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Cheap flights from Chicago Midway Airport to Santo Domingo from $145

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Santo Domingo departing on 1/19. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago Midway Airport to Santo Domingo

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
9:22 pm - 11:56 am
MDW
-
SDQ
12h 34m1 stop
Multiple Airlines Logo
5:30 am - 1:02 pm
SDQ
-
MDW
8h 32m1 stop
$322Multiple Airlines
Mon, Feb 23 - Tue, Mar 10
Delta Logo
10:46 am - 12:30 am
MDW
-
SDQ
11h 44m2 stops
Delta Logo
7:30 am - 10:22 pm
SDQ
-
MDW
16h 52m2 stops
$381Delta
Mon, Feb 2 - Wed, Feb 11
Frontier Logo
11:39 am - 3:27 pm
MDW
-
SDQ
25h 48m1 stop
Frontier Logo
11:14 am - 10:19 pm
SDQ
-
MDW
37h 05m2 stops
$387Frontier
Wed, Jan 14 - Wed, Jan 21
Multiple Airlines Logo
6:15 am - 11:26 am
MDW
-
SDQ
27h 11m2 stops
Multiple Airlines Logo
10:19 am - 1:56 pm
SDQ
-
MDW
29h 37m1 stop
$388Multiple Airlines
Wed, Feb 11 - Wed, Feb 18
Delta Logo
6:00 am - 2:21 pm
MDW
-
SDQ
6h 21m1 stop
Delta Logo
3:42 pm - 10:31 pm
SDQ
-
MDW
8h 49m1 stop
$390Delta
Thu, Feb 5 - Wed, Feb 18
Frontier Logo
6:10 am - 3:27 pm
MDW
-
SDQ
7h 17m1 stop
Frontier Logo
11:14 am - 12:05 pm
SDQ
-
MDW
26h 51m2 stops
$393Frontier
Thu, Jan 15 - Tue, Jan 20
Delta Logo
6:00 am - 2:21 pm
MDW
-
SDQ
6h 21m1 stop
Delta Logo
7:30 am - 10:22 pm
SDQ
-
MDW
16h 52m2 stops
$394Delta
Sun, Jan 25 - Tue, Feb 3
Multiple Airlines Logo
8:00 am - 9:39 am
MDW
-
SDQ
23h 39m1 stop
Multiple Airlines Logo
6:10 am - 7:59 pm
SDQ
-
MDW
15h 49m2 stops
$398Multiple Airlines
Sat, Feb 21 - Sun, Mar 1
Multiple Airlines Logo
6:15 am - 11:20 pm
MDW
-
SDQ
15h 05m1 stop
Multiple Airlines Logo
6:10 am - 7:59 pm
SDQ
-
MDW
15h 49m2 stops
$399Multiple Airlines
Sun, Feb 22 - Sun, Mar 1
Delta Logo
10:49 am - 12:32 am
MDW
-
SDQ
11h 43m2 stops
Delta Logo
7:30 am - 5:45 pm
SDQ
-
MDW
12h 15m2 stops
$419Delta
Wed, Feb 18 - Wed, Feb 25

Frontier flights from Chicago Midway Airport to Santo Domingo

Our best Frontier deals on Chicago Midway Airport to Santo Domingo flight tickets
Frontier
Jan 14
MDW11:39 amChicago Midway
25h 48m
1 stop
SDQ3:27 pmSanto Domingo Las Americas
Jan 21
SDQ11:14 amSanto Domingo Las Americas
37h 05m
2 stops
MDW10:19 pmChicago Midway
$387
Find similar
Frontier
Jan 15
MDW6:10 amChicago Midway
7h 17m
1 stop
SDQ3:27 pmSanto Domingo Las Americas
Jan 20
SDQ11:14 amSanto Domingo Las Americas
26h 51m
2 stops
MDW12:05 pmChicago Midway
$393
Find similar
Frontier
Jan 9
MDW4:31 pmChicago Midway
18h 09m
1 stop
SDQ12:40 pmSanto Domingo Las Americas
Jan 12
SDQ10:56 amSanto Domingo Las Americas
14h 13m
1 stop
MDW11:09 pmChicago Midway
$419
Find similar

Delta flights from Chicago Midway Airport to Santo Domingo

Our best Delta deals on Chicago Midway Airport to Santo Domingo flight tickets
Delta
Feb 2
MDW10:46 amChicago Midway
11h 44m
2 stops
SDQ12:30 amSanto Domingo Las Americas
Feb 11
SDQ7:30 amSanto Domingo Las Americas
16h 52m
2 stops
MDW10:22 pmChicago Midway
$381
Find similar
Delta
Feb 5
MDW6:00 amChicago Midway
6h 21m
1 stop
SDQ2:21 pmSanto Domingo Las Americas
Feb 18
SDQ3:42 pmSanto Domingo Las Americas
8h 49m
1 stop
MDW10:31 pmChicago Midway
$390
Find similar
Delta
Jan 25
MDW6:00 amChicago Midway
6h 21m
1 stop
SDQ2:21 pmSanto Domingo Las Americas
Feb 3
SDQ7:30 amSanto Domingo Las Americas
16h 52m
2 stops
MDW10:22 pmChicago Midway
$394
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Santo Domingo that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated December 28, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Santo Domingo that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Mon 2/23

9:22 pm-11:56 am

1 stop12h 34m

Santo Domingo Las Americas

Tue 3/10

5:30 am-1:02 pm

1 stop8h 32m

$322

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Mon 2/2

10:46 am-12:30 am

2 stops11h 44m

Santo Domingo Las Americas

Wed 2/11

7:30 am-10:22 pm

2 stops16h 52m

$381

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Wed 1/14

11:39 am-3:27 pm

1 stop25h 48m

Santo Domingo Las Americas

Wed 1/21

11:14 am-10:19 pm

2 stops37h 05m

$387

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Wed 2/11

6:15 am-11:26 am

2 stops27h 11m

Santo Domingo Las Americas

Wed 2/18

10:19 am-1:56 pm

1 stop29h 37m

$388

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Thu 2/5

6:00 am-2:21 pm

1 stop6h 21m

Santo Domingo Las Americas

Wed 2/18

3:42 pm-10:31 pm

1 stop8h 49m

$390

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Thu 1/15

6:10 am-3:27 pm

1 stop7h 17m

Santo Domingo Las Americas

Tue 1/20

11:14 am-12:05 pm

2 stops26h 51m

$393

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Sun 1/25

6:00 am-2:21 pm

1 stop6h 21m

Santo Domingo Las Americas

Tue 2/3

7:30 am-10:22 pm

2 stops16h 52m

$394

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Sat 2/21

8:00 am-9:39 am

1 stop23h 39m

Santo Domingo Las Americas

Sun 3/1

6:10 am-7:59 pm

2 stops15h 49m

$398

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Sun 2/22

6:15 am-11:20 pm

1 stop15h 05m

Santo Domingo Las Americas

Sun 3/1

6:10 am-7:59 pm

2 stops15h 49m

$399

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Wed 2/18

10:49 am-12:32 am

2 stops11h 43m

Santo Domingo Las Americas

Wed 2/25

7:30 am-5:45 pm

2 stops12h 15m

$419

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Santo Domingo from

How to get the cheapest flight ticket from Chicago Midway Airport to Santo Domingo

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Santo Domingo?

Our data shows that Tuesday is the least expensive day to fly to Santo Domingo. Tickets to fly out on this day can be as low as $451. The most expensive day to fly to Santo Domingo is Friday, with ticket prices averaging around $561.

What is the cheapest time of day to depart on your flight to Santo Domingo?

The cheapest time of day to fly to Santo Domingo is in the evening when flights can be purchased for as low as $386. Try not to purchase tickets in the morning because they tend to be around $521. Of course, these prices can vary depending on the time of year and what airport you fly to.

Can stopping save me money on Chicago Midway Airport to Santo Domingo flights?

You could potentially save up to 39% on your flight if you consider stops on a Chicago Midway Airport to Santo Domingo flight.

When to book flights from Chicago Midway Airport to Santo Domingo

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Santo Domingo according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Santo Domingo (MDW to SDQ) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Santo Domingo

Fastest flight time

6h 21m

Direct flights

None
The fastest flight from Chicago Midway Airport to Santo Domingo takes 6h 21m
There are no direct flights from Chicago Midway Airport to Santo Domingo. There are no popular flight routes from Chicago Midway Airport to Santo Domingo.
Search flight deals

  • How far is Chicago Midway to Santo Domingo Las Americas by plane?

    The distance between Chicago Midway and Santo Domingo Las Americas is about 1920.0 mi. Typically, this will take 6h 21m by plane in normal conditions.

  • When did momondo last update prices for flights from Chicago Midway Airport to Santo Domingo Las Americas Airport?

    Prices for flights from Chicago Midway Airport to Santo Domingo Las Americas Airport refresh daily.

  • How many operators does momondo search for flights from Chicago Midway Airport to Santo Domingo Las Americas Airport?

  • How old do you have to be to fly from Chicago Midway Airport to Santo Domingo Las Americas Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Santo Domingo Las Americas Airport.

  • What documentation or ID do you need to fly to Santo Domingo Las Americas Airport?

    The necessary travel and health documents for your Santo Domingo Las Americas Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Chicago Midway Airport to Santo Domingo?

Best airlines flying from Chicago Midway Airport to Santo Domingo

Compare and see reviews for airlines that fly from Chicago Midway Airport to Santo Domingo with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $406Free CancellationRating
7.9
8,019 reviews
Search Delta flights

Traveling to a place near Santo Domingo?

Book flights to Santo Domingo if you plan to visit one of these locations
Juan Dolio

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Santo Domingo?

It is quick and easy to find Chicago to Santo Domingo flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Santo Domingo that suits you.

Can I find flights from Chicago to Santo Domingo with flexible booking policies on momondo?

Yes. All flights to Santo Domingo from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Santo Domingo?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Santo Domingo.

I’m not ready to book a flight from Chicago to Santo Domingo right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Santo Domingo from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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