flights that won’t make your bank account wince. Ready to temporarily leave behind Chicago for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to SDQ with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.