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Cheap flights from Chicago Midway Airport to Santo Domingo from $151

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 5/16. 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
7:30 am - 4:30 pm
MDW
-
SDQ
8h 00m
1 stop
Multiple Airlines Logo
6:10 am - 1:00 pm
SDQ
-
MDW
7h 50m
1 stop
$336Multiple Airlines
Wed, Apr 15 - Wed, Apr 22
Multiple Airlines Logo
6:30 am - 4:29 pm
MDW
-
SDQ
8h 59m
1 stop
Multiple Airlines Logo
6:10 am - 1:00 pm
SDQ
-
MDW
7h 50m
1 stop
$345Multiple Airlines
Mon, Apr 13 - Wed, Apr 22
Frontier Logo
6:00 am - 2:53 pm
MDW
-
SDQ
7h 53m
1 stop
Frontier Logo
4:08 pm - 7:31 pm
SDQ
-
MDW
28h 23m
1 stop
$356Frontier
Wed, Apr 8 - Mon, Apr 13
Multiple Airlines Logo
7:30 am - 4:30 pm
MDW
-
SDQ
8h 00m
1 stop
Multiple Airlines Logo
6:10 am - 1:00 pm
SDQ
-
MDW
7h 50m
1 stop
$374Multiple Airlines
Wed, Apr 15 - Tue, Apr 21
Multiple Airlines Logo
7:30 am - 4:30 pm
MDW
-
SDQ
8h 00m
1 stop
Multiple Airlines Logo
6:10 am - 1:00 pm
SDQ
-
MDW
7h 50m
1 stop
$381Multiple Airlines
Wed, Apr 15 - Mon, Apr 20
Multiple Airlines Logo
6:30 am - 4:29 pm
MDW
-
SDQ
8h 59m
1 stop
Multiple Airlines Logo
6:10 am - 1:00 pm
SDQ
-
MDW
7h 50m
1 stop
$383Multiple Airlines
Mon, Apr 13 - Tue, Apr 21
Frontier Logo
6:30 am - 1:56 pm
MDW
-
SDQ
6h 26m
1 stop
Frontier Logo
4:08 pm - 7:31 pm
SDQ
-
MDW
28h 23m
1 stop
$386Frontier
Mon, Apr 6 - Mon, Apr 13
Multiple Airlines Logo
7:30 am - 4:30 pm
MDW
-
SDQ
8h 00m
1 stop
Multiple Airlines Logo
6:10 am - 1:00 pm
SDQ
-
MDW
7h 50m
1 stop
$388Multiple Airlines
Wed, Apr 15 - Fri, Apr 24
Frontier Logo
2:56 pm - 2:53 pm
MDW
-
SDQ
22h 57m
1 stop
Frontier Logo
4:08 pm - 7:31 pm
SDQ
-
MDW
28h 23m
1 stop
$393Frontier
Thu, Apr 2 - Mon, Apr 13
Multiple Airlines Logo
7:30 am - 4:30 pm
MDW
-
SDQ
8h 00m
1 stop
Multiple Airlines Logo
6:10 am - 1:00 pm
SDQ
-
MDW
31h 50m
1 stop
$394Multiple Airlines
Fri, Apr 17 - Sun, Apr 19

Frontier flights from Chicago Midway Airport to Santo Domingo

Our best Frontier deals on Chicago Midway Airport to Santo Domingo flight tickets
Frontier
Apr 8
MDW6:00 amChicago Midway
7h 53m
1 stop
SDQ2:53 pmSanto Domingo Las Americas
Apr 13
SDQ4:08 pmSanto Domingo Las Americas
28h 23m
1 stop
MDW7:31 pmChicago Midway
$356
Frontier
Apr 6
MDW6:30 amChicago Midway
6h 26m
1 stop
SDQ1:56 pmSanto Domingo Las Americas
Apr 13
SDQ4:08 pmSanto Domingo Las Americas
28h 23m
1 stop
MDW7:31 pmChicago Midway
$386
Frontier
Apr 2
MDW2:56 pmChicago Midway
22h 57m
1 stop
SDQ2:53 pmSanto Domingo Las Americas
Apr 13
SDQ4:08 pmSanto Domingo Las Americas
28h 23m
1 stop
MDW7:31 pmChicago Midway
$393

Delta flights from Chicago Midway Airport to Santo Domingo

Our best Delta deals on Chicago Midway Airport to Santo Domingo flight tickets
Delta
Apr 14
MDW6:00 amChicago Midway
6h 12m
1 stop
SDQ1:12 pmSanto Domingo Las Americas
Apr 21
SDQ2:37 pmSanto Domingo Las Americas
8h 51m
1 stop
MDW10:28 pmChicago Midway
$421
Delta
Apr 14
MDW6:00 amChicago Midway
6h 12m
1 stop
SDQ1:12 pmSanto Domingo Las Americas
Apr 29
SDQ6:05 amSanto Domingo Las Americas
11h 21m
2 stops
MDW4:26 pmChicago Midway
$425
Delta
Mar 11
MDW6:00 amChicago Midway
6h 10m
1 stop
SDQ1:10 pmSanto Domingo Las Americas
Mar 17
SDQ2:35 pmSanto Domingo Las Americas
8h 56m
1 stop
MDW10:31 pmChicago Midway
$441

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 February 20, 2026.
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

Wed 4/15

7:30 am-4:30 pm

1 stop8h 00m

Santo Domingo Las Americas

Wed 4/22

6:10 am-1:00 pm

1 stop7h 50m

$336

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Mon 4/13

6:30 am-4:29 pm

1 stop8h 59m

Santo Domingo Las Americas

Wed 4/22

6:10 am-1:00 pm

1 stop7h 50m

$345

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Wed 4/8

6:00 am-2:53 pm

1 stop7h 53m

Santo Domingo Las Americas

Mon 4/13

4:08 pm-7:31 pm

1 stop28h 23m

$356

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Wed 4/15

7:30 am-4:30 pm

1 stop8h 00m

Santo Domingo Las Americas

Tue 4/21

6:10 am-1:00 pm

1 stop7h 50m

$374

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Wed 4/15

7:30 am-4:30 pm

1 stop8h 00m

Santo Domingo Las Americas

Mon 4/20

6:10 am-1:00 pm

1 stop7h 50m

$381

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Mon 4/13

6:30 am-4:29 pm

1 stop8h 59m

Santo Domingo Las Americas

Tue 4/21

6:10 am-1:00 pm

1 stop7h 50m

$383

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Mon 4/6

6:30 am-1:56 pm

1 stop6h 26m

Santo Domingo Las Americas

Mon 4/13

4:08 pm-7:31 pm

1 stop28h 23m

$386

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Wed 4/15

7:30 am-4:30 pm

1 stop8h 00m

Santo Domingo Las Americas

Fri 4/24

6:10 am-1:00 pm

1 stop7h 50m

$388

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Thu 4/2

2:56 pm-2:53 pm

1 stop22h 57m

Santo Domingo Las Americas

Mon 4/13

4:08 pm-7:31 pm

1 stop28h 23m

$393

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Fri 4/17

7:30 am-4:30 pm

1 stop8h 00m

Santo Domingo Las Americas

Sun 4/19

6:10 am-1:00 pm

1 stop31h 50m

$394

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

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 10m

Direct flights

None
The fastest flight from Chicago Midway Airport to Santo Domingo takes 6h 10m
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 10m 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
8,228 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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