Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Santo Domingo to Chicago from $234

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 8/17. 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
1 adult, Economy, 0 bags

Find the cheapest flights from Santo Domingo to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
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
$425Delta
Tue, Aug 25 - Sat, Sep 5
Delta Logo
3:56 pm - 10:25 pm
SDQ
-
MDW
8h 29m
1 stop
Delta Logo
6:00 am - 2:40 pm
MDW
-
SDQ
6h 40m
1 stop
$461Delta
Thu, Nov 5 - Mon, Nov 9
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
$514Delta
Tue, Aug 25 - Sat, Sep 5
Delta Logo
2:56 pm - 10:25 pm
SDQ
-
MDW
8h 29m
1 stop
Delta Logo
1:00 pm - 1:35 am
MDW
-
SDQ
10h 35m
2 stops
$515Delta
Fri, Oct 30 - Mon, Nov 9
Delta Logo
3:56 pm - 10:25 pm
SDQ
-
MDW
8h 29m
1 stop
Delta Logo
10:35 am - 1:35 am
MDW
-
SDQ
13h 00m
2 stops
$538Delta
Thu, Nov 5 - Mon, Nov 9
Delta Logo
2:56 pm - 10:25 pm
SDQ
-
MDW
8h 29m
1 stop
Delta Logo
6:00 am - 2:40 pm
MDW
-
SDQ
6h 40m
1 stop
$552Delta
Fri, Oct 30 - Mon, Nov 9
Delta Logo
2:53 pm - 10:45 pm
SDQ
-
MDW
8h 52m
1 stop
Delta Logo
6:05 am - 1:27 pm
MDW
-
SDQ
6h 22m
1 stop
$562Delta
Sun, Sep 20 - Fri, Sep 25
Delta Logo
3:56 pm - 10:25 pm
SDQ
-
MDW
8h 29m
1 stop
Delta Logo
6:00 am - 2:40 pm
MDW
-
SDQ
6h 40m
1 stop
$575Delta
Thu, Nov 5 - Mon, Nov 9
Delta Logo
2:53 pm - 10:45 pm
SDQ
-
MDW
8h 52m
1 stop
Delta Logo
6:05 am - 1:27 pm
MDW
-
SDQ
6h 22m
1 stop
$591Delta
Tue, Sep 8 - Sun, Sep 20
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
$615Delta
Tue, Aug 25 - Sat, Sep 5

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

Delta flights from Santo Domingo to Chicago Midway Airport

Our best Delta deals on Santo Domingo to Chicago Midway Airport flight tickets
Delta
Aug 25
SDQ2:53 pmSanto Domingo Las Americas
8h 43m
1 stop
MDW10:36 pmChicago Midway
Sep 5
MDW6:05 amChicago Midway
6h 23m
1 stop
SDQ1:28 pmSanto Domingo Las Americas
$425
Delta
Nov 5
SDQ3:56 pmSanto Domingo Las Americas
8h 29m
1 stop
MDW10:25 pmChicago Midway
Nov 9
MDW6:00 amChicago Midway
6h 40m
1 stop
SDQ2:40 pmSanto Domingo Las Americas
$461
Delta
Aug 25
SDQ2:53 pmSanto Domingo Las Americas
8h 43m
1 stop
MDW10:36 pmChicago Midway
Sep 5
MDW6:05 amChicago Midway
6h 23m
1 stop
SDQ1:28 pmSanto Domingo Las Americas
$514

Frontier flights from Santo Domingo to Chicago Midway Airport

Our best Frontier deals on Santo Domingo to Chicago Midway Airport flight tickets
Frontier
Jul 24
SDQ12:18 pmSanto Domingo Las Americas
34h 45m
2 stops
MDW10:03 pmChicago Midway
Aug 1
MDW6:05 amChicago Midway
27h 58m
2 stops
SDQ11:03 amSanto Domingo Las Americas
$712
Frontier
Jul 24
SDQ12:18 pmSanto Domingo Las Americas
34h 45m
2 stops
MDW10:03 pmChicago Midway
Aug 1
MDW6:05 amChicago Midway
27h 58m
2 stops
SDQ11:03 amSanto Domingo Las Americas
$737
Frontier
Jul 24
SDQ12:18 pmSanto Domingo Las Americas
47h 49m
2 stops
MDW11:07 amChicago Midway
Aug 1
MDW12:11 pmChicago Midway
21h 52m
2 stops
SDQ11:03 amSanto Domingo Las Americas
$759

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 July 6, 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

Tue 8/25

2:53 pm-10:36 pm

1 stop8h 43m

Chicago Midway

Sat 9/5

6:05 am-1:28 pm

1 stop6h 23m

$425

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Thu 11/5

3:56 pm-10:25 pm

1 stop8h 29m

Chicago Midway

Mon 11/9

6:00 am-2:40 pm

1 stop6h 40m

$461

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Tue 8/25

2:53 pm-10:36 pm

1 stop8h 43m

Chicago Midway

Sat 9/5

6:05 am-1:28 pm

1 stop6h 23m

$514

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Fri 10/30

2:56 pm-10:25 pm

1 stop8h 29m

Chicago Midway

Mon 11/9

1:00 pm-1:35 am

2 stops10h 35m

$515

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Thu 11/5

3:56 pm-10:25 pm

1 stop8h 29m

Chicago Midway

Mon 11/9

10:35 am-1:35 am

2 stops13h 00m

$538

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Fri 10/30

2:56 pm-10:25 pm

1 stop8h 29m

Chicago Midway

Mon 11/9

6:00 am-2:40 pm

1 stop6h 40m

$552

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Sun 9/20

2:53 pm-10:45 pm

1 stop8h 52m

Chicago Midway

Fri 9/25

6:05 am-1:27 pm

1 stop6h 22m

$562

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Thu 11/5

3:56 pm-10:25 pm

1 stop8h 29m

Chicago Midway

Mon 11/9

6:00 am-2:40 pm

1 stop6h 40m

$575

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Tue 9/8

2:53 pm-10:45 pm

1 stop8h 52m

Chicago Midway

Sun 9/20

6:05 am-1:27 pm

1 stop6h 22m

$591

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Tue 8/25

2:53 pm-10:36 pm

1 stop8h 43m

Chicago Midway

Sat 9/5

6:05 am-1:28 pm

1 stop6h 23m

$615

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

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

8h 15m

Direct flights

None
The fastest flight from Santo Domingo to Chicago Midway Airport takes 8h 15m
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

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 8h 15m.

  • 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
Portage
Benton Harbor
Saint Joseph
Lansing
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
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
Wed 8/5
Wed 8/12
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago