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Cheap flights from Santo Domingo to Chicago from $276

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Santo Domingo to Chicago departing on 7/1. 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 Santo Domingo to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
3:56 pm - 9:45 pm
SDQ
-
MDW
7h 49m
1 stop
Delta Logo
6:00 am - 2:40 pm
MDW
-
SDQ
6h 40m
1 stop
$585Delta
Thu, Nov 5 - Mon, Nov 9
Delta Logo
2:48 pm - 9:09 pm
SDQ
-
MDW
7h 21m
1 stop
Delta Logo
10:45 am - 12:41 am
MDW
-
SDQ
12h 56m
2 stops
$591Delta
Tue, Jun 2 - Sat, Jun 6
Delta Logo
2:48 pm - 9:09 pm
SDQ
-
MDW
7h 21m
1 stop
Delta Logo
6:00 am - 12:42 am
MDW
-
SDQ
17h 42m
2 stops
$592Delta
Wed, Jun 3 - Tue, Jun 9
Delta Logo
2:48 pm - 9:09 pm
SDQ
-
MDW
7h 21m
1 stop
Delta Logo
6:00 am - 12:42 am
MDW
-
SDQ
17h 42m
2 stops
$608Delta
Thu, Jun 4 - Mon, Jun 8
Delta Logo
2:53 pm - 10:36 pm
SDQ
-
MDW
8h 43m
1 stop
Delta Logo
6:05 am - 1:28 pm
MDW
-
SDQ
6h 23m
1 stop
$613Delta
Wed, Aug 5 - Wed, Aug 12
Delta Logo
6:06 am - 6:31 pm
SDQ
-
MDW
13h 25m
2 stops
Delta Logo
11:05 am - 12:42 am
MDW
-
SDQ
12h 37m
2 stops
$619Delta
Tue, Jun 9 - Tue, Jun 16
Delta Logo
2:48 pm - 9:09 pm
SDQ
-
MDW
7h 21m
1 stop
Delta Logo
9:23 am - 12:41 am
MDW
-
SDQ
14h 18m
2 stops
$644Delta
Thu, May 21 - Tue, May 26
Delta Logo
7:35 pm - 10:09 am
SDQ
-
MDW
15h 34m
2 stops
Delta Logo
6:00 am - 6:04 pm
MDW
-
SDQ
11h 04m
2 stops
$666Delta
Wed, Jun 10 - Wed, Jun 17
Delta Logo
2:41 pm - 10:17 pm
SDQ
-
MDW
8h 36m
1 stop
Delta Logo
6:00 am - 6:04 pm
MDW
-
SDQ
11h 04m
2 stops
$694Delta
Wed, Jun 10 - Wed, Jun 17
Delta Logo
6:05 am - 6:33 pm
SDQ
-
MDW
13h 28m
2 stops
Delta Logo
6:00 am - 1:16 pm
MDW
-
SDQ
6h 16m
1 stop
$696Delta
Wed, Jun 3 - Mon, Jun 8

Delta flights from Santo Domingo to Chicago Midway Airport

Our best Delta deals on Santo Domingo to Chicago Midway Airport flight tickets
Delta
Nov 5
SDQ3:56 pmSanto Domingo Las Americas
7h 49m
1 stop
MDW9:45 pmChicago Midway
Nov 9
MDW9:30 amChicago Midway
14h 05m
2 stops
SDQ1:35 amSanto Domingo Las Americas
$585
Delta
Jun 2
SDQ2:48 pmSanto Domingo Las Americas
7h 21m
1 stop
MDW9:09 pmChicago Midway
Jun 6
MDW10:45 amChicago Midway
12h 56m
2 stops
SDQ12:41 amSanto Domingo Las Americas
$591
Delta
Jun 3
SDQ2:48 pmSanto Domingo Las Americas
7h 21m
1 stop
MDW9:09 pmChicago Midway
Jun 9
MDW6:00 amChicago Midway
17h 42m
2 stops
SDQ12:42 amSanto Domingo Las Americas
$592

momondo Fare Finder

 
Customize your flight search to find flights from Santo Domingo to Chicago Midway Airport 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 11, 2026.
Use the filters below to find and compare flights from Santo Domingo to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Thu 11/5

3:56 pm-9:45 pm

1 stop7h 49m

Chicago Midway

Mon 11/9

6:00 am-2:40 pm

1 stop6h 40m

$585

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Tue 6/2

2:48 pm-9:09 pm

1 stop7h 21m

Chicago Midway

Sat 6/6

10:45 am-12:41 am

2 stops12h 56m

$591

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Wed 6/3

2:48 pm-9:09 pm

1 stop7h 21m

Chicago Midway

Tue 6/9

6:00 am-12:42 am

2 stops17h 42m

$592

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Thu 6/4

2:48 pm-9:09 pm

1 stop7h 21m

Chicago Midway

Mon 6/8

6:00 am-12:42 am

2 stops17h 42m

$608

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Wed 8/5

2:53 pm-10:36 pm

1 stop8h 43m

Chicago Midway

Wed 8/12

6:05 am-1:28 pm

1 stop6h 23m

$613

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Tue 6/9

6:06 am-6:31 pm

2 stops13h 25m

Chicago Midway

Tue 6/16

11:05 am-12:42 am

2 stops12h 37m

$619

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Thu 5/21

2:48 pm-9:09 pm

1 stop7h 21m

Chicago Midway

Tue 5/26

9:23 am-12:41 am

2 stops14h 18m

$644

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Wed 6/10

7:35 pm-10:09 am

2 stops15h 34m

Chicago Midway

Wed 6/17

6:00 am-6:04 pm

2 stops11h 04m

$666

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Wed 6/10

2:41 pm-10:17 pm

1 stop8h 36m

Chicago Midway

Wed 6/17

6:00 am-6:04 pm

2 stops11h 04m

$694

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Wed 6/3

6:05 am-6:33 pm

2 stops13h 28m

Chicago Midway

Mon 6/8

6:00 am-1:16 pm

1 stop6h 16m

$696

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 Chicago from

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

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 airline that flies from Santo Domingo Las Americas to Chicago Midway?

Delta is the most popular carrier operating from Santo Domingo Las Americas to Chicago Midway

When to book flights from Santo Domingo to Chicago Midway Airport

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

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

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

Fastest flight time

7h 21m

Direct flights

None
The fastest flight from Santo Domingo to Chicago Midway Airport takes 7h 21m
There are no direct flights from Santo Domingo to Chicago Midway Airport. There are no popular flight routes from Santo Domingo to Chicago Midway Airport.
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Frequently asked questions about flying from Santo Domingo to Chicago Midway Airport

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

    Chicago Midway is 1920.0 mi away from Santo Domingo Las Americas. A reasonable flight in good conditions will take 7h 21m.

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

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Santo Domingo Las Americas Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The necessary travel and health documents for your Chicago Midway 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 Chicago?

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Why use momondo?

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

It is quick and easy to find Santo Domingo to Chicago 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 Chicago that suits you.

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

Yes. momondo allows you to filter the results for Santo Domingo to Chicago flights to just show those with flexible booking policies.

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

momondo helps you find the best flight between Santo Domingo and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Price alerts on flights to Chicago from Santo Domingo are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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