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Cheap flights from Chicago to Santo Domingo from $129

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Santo Domingo departing on 1/11. 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 Chicago to Santo Domingo

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
3:49 pm - 9:54 am
ORD
-
SDQ
16h 05m1 stop
Multiple Airlines Logo
1:57 pm - 8:18 am
SDQ
-
ORD
20h 21m1 stop
$287Multiple Airlines
Sat, Jan 17 - Sun, Jan 25
Multiple Airlines Logo
7:23 pm - 4:29 pm
ORD
-
SDQ
19h 06m1 stop
Multiple Airlines Logo
12:41 pm - 3:52 pm
SDQ
-
ORD
29h 11m2 stops
$289Multiple Airlines
Tue, Feb 24 - Mon, Mar 2
Multiple Airlines Logo
5:57 pm - 3:27 pm
ORD
-
SDQ
19h 30m1 stop
Multiple Airlines Logo
12:52 pm - 8:18 am
SDQ
-
ORD
21h 26m1 stop
$292Multiple Airlines
Wed, Jan 14 - Wed, Jan 21
Multiple Airlines Logo
9:23 am - 4:29 pm
ORD
-
SDQ
29h 06m1 stop
Multiple Airlines Logo
12:52 pm - 8:18 am
SDQ
-
ORD
21h 26m1 stop
$293Multiple Airlines
Tue, Jan 13 - Tue, Jan 20
Spirit Airlines Logo
5:15 am - 2:27 pm
ORD
-
SDQ
7h 12m1 stop
Spirit Airlines Logo
3:32 pm - 11:46 pm
SDQ
-
ORD
10h 14m1 stop
$297Spirit Airlines
Wed, Jan 28 - Wed, Feb 4
Spirit Airlines Logo
5:15 am - 2:27 pm
ORD
-
SDQ
7h 12m1 stop
Spirit Airlines Logo
3:32 pm - 9:03 pm
SDQ
-
ORD
7h 31m1 stop
$299Spirit Airlines
Sun, Jan 25 - Tue, Feb 3
Frontier Logo
2:19 pm - 11:56 am
MDW
-
SDQ
19h 37m2 stops
Frontier Logo
10:56 am - 8:53 pm
SDQ
-
MDW
10h 57m1 stop
$337Frontier
Mon, Mar 2 - Mon, Mar 9
Frontier Logo
11:39 am - 3:27 pm
MDW
-
SDQ
25h 48m1 stop
Frontier Logo
2:40 pm - 10:19 pm
SDQ
-
MDW
33h 39m2 stops
$346Frontier
Wed, Jan 14 - Wed, Jan 21
Delta Logo
6:00 am - 2:17 pm
MDW
-
SDQ
6h 17m1 stop
Delta Logo
3:42 pm - 10:42 pm
SDQ
-
MDW
9h 00m1 stop
$390Delta
Wed, Feb 18 - Fri, Feb 27
Delta Logo
11:21 am - 12:30 am
MDW
-
SDQ
11h 09m2 stops
Delta Logo
7:05 am - 10:29 pm
SDQ
-
MDW
16h 24m2 stops
$394Delta
Wed, Jan 14 - Wed, Mar 18

Frontier flights from Chicago to Santo Domingo

Our best Frontier deals on Chicago to Santo Domingo flight tickets
Frontier
Mar 2
MDW2:19 pmChicago Midway
19h 37m
2 stops
SDQ11:56 amSanto Domingo Las Americas
Mar 9
SDQ10:56 amSanto Domingo Las Americas
10h 57m
1 stop
MDW8:53 pmChicago Midway
$337
Find similar
Frontier
Jan 14
MDW11:39 amChicago Midway
25h 48m
1 stop
SDQ3:27 pmSanto Domingo Las Americas
Jan 21
SDQ2:40 pmSanto Domingo Las Americas
33h 39m
2 stops
MDW10:19 pmChicago Midway
$346
Find similar
Frontier
Mar 2
MDW9:32 pmChicago Midway
12h 24m
1 stop
SDQ11:56 amSanto Domingo Las Americas
Mar 9
SDQ10:56 amSanto Domingo Las Americas
10h 57m
1 stop
MDW8:53 pmChicago Midway
$349
Find similar

Spirit Airlines flights from Chicago to Santo Domingo

Our best Spirit Airlines deals on Chicago to Santo Domingo flight tickets
Spirit Airlines
Jan 28
ORD5:15 amChicago O'Hare Intl
7h 12m
1 stop
SDQ2:27 pmSanto Domingo Las Americas
Feb 2
SDQ3:32 pmSanto Domingo Las Americas
10h 14m
1 stop
ORD11:46 pmChicago O'Hare Intl
$273
Find similar
Spirit Airlines
Jan 28
ORD5:15 amChicago O'Hare Intl
7h 12m
1 stop
SDQ2:27 pmSanto Domingo Las Americas
Feb 4
SDQ3:32 pmSanto Domingo Las Americas
10h 14m
1 stop
ORD11:46 pmChicago O'Hare Intl
$297
Find similar
Spirit Airlines
Jan 25
ORD5:15 amChicago O'Hare Intl
7h 12m
1 stop
SDQ2:27 pmSanto Domingo Las Americas
Feb 3
SDQ3:32 pmSanto Domingo Las Americas
7h 31m
1 stop
ORD9:03 pmChicago O'Hare Intl
$299
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Santo Domingo 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 16, 2025.
Use the filters below to find and compare flights from Chicago to Santo Domingo that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sat 1/17

3:49 pm-9:54 am

1 stop16h 05m

Santo Domingo Las Americas

Sun 1/25

1:57 pm-8:18 am

1 stop20h 21m

$287

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Tue 2/24

7:23 pm-4:29 pm

1 stop19h 06m

Santo Domingo Las Americas

Mon 3/2

12:41 pm-3:52 pm

2 stops29h 11m

$289

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Wed 1/14

5:57 pm-3:27 pm

1 stop19h 30m

Santo Domingo Las Americas

Wed 1/21

12:52 pm-8:18 am

1 stop21h 26m

$292

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Tue 1/13

9:23 am-4:29 pm

1 stop29h 06m

Santo Domingo Las Americas

Tue 1/20

12:52 pm-8:18 am

1 stop21h 26m

$293

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Wed 1/28

5:15 am-2:27 pm

1 stop7h 12m

Santo Domingo Las Americas

Wed 2/4

3:32 pm-11:46 pm

1 stop10h 14m

$297

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sun 1/25

5:15 am-2:27 pm

1 stop7h 12m

Santo Domingo Las Americas

Tue 2/3

3:32 pm-9:03 pm

1 stop7h 31m

$299

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Mon 3/2

2:19 pm-11:56 am

2 stops19h 37m

Santo Domingo Las Americas

Mon 3/9

10:56 am-8:53 pm

1 stop10h 57m

$337

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Wed 1/14

11:39 am-3:27 pm

1 stop25h 48m

Santo Domingo Las Americas

Wed 1/21

2:40 pm-10:19 pm

2 stops33h 39m

$346

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Wed 2/18

6:00 am-2:17 pm

1 stop6h 17m

Santo Domingo Las Americas

Fri 2/27

3:42 pm-10:42 pm

1 stop9h 00m

$390

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Wed 1/14

11:21 am-12:30 am

2 stops11h 09m

Santo Domingo Las Americas

Wed 3/18

7:05 am-10:29 pm

2 stops16h 24m

$394

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 Santo Domingo from

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

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 month to fly to Santo Domingo?

If you don’t want to visit Santo Domingo in August, then you should wait until September to fly from Chicago, when ticket prices are also cheap, with an average price of $426.

What is the cheapest day to depart on your flight to Santo Domingo?

Our data shows that Tuesday is the least expensive day to fly to Santo Domingo. Tickets to fly out on this day can be as low as $451. The most expensive day to fly to Santo Domingo is Friday, with ticket prices averaging around $561.

What is the cheapest time of day to depart on your flight to Santo Domingo?

The cheapest time of day to fly to Santo Domingo is in the evening when flights can be purchased for as low as $386. Try not to purchase tickets in the morning because they tend to be around $521. Of course, these prices can vary depending on the time of year and what airport you fly to.

How far in advance should I book a flight to Santo Domingo?

You are more likely to see cheaper flights to Santo Domingo from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Santo Domingo for around $489 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Santo Domingo from Chicago for as low as $406 on momondo.

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

You could potentially save up to 46% on your flight if you consider stops on a Chicago to Santo Domingo flight.

How have Chicago to Santo Domingo flight prices changed over time?

When to book flights from Chicago to Santo Domingo

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

Cheap Chicago to Santo Domingo (CHI to SDQ) flight deals and tips

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

Fastest flight time

6h 17m

Direct flights

None
The fastest flight from Chicago to Santo Domingo takes 6h 17m
There are no direct flights from Chicago to Santo Domingo. There are no popular flight routes from Chicago to Santo Domingo.
Search flight deals

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

    The straight-line distance from Chicago to Santo Domingo Las Americas is 1921.0 mi. Typically, this will take 6h 17m by plane in normal conditions.

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

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

  • How many operators does momondo search for flights from Chicago to Santo Domingo Las Americas Airport?

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

  • What documentation or ID do you need to fly to Santo Domingo Las Americas Airport?

    The travel and health documents you'll need for your trip to Santo Domingo Las Americas Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Santo Domingo Las Americas Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Chicago to Santo Domingo?

Best airlines flying from Chicago to Santo Domingo

Compare and see reviews for airlines that fly from Chicago to Santo Domingo with momondo
Airline
Rating
Free Cancellation
Price
Copa AirlinesPriceFrom $188Free CancellationRating
7.6
1,556 reviews
Search Copa Airlines flights
Spirit AirlinesPriceFrom $208Free CancellationRating
6.3
8,189 reviews
Search Spirit Airlines flights
JetBluePriceFrom $367Free CancellationRating
7.2
2,895 reviews
Search JetBlue flights
American AirlinesPriceFrom $388Free CancellationRating
7.2
11,049 reviews
Search American Airlines flights
United AirlinesPriceFrom $402Free CancellationRating
7.4
9,094 reviews
Search United Airlines flights
DeltaPriceFrom $406Free CancellationRating
7.9
8,008 reviews
Search Delta flights

Traveling to a place near Santo Domingo?

Book flights to Santo Domingo if you plan to visit one of these locations
Juan Dolio

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Santo Domingo. momondo saves you time and could save you money on your trip.

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

momondo does allow users to show only those flights to Santo Domingo from Chicago which offer a flexible booking policy as well as other useful filters and features.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Santo Domingo from Chicago.

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

If you are not ready to book a flight from Chicago to Santo Domingo now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Santo Domingo and let you know when they change.

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