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Cheap flights from Chicago to Santo Domingo from $133

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 10/5. 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

Spirit Airlines Logo
5:05 am - 4:00 pmORD-SDQ
9h 55m1 stop
Spirit Airlines Logo
3:59 pm - 11:45 pmSDQ-ORD
8h 46m1 stop
$234Spirit Airlines
Find Deal
Wed, Oct 1 - Sat, Oct 11
Spirit Airlines Logo
5:05 am - 2:42 pmORD-SDQ
8h 37m1 stop
Spirit Airlines Logo
3:59 pm - 11:45 pmSDQ-ORD
8h 46m1 stop
$272Spirit Airlines
Find Deal
Sat, Oct 4 - Sat, Oct 11
Spirit Airlines Logo
5:05 am - 2:54 pmORD-SDQ
8h 49m1 stop
Spirit Airlines Logo
3:59 pm - 11:45 pmSDQ-ORD
8h 46m1 stop
$278Spirit Airlines
Find Deal
Sat, Oct 11 - Sat, Oct 18
Logo
5:05 am - 2:48 pmORD-SDQ
8h 43m1 stop
Logo
6:41 pm - 1:56 pmSDQ-ORD
20h 15m1 stop
$328
Find Deal
Sun, Oct 5 - Fri, Oct 10
Logo
5:05 am - 4:00 pmORD-SDQ
9h 55m1 stop
Logo
6:41 pm - 1:56 pmSDQ-ORD
20h 15m1 stop
$329
Find Deal
Thu, Oct 2 - Fri, Oct 10
American Airlines Logo
6:00 am - 8:30 pmORD-SDQ
13h 30m1 stop
American Airlines Logo
2:35 pm - 11:58 pmSDQ-ORD
10h 23m1 stop
$375American Airlines
Find Deal
Tue, Oct 14 - Tue, Oct 21
Delta Logo
11:10 am - 12:27 amMDW-SDQ
12h 17m2 stops
Delta Logo
6:05 am - 6:25 pmSDQ-MDW
13h 20m2 stops
$379Delta
Find Deal
Sat, Oct 18 - Sat, Oct 25
Delta Logo
7:10 am - 6:24 pmORD-SDQ
10h 14m2 stops
Delta Logo
7:49 pm - 9:56 amSDQ-ORD
15h 07m1 stop
$379Delta
Find Deal
Tue, Oct 14 - Tue, Oct 21
American Airlines Logo
6:00 am - 1:35 pmORD-SDQ
6h 35m1 stop
American Airlines Logo
10:25 am - 5:53 pmSDQ-ORD
8h 28m1 stop
$383American Airlines
Find Deal
Tue, Oct 14 - Tue, Oct 28
JetBlue Logo
6:26 pm - 4:31 amORD-SDQ
8h 05m1 stop
JetBlue Logo
11:30 am - 9:33 pmSDQ-ORD
12h 03m1 stop
$389JetBlue
Find Deal
Fri, Feb 27 - Sat, Mar 7

Spirit Airlines flights from Chicago to Santo Domingo

Our best Spirit Airlines deals on Chicago to Santo Domingo flight tickets
Spirit Airlines
Oct 1
ORD5:05 amChicago O'Hare Intl
9h 55m
1 stop
SDQ4:00 pmSanto Domingo Las Americas
Oct 11
SDQ3:59 pmSanto Domingo Las Americas
8h 46m
1 stop
ORD11:45 pmChicago O'Hare Intl
$234
Find similar
Spirit Airlines
Oct 4
ORD5:05 amChicago O'Hare Intl
8h 37m
1 stop
SDQ2:42 pmSanto Domingo Las Americas
Oct 11
SDQ3:59 pmSanto Domingo Las Americas
8h 46m
1 stop
ORD11:45 pmChicago O'Hare Intl
$272
Find similar
Spirit Airlines
Oct 11
ORD5:05 amChicago O'Hare Intl
8h 49m
1 stop
SDQ2:54 pmSanto Domingo Las Americas
Oct 18
SDQ3:59 pmSanto Domingo Las Americas
8h 46m
1 stop
ORD11:45 pmChicago O'Hare Intl
$278
Find similar

American Airlines flights from Chicago to Santo Domingo

Our best American Airlines deals on Chicago to Santo Domingo flight tickets
American Airlines
Oct 14
ORD6:00 amChicago O'Hare Intl
13h 30m
1 stop
SDQ8:30 pmSanto Domingo Las Americas
Oct 21
SDQ2:35 pmSanto Domingo Las Americas
10h 23m
1 stop
ORD11:58 pmChicago O'Hare Intl
$375
Find similar
American Airlines
Oct 14
ORD6:00 amChicago O'Hare Intl
6h 35m
1 stop
SDQ1:35 pmSanto Domingo Las Americas
Oct 28
SDQ10:25 amSanto Domingo Las Americas
8h 28m
1 stop
ORD5:53 pmChicago O'Hare Intl
$383
Find similar
American Airlines
Oct 14
ORD6:00 amChicago O'Hare Intl
13h 30m
1 stop
SDQ8:30 pmSanto Domingo Las Americas
Oct 28
SDQ4:50 pmSanto Domingo Las Americas
8h 08m
1 stop
ORD11:58 pmChicago O'Hare Intl
$384
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 September 15, 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

Wed 10/1

5:05 am-4:00 pm

1 stop9h 55m

Santo Domingo Las Americas

Sat 10/11

3:59 pm-11:45 pm

1 stop8h 46m

$234

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sat 10/4

5:05 am-2:42 pm

1 stop8h 37m

Santo Domingo Las Americas

Sat 10/11

3:59 pm-11:45 pm

1 stop8h 46m

$272

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sat 10/11

5:05 am-2:54 pm

1 stop8h 49m

Santo Domingo Las Americas

Sat 10/18

3:59 pm-11:45 pm

1 stop8h 46m

$278

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sun 10/5

5:05 am-2:48 pm

1 stop8h 43m

Santo Domingo Las Americas

Fri 10/10

6:41 pm-1:56 pm

1 stop20h 15m

$328

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Thu 10/2

5:05 am-4:00 pm

1 stop9h 55m

Santo Domingo Las Americas

Fri 10/10

6:41 pm-1:56 pm

1 stop20h 15m

$329

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Tue 10/14

6:00 am-8:30 pm

1 stop13h 30m

Santo Domingo Las Americas

Tue 10/21

2:35 pm-11:58 pm

1 stop10h 23m

$375

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Sat 10/18

11:10 am-12:27 am

2 stops12h 17m

Santo Domingo Las Americas

Sat 10/25

6:05 am-6:25 pm

2 stops13h 20m

$379

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Tue 10/14

7:10 am-6:24 pm

2 stops10h 14m

Santo Domingo Las Americas

Tue 10/21

7:49 pm-9:56 am

1 stop15h 07m

$379

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Tue 10/14

6:00 am-1:35 pm

1 stop6h 35m

Santo Domingo Las Americas

Tue 10/28

10:25 am-5:53 pm

1 stop8h 28m

$383

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Fri 2/27

6:26 pm-4:31 am

1 stop8h 05m

Santo Domingo Las Americas

Sat 3/7

11:30 am-9:33 pm

1 stop12h 03m

$389

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 typical price of a round-trip flight between Chicago and Santo Domingo?

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 $531 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 $395 on momondo.

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

You could potentially save up to 61% 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?

As of September 2025, prices for Chicago to Santo Domingo flights are approximately 24% more expensive when compared to flights at the same time last year.

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

Direct flights

None
There are no direct flights from Chicago to Santo Domingo. There are no popular flight routes from Chicago to Santo Domingo.
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  • 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 15m 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
1,531 reviews
Search Copa Airlines flights
Spirit AirlinesPriceFrom $277Free CancellationRating
6.3
8,015 reviews
Search Spirit Airlines flights
JetBluePriceFrom $367Free CancellationRating
7.2
2,912 reviews
Search JetBlue flights
United AirlinesPriceFrom $406Free CancellationRating
7.4
8,929 reviews
Search United Airlines flights
DeltaPriceFrom $406Free CancellationRating
7.9
7,954 reviews
Search Delta flights
American AirlinesPriceFrom $406Free CancellationRating
7.2
10,000 reviews
Search American Airlines 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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