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Cheap flights from Chicago Midway Airport to Santo Domingo from $239

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 8/4. 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.
Delta Logo
6:05 am - 1:28 pm
MDW
-
SDQ
6h 23m
1 stop
Delta Logo
2:53 pm - 10:36 pm
SDQ
-
MDW
8h 43m
1 stop
$502Delta
Mon, Aug 17 - Fri, Aug 21
Delta Logo
9:24 am - 12:54 am
MDW
-
SDQ
14h 30m
2 stops
Delta Logo
2:53 pm - 10:36 pm
SDQ
-
MDW
8h 43m
1 stop
$507Delta
Tue, Aug 11 - Wed, Aug 19
Delta Logo
6:05 am - 1:28 pm
MDW
-
SDQ
6h 23m
1 stop
Delta Logo
2:53 pm - 10:36 pm
SDQ
-
MDW
8h 43m
1 stop
$526Delta
Thu, Aug 13 - Mon, Aug 24
Delta Logo
10:54 am - 12:54 am
MDW
-
SDQ
13h 00m
2 stops
Delta Logo
2:53 pm - 10:36 pm
SDQ
-
MDW
8h 43m
1 stop
$531Delta
Mon, Aug 10 - Wed, Aug 19
Delta Logo
6:00 am - 1:41 pm
MDW
-
SDQ
6h 41m
1 stop
Delta Logo
2:56 pm - 9:45 pm
SDQ
-
MDW
7h 49m
1 stop
$546Delta
Wed, Oct 21 - Wed, Oct 28
Delta Logo
6:05 am - 1:28 pm
MDW
-
SDQ
6h 23m
1 stop
Delta Logo
2:53 pm - 10:36 pm
SDQ
-
MDW
8h 43m
1 stop
$547Delta
Thu, Aug 13 - Mon, Aug 24
Delta Logo
6:00 am - 1:17 pm
MDW
-
SDQ
6h 17m
1 stop
Delta Logo
2:53 pm - 10:36 pm
SDQ
-
MDW
8h 43m
1 stop
$550Delta
Thu, Jul 23 - Mon, Aug 3
Delta Logo
6:00 am - 1:17 pm
MDW
-
SDQ
6h 17m
1 stop
Delta Logo
2:42 pm - 10:15 pm
SDQ
-
MDW
8h 33m
1 stop
$557Delta
Tue, Jul 7 - Sat, Jul 11
Delta Logo
6:00 am - 1:17 pm
MDW
-
SDQ
6h 17m
1 stop
Delta Logo
2:42 pm - 10:15 pm
SDQ
-
MDW
8h 33m
1 stop
$570Delta
Tue, Jul 14 - Wed, Jul 22
Delta Logo
6:00 am - 1:17 pm
MDW
-
SDQ
6h 17m
1 stop
Delta Logo
2:42 pm - 12:38 pm
SDQ
-
MDW
22h 56m
2 stops
$575Delta
Tue, Jul 14 - Wed, Jul 22

Delta flights from Chicago Midway Airport to Santo Domingo

Our best Delta deals on Chicago Midway Airport to Santo Domingo flight tickets
Delta
Aug 17
MDW6:05 amChicago Midway
6h 23m
1 stop
SDQ1:28 pmSanto Domingo Las Americas
Aug 21
SDQ2:53 pmSanto Domingo Las Americas
8h 43m
1 stop
MDW10:36 pmChicago Midway
$502
Delta
Aug 11
MDW9:24 amChicago Midway
14h 30m
2 stops
SDQ12:54 amSanto Domingo Las Americas
Aug 19
SDQ2:53 pmSanto Domingo Las Americas
8h 43m
1 stop
MDW10:36 pmChicago Midway
$507
Delta
Aug 13
MDW6:05 amChicago Midway
6h 23m
1 stop
SDQ1:28 pmSanto Domingo Las Americas
Aug 24
SDQ2:53 pmSanto Domingo Las Americas
8h 43m
1 stop
MDW10:36 pmChicago Midway
$526

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 May 27, 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

Cheapest round-trip

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Mon 8/17

6:05 am-1:28 pm

1 stop6h 23m

Santo Domingo Las Americas

Fri 8/21

2:53 pm-10:36 pm

1 stop8h 43m

$502

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Tue 8/11

9:24 am-12:54 am

2 stops14h 30m

Santo Domingo Las Americas

Wed 8/19

2:53 pm-10:36 pm

1 stop8h 43m

$507

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Thu 8/13

6:05 am-1:28 pm

1 stop6h 23m

Santo Domingo Las Americas

Mon 8/24

2:53 pm-10:36 pm

1 stop8h 43m

$526

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Mon 8/10

10:54 am-12:54 am

2 stops13h 00m

Santo Domingo Las Americas

Wed 8/19

2:53 pm-10:36 pm

1 stop8h 43m

$531
Quickest round-trip

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Wed 10/21

6:00 am-1:41 pm

1 stop6h 41m

Santo Domingo Las Americas

Wed 10/28

2:56 pm-9:45 pm

1 stop7h 49m

$546

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Thu 8/13

6:05 am-1:28 pm

1 stop6h 23m

Santo Domingo Las Americas

Mon 8/24

2:53 pm-10:36 pm

1 stop8h 43m

$547

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Thu 7/23

6:00 am-1:17 pm

1 stop6h 17m

Santo Domingo Las Americas

Mon 8/3

2:53 pm-10:36 pm

1 stop8h 43m

$550

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Tue 7/7

6:00 am-1:17 pm

1 stop6h 17m

Santo Domingo Las Americas

Sat 7/11

2:42 pm-10:15 pm

1 stop8h 33m

$557

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Tue 7/14

6:00 am-1:17 pm

1 stop6h 17m

Santo Domingo Las Americas

Wed 7/22

2:42 pm-10:15 pm

1 stop8h 33m

$570

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Tue 7/14

6:00 am-1:17 pm

1 stop6h 17m

Santo Domingo Las Americas

Wed 7/22

2:42 pm-12:38 pm

2 stops22h 56m

$575

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 4% 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 16m

Direct flights

None
The fastest flight from Chicago Midway Airport to Santo Domingo takes 6h 16m
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.
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Frequently asked questions about flying from Chicago Midway Airport to Santo Domingo

  • 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 16m 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 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.

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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