Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Santo Domingo to Chicago from $262

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 1/10. 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

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Santo Domingo to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
12:31 pm - 2:26 pm
SDQ
-
MDW
27h 55m1 stop
Frontier Logo
8:00 am - 9:39 am
MDW
-
SDQ
23h 39m1 stop
$327Frontier
Thu, Feb 19 - Sat, Feb 21
Frontier Logo
12:31 pm - 2:26 pm
SDQ
-
MDW
27h 55m1 stop
Frontier Logo
8:00 am - 9:39 am
MDW
-
SDQ
23h 39m1 stop
$346Frontier
Thu, Feb 19 - Sat, Feb 21
Delta Logo
7:30 am - 5:55 pm
SDQ
-
MDW
12h 25m2 stops
Delta Logo
6:14 pm - 1:10 pm
MDW
-
SDQ
16h 56m2 stops
$477Delta
Tue, Feb 3 - Tue, Feb 10
Frontier Logo
2:37 pm - 8:03 am
SDQ
-
MDW
19h 26m2 stops
Frontier Logo
6:00 am - 11:26 am
MDW
-
SDQ
51h 26m2 stops
$486Frontier
Sat, Jan 17 - Tue, Feb 17
Delta Logo
3:46 pm - 10:07 pm
SDQ
-
MDW
8h 21m1 stop
Delta Logo
1:28 pm - 12:32 am
MDW
-
SDQ
9h 04m2 stops
$495Delta
Sat, Jan 17 - Tue, Feb 17
Delta Logo
7:30 am - 5:37 pm
SDQ
-
MDW
12h 07m2 stops
Delta Logo
6:00 am - 2:17 pm
MDW
-
SDQ
6h 17m1 stop
$504Delta
Thu, Feb 26 - Mon, Mar 2
Delta Logo
7:30 am - 5:45 pm
SDQ
-
MDW
12h 15m2 stops
Delta Logo
6:00 am - 2:17 pm
MDW
-
SDQ
6h 17m1 stop
$519Delta
Thu, Feb 19 - Sat, Feb 21
Delta Logo
3:46 pm - 10:07 pm
SDQ
-
MDW
8h 21m1 stop
Delta Logo
10:49 am - 12:32 am
MDW
-
SDQ
11h 43m2 stops
$522Delta
Sat, Jan 17 - Tue, Feb 17
Multiple Airlines Logo
7:10 pm - 12:02 am
SDQ
-
MDW
30h 52m1 stop
Multiple Airlines Logo
6:00 am - 11:26 am
MDW
-
SDQ
51h 26m2 stops
$538Multiple Airlines
Sat, Jan 17 - Tue, Feb 17
Delta Logo
3:42 pm - 10:42 pm
SDQ
-
MDW
9h 00m1 stop
Delta Logo
10:53 am - 12:32 am
MDW
-
SDQ
11h 39m2 stops
$558Delta
Thu, Feb 26 - Mon, Mar 2

Frontier flights from Santo Domingo to Chicago Midway Airport

Our best Frontier deals on Santo Domingo to Chicago Midway Airport flight tickets
Frontier
Feb 19
SDQ12:31 pmSanto Domingo Las Americas
27h 55m
1 stop
MDW2:26 pmChicago Midway
Feb 28
MDW8:00 amChicago Midway
23h 39m
1 stop
SDQ9:39 amSanto Domingo Las Americas
$327
Find similar
Frontier
Feb 19
SDQ12:31 pmSanto Domingo Las Americas
27h 55m
1 stop
MDW2:26 pmChicago Midway
Feb 21
MDW8:00 amChicago Midway
23h 39m
1 stop
SDQ9:39 amSanto Domingo Las Americas
$346
Find similar
Frontier
Jan 17
SDQ2:37 pmSanto Domingo Las Americas
33h 42m
2 stops
MDW10:19 pmChicago Midway
Feb 17
MDW6:00 amChicago Midway
51h 26m
2 stops
SDQ11:26 amSanto Domingo Las Americas
$486
Find similar

Delta flights from Santo Domingo to Chicago Midway Airport

Our best Delta deals on Santo Domingo to Chicago Midway Airport flight tickets
Delta
Feb 3
SDQ7:30 amSanto Domingo Las Americas
12h 25m
2 stops
MDW5:55 pmChicago Midway
Feb 10
MDW6:14 pmChicago Midway
16h 56m
2 stops
SDQ1:10 pmSanto Domingo Las Americas
$477
Find similar
Delta
Jan 17
SDQ3:46 pmSanto Domingo Las Americas
8h 21m
1 stop
MDW10:07 pmChicago Midway
Feb 17
MDW1:28 pmChicago Midway
9h 04m
2 stops
SDQ12:32 amSanto Domingo Las Americas
$495
Find similar
Delta
Feb 26
SDQ7:30 amSanto Domingo Las Americas
12h 07m
2 stops
MDW5:37 pmChicago Midway
Mar 2
MDW10:49 amChicago Midway
11h 43m
2 stops
SDQ12:32 amSanto Domingo Las Americas
$504
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 December 21, 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 2/19

12:31 pm-2:26 pm

1 stop27h 55m

Chicago Midway

Sat 2/21

8:00 am-9:39 am

1 stop23h 39m

$327

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Thu 2/19

12:31 pm-2:26 pm

1 stop27h 55m

Chicago Midway

Sat 2/21

8:00 am-9:39 am

1 stop23h 39m

$346

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Tue 2/3

7:30 am-5:55 pm

2 stops12h 25m

Chicago Midway

Tue 2/10

6:14 pm-1:10 pm

2 stops16h 56m

$477

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Sat 1/17

2:37 pm-8:03 am

2 stops19h 26m

Chicago Midway

Tue 2/17

6:00 am-11:26 am

2 stops51h 26m

$486

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Sat 1/17

3:46 pm-10:07 pm

1 stop8h 21m

Chicago Midway

Tue 2/17

1:28 pm-12:32 am

2 stops9h 04m

$495

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Thu 2/26

7:30 am-5:37 pm

2 stops12h 07m

Chicago Midway

Mon 3/2

6:00 am-2:17 pm

1 stop6h 17m

$504

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Thu 2/19

7:30 am-5:45 pm

2 stops12h 15m

Chicago Midway

Sat 2/21

6:00 am-2:17 pm

1 stop6h 17m

$519

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Sat 1/17

3:46 pm-10:07 pm

1 stop8h 21m

Chicago Midway

Tue 2/17

10:49 am-12:32 am

2 stops11h 43m

$522

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Sat 1/17

7:10 pm-12:02 am

1 stop30h 52m

Chicago Midway

Tue 2/17

6:00 am-11:26 am

2 stops51h 26m

$538

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Thu 2/26

3:42 pm-10:42 pm

1 stop9h 00m

Chicago Midway

Mon 3/2

10:53 am-12:32 am

2 stops11h 39m

$558

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 2% 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

Fastest flight time

8h 00m

Direct flights

None
The fastest flight from Santo Domingo to Chicago Midway Airport takes 8h 00m
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.
Search flight deals

  • 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 8h 00m.

  • 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
Valparaiso
Schererville
Munster
Crown Point
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.

An easier way to manage your Chicago Midway Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Tue 1/20
Tue 1/27
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago