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Cheap flights from Santo Domingo to Chicago from $171

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 12/13. 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
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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
6:10 am - 1:01 pmSDQ-MDW
8h 51m1 stop
Multiple Airlines Logo
8:42 pm - 3:23 pmMDW-SDQ
16h 41m2 stops
$385Multiple Airlines
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Tue, Dec 2 - Mon, Dec 8
Multiple Airlines Logo
3:59 am - 10:12 pmSDQ-MDW
20h 13m2 stops
Multiple Airlines Logo
2:16 pm - 11:20 amMDW-SDQ
19h 04m1 stop
$390Multiple Airlines
Find Deal
Tue, Dec 30 - Sun, Jan 4
Multiple Airlines Logo
3:59 am - 5:38 pmSDQ-MDW
15h 39m2 stops
Multiple Airlines Logo
2:16 pm - 11:20 amMDW-SDQ
19h 04m1 stop
$422Multiple Airlines
Find Deal
Wed, Dec 31 - Sun, Jan 4
Delta Logo
7:01 am - 6:08 pmSDQ-MDW
13h 07m2 stops
Delta Logo
9:34 am - 1:36 amMDW-SDQ
14h 02m2 stops
$431Delta
Find Deal
Sat, Nov 15 - Mon, Nov 17
Delta Logo
7:05 am - 9:46 pmSDQ-MDW
15h 41m2 stops
Delta Logo
9:30 am - 11:42 pmMDW-SDQ
13h 12m2 stops
$453Delta
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Tue, Mar 10 - Tue, Mar 17
Multiple Airlines Logo
10:19 am - 4:57 pmSDQ-MDW
8h 38m1 stop
Multiple Airlines Logo
2:59 pm - 3:14 pmMDW-SDQ
22h 15m2 stops
$456Multiple Airlines
Find Deal
Wed, Nov 26 - Sat, Dec 6
Delta Logo
3:40 pm - 9:46 pmSDQ-MDW
8h 06m1 stop
Delta Logo
5:59 pm - 11:59 pmMDW-SDQ
28h 00m2 stops
$476Delta
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Fri, Feb 13 - Tue, Feb 17
Frontier Logo
11:16 am - 9:04 pmSDQ-MDW
11h 48m1 stop
Frontier Logo
8:15 am - 3:18 pmMDW-SDQ
29h 03m1 stop
$508Frontier
Find Deal
Sat, Dec 20 - Sat, Jan 3
Frontier Logo
11:16 am - 9:04 pmSDQ-MDW
11h 48m1 stop
Frontier Logo
6:12 am - 9:26 amMDW-SDQ
25h 14m2 stops
$530Frontier
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Sat, Dec 20 - Sat, Jan 3
Frontier Logo
11:16 am - 9:04 pmSDQ-MDW
11h 48m1 stop
Frontier Logo
6:12 am - 9:26 amMDW-SDQ
25h 14m2 stops
$536Frontier
Find Deal
Sat, Dec 20 - Sat, Jan 3

Delta flights from Santo Domingo to Chicago Midway Airport

Our best Delta deals on Santo Domingo to Chicago Midway Airport flight tickets
Delta
Nov 15
SDQ7:01 amSanto Domingo Las Americas
13h 07m
2 stops
MDW6:08 pmChicago Midway
Nov 17
MDW9:34 amChicago Midway
14h 02m
2 stops
SDQ1:36 amSanto Domingo Las Americas
$431
Find similar
Delta
Mar 10
SDQ7:05 amSanto Domingo Las Americas
15h 41m
2 stops
MDW9:46 pmChicago Midway
Mar 17
MDW9:30 amChicago Midway
13h 12m
2 stops
SDQ11:42 pmSanto Domingo Las Americas
$453
Find similar
Delta
Nov 8
SDQ7:05 amSanto Domingo Las Americas
13h 20m
2 stops
MDW6:25 pmChicago Midway
Nov 11
MDW1:15 pmChicago Midway
10h 21m
2 stops
SDQ1:36 amSanto Domingo Las Americas
$464
Find similar

Frontier flights from Santo Domingo to Chicago Midway Airport

Our best Frontier deals on Santo Domingo to Chicago Midway Airport flight tickets
Frontier
Dec 20
SDQ11:16 amSanto Domingo Las Americas
11h 48m
1 stop
MDW9:04 pmChicago Midway
Jan 3
MDW8:15 amChicago Midway
29h 03m
1 stop
SDQ3:18 pmSanto Domingo Las Americas
$508
Find similar
Frontier
Dec 20
SDQ11:16 amSanto Domingo Las Americas
11h 48m
1 stop
MDW9:04 pmChicago Midway
Jan 3
MDW6:12 amChicago Midway
25h 14m
2 stops
SDQ9:26 amSanto Domingo Las Americas
$530
Find similar
Frontier
Dec 20
SDQ11:16 amSanto Domingo Las Americas
11h 48m
1 stop
MDW9:04 pmChicago Midway
Jan 3
MDW6:12 amChicago Midway
25h 14m
2 stops
SDQ9:26 amSanto Domingo Las Americas
$536
Find similar

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 November 3, 2025.
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

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Tue 12/2

6:10 am-1:01 pm

1 stop8h 51m

Chicago Midway

Mon 12/8

8:42 pm-3:23 pm

2 stops16h 41m

$385

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Tue 12/30

3:59 am-10:12 pm

2 stops20h 13m

Chicago Midway

Sun 1/4

2:16 pm-11:20 am

1 stop19h 04m

$390

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Wed 12/31

3:59 am-5:38 pm

2 stops15h 39m

Chicago Midway

Sun 1/4

2:16 pm-11:20 am

1 stop19h 04m

$422

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Sat 11/15

7:01 am-6:08 pm

2 stops13h 07m

Chicago Midway

Mon 11/17

9:34 am-1:36 am

2 stops14h 02m

$431

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Tue 3/10

7:05 am-9:46 pm

2 stops15h 41m

Chicago Midway

Tue 3/17

9:30 am-11:42 pm

2 stops13h 12m

$453

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Wed 11/26

10:19 am-4:57 pm

1 stop8h 38m

Chicago Midway

Sat 12/6

2:59 pm-3:14 pm

2 stops22h 15m

$456

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Fri 2/13

3:40 pm-9:46 pm

1 stop8h 06m

Chicago Midway

Tue 2/17

5:59 pm-11:59 pm

2 stops28h 00m

$476

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Sat 12/20

11:16 am-9:04 pm

1 stop11h 48m

Chicago Midway

Sat 1/3

8:15 am-3:18 pm

1 stop29h 03m

$508

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Sat 12/20

11:16 am-9:04 pm

1 stop11h 48m

Chicago Midway

Sat 1/3

6:12 am-9:26 am

2 stops25h 14m

$530

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Sat 12/20

11:16 am-9:04 pm

1 stop11h 48m

Chicago Midway

Sat 1/3

6:12 am-9:26 am

2 stops25h 14m

$536

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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

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

You could potentially save up to 16% on your flight if you consider stops on a Santo Domingo to Chicago Midway Airport flight.

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

Direct flights

None
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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  • 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 44m.

  • 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?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

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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