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Cheap flights from Santo Domingo to Chicago from $178

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 10/13. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

Multiple Airlines Logo
3:35 pm - 11:27 amSDQ-MDW
20h 52m1 stop
Multiple Airlines Logo
4:24 pm - 9:45 pmMDW-SDQ
28h 21m1 stop
$368Multiple Airlines
Find Deal
Thu, Oct 9 - Mon, Oct 13
Delta Logo
2:56 pm - 10:14 pmSDQ-MDW
8h 18m1 stop
Delta Logo
6:00 am - 1:41 pmMDW-SDQ
6h 41m1 stop
$399Delta
Find Deal
Tue, Oct 21 - Wed, Oct 29
Multiple Airlines Logo
3:35 pm - 11:27 amSDQ-MDW
20h 52m1 stop
Multiple Airlines Logo
4:24 pm - 9:45 pmMDW-SDQ
28h 21m1 stop
$401Multiple Airlines
Find Deal
Thu, Oct 9 - Mon, Oct 13
Multiple Airlines Logo
6:10 am - 11:55 pmSDQ-MDW
19h 45m1 stop
Multiple Airlines Logo
6:15 am - 5:50 pmMDW-SDQ
9h 35m2 stops
$402Multiple Airlines
Find Deal
Thu, Nov 13 - Mon, Nov 17
Delta Logo
2:56 pm - 10:14 pmSDQ-MDW
8h 18m1 stop
Delta Logo
10:35 am - 1:27 amMDW-SDQ
12h 52m2 stops
$420Delta
Find Deal
Thu, Oct 23 - Sat, Nov 8
Multiple Airlines Logo
3:35 pm - 11:17 amSDQ-MDW
20h 42m1 stop
Multiple Airlines Logo
1:37 pm - 2:56 pmMDW-SDQ
23h 19m1 stop
$421Multiple Airlines
Find Deal
Thu, Oct 23 - Sat, Nov 8
Multiple Airlines Logo
6:10 am - 11:25 pmSDQ-MDW
18h 15m1 stop
Multiple Airlines Logo
6:25 am - 5:50 pmMDW-SDQ
9h 25m2 stops
$424Multiple Airlines
Find Deal
Thu, Oct 30 - Thu, Nov 6
Frontier Logo
3:19 pm - 10:03 pmSDQ-MDW
7h 44m1 stop
Frontier Logo
6:20 am - 5:21 pmMDW-SDQ
9h 01m2 stops
$439Frontier
Find Deal
Thu, Oct 30 - Mon, Nov 3
Frontier Logo
3:14 pm - 11:46 pmSDQ-MDW
9h 32m1 stop
Frontier Logo
6:20 am - 2:01 pmMDW-SDQ
6h 41m1 stop
$454Frontier
Find Deal
Sun, Oct 12 - Sun, Oct 19
Frontier Logo
3:14 pm - 11:46 pmSDQ-MDW
9h 32m1 stop
Frontier Logo
6:15 am - 5:21 pmMDW-SDQ
10h 06m2 stops
$539Frontier
Find Deal
Thu, Oct 9 - Mon, Oct 13

Delta flights from Santo Domingo to Chicago Midway Airport

Our best Delta deals on Santo Domingo to Chicago Midway Airport flight tickets
Delta
Oct 21
SDQ2:56 pmSanto Domingo Las Americas
8h 18m
1 stop
MDW10:14 pmChicago Midway
Oct 29
MDW6:00 amChicago Midway
6h 41m
1 stop
SDQ1:41 pmSanto Domingo Las Americas
$399
Find similar
Delta
Oct 23
SDQ2:56 pmSanto Domingo Las Americas
8h 18m
1 stop
MDW10:14 pmChicago Midway
Nov 8
MDW10:35 amChicago Midway
12h 52m
2 stops
SDQ1:27 amSanto Domingo Las Americas
$420
Find similar
Delta
Oct 16
SDQ2:56 pmSanto Domingo Las Americas
8h 18m
1 stop
MDW10:14 pmChicago Midway
Oct 22
MDW6:00 amChicago Midway
6h 41m
1 stop
SDQ1:41 pmSanto Domingo Las Americas
$471
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
Oct 30
SDQ3:19 pmSanto Domingo Las Americas
7h 44m
1 stop
MDW10:03 pmChicago Midway
Nov 3
MDW6:20 amChicago Midway
9h 01m
2 stops
SDQ5:21 pmSanto Domingo Las Americas
$439
Find similar
Frontier
Oct 12
SDQ3:14 pmSanto Domingo Las Americas
9h 32m
1 stop
MDW11:46 pmChicago Midway
Oct 19
MDW6:20 amChicago Midway
6h 41m
1 stop
SDQ2:01 pmSanto Domingo Las Americas
$454
Find similar
Frontier
Oct 9
SDQ3:14 pmSanto Domingo Las Americas
9h 32m
1 stop
MDW11:46 pmChicago Midway
Oct 13
MDW6:15 amChicago Midway
10h 06m
2 stops
SDQ5:21 pmSanto Domingo Las Americas
$539
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 September 16, 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

Thu 10/9

3:35 pm-11:27 am

1 stop20h 52m

Chicago Midway

Mon 10/13

4:24 pm-9:45 pm

1 stop28h 21m

$368

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Tue 10/21

2:56 pm-10:14 pm

1 stop8h 18m

Chicago Midway

Wed 10/29

6:00 am-1:41 pm

1 stop6h 41m

$399

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Thu 10/9

3:35 pm-11:27 am

1 stop20h 52m

Chicago Midway

Mon 10/13

4:24 pm-9:45 pm

1 stop28h 21m

$401

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Thu 11/13

6:10 am-11:55 pm

1 stop19h 45m

Chicago Midway

Mon 11/17

6:15 am-5:50 pm

2 stops9h 35m

$402

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Thu 10/23

2:56 pm-10:14 pm

1 stop8h 18m

Chicago Midway

Sat 11/8

10:35 am-1:27 am

2 stops12h 52m

$420

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Thu 10/23

3:35 pm-11:17 am

1 stop20h 42m

Chicago Midway

Sat 11/8

1:37 pm-2:56 pm

1 stop23h 19m

$421

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Thu 10/30

6:10 am-11:25 pm

1 stop18h 15m

Chicago Midway

Thu 11/6

6:25 am-5:50 pm

2 stops9h 25m

$424

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Thu 10/30

3:19 pm-10:03 pm

1 stop7h 44m

Chicago Midway

Mon 11/3

6:20 am-5:21 pm

2 stops9h 01m

$439

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Sun 10/12

3:14 pm-11:46 pm

1 stop9h 32m

Chicago Midway

Sun 10/19

6:20 am-2:01 pm

1 stop6h 41m

$454

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Thu 10/9

3:14 pm-11:46 pm

1 stop9h 32m

Chicago Midway

Mon 10/13

6:15 am-5:21 pm

2 stops10h 06m

$539

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

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

You could potentially save up to 13% 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 04m.

  • 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
Lansing
Portage
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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