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Cheap flights from Chicago to Santo Domingo from $150

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 11/27. 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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Find the cheapest flights from Chicago to Santo Domingo

Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
3:26 pm - 2:54 amORD-SDQ
9h 28m1 stop
Spirit Airlines Logo
6:55 pm - 9:23 amSDQ-ORD
16h 28m1 stop
$287Spirit Airlines
Find Deal
Tue, Jan 6 - Wed, Jan 14
Spirit Airlines Logo
7:30 am - 3:23 pmORD-SDQ
5h 53m1 stop
Spirit Airlines Logo
8:01 am - 5:04 pmSDQ-ORD
11h 03m1 stop
$300Spirit Airlines
Find Deal
Wed, Jan 7 - Wed, Feb 18
Spirit Airlines Logo
5:00 am - 3:30 pmORD-SDQ
8h 30m1 stop
Spirit Airlines Logo
4:21 pm - 12:09 amSDQ-ORD
9h 48m1 stop
$303Spirit Airlines
Find Deal
Thu, Nov 27 - Thu, Dec 4
Spirit Airlines Logo
8:41 am - 5:50 pmORD-SDQ
7h 09m1 stop
Spirit Airlines Logo
6:55 pm - 9:23 amSDQ-ORD
16h 28m1 stop
$307Spirit Airlines
Find Deal
Mon, Feb 2 - Sat, Feb 7
JetBlue Logo
7:00 am - 9:33 pmORD-SDQ
13h 33m1 stop
JetBlue Logo
10:30 am - 9:33 pmSDQ-ORD
12h 03m1 stop
$390JetBlue
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Tue, Mar 17 - Wed, Mar 18
American Airlines Logo
10:19 am - 10:39 pmORD-SDQ
10h 20m2 stops
American Airlines Logo
11:02 am - 7:40 pmSDQ-ORD
10h 38m2 stops
$394American Airlines
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Thu, Feb 5 - Wed, Feb 18
American Airlines Logo
7:07 pm - 12:28 pmORD-SDQ
15h 21m1 stop
American Airlines Logo
6:23 pm - 8:49 amSDQ-ORD
16h 26m1 stop
$395American Airlines
Find Deal
Sat, Dec 6 - Sun, Dec 14
Delta Logo
9:34 am - 1:48 amMDW-SDQ
14h 14m2 stops
Delta Logo
6:35 am - 4:44 pmSDQ-MDW
12h 09m2 stops
$446Delta
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Mon, Dec 8 - Tue, Dec 16
Frontier Logo
3:10 pm - 11:30 amMDW-SDQ
18h 20m2 stops
Frontier Logo
4:19 pm - 11:25 pmSDQ-MDW
9h 06m1 stop
$479Frontier
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Mon, Jan 5 - Sun, Jan 11
Delta Logo
6:00 am - 2:15 pmMDW-SDQ
6h 15m1 stop
Delta Logo
3:40 pm - 9:46 pmSDQ-MDW
8h 06m1 stop
$489Delta
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Tue, Mar 3 - Thu, Mar 5

Spirit Airlines flights from Chicago to Santo Domingo

Our best Spirit Airlines deals on Chicago to Santo Domingo flight tickets
Spirit Airlines
Jan 6
ORD3:26 pmChicago O'Hare Intl
9h 28m
1 stop
SDQ2:54 amSanto Domingo Las Americas
Jan 14
SDQ6:55 pmSanto Domingo Las Americas
16h 28m
1 stop
ORD9:23 amChicago O'Hare Intl
$287
Find similar
Spirit Airlines
Jan 7
ORD7:30 amChicago O'Hare Intl
5h 53m
1 stop
SDQ3:23 pmSanto Domingo Las Americas
Feb 18
SDQ8:01 amSanto Domingo Las Americas
11h 03m
1 stop
ORD5:04 pmChicago O'Hare Intl
$300
Find similar
Spirit Airlines
Nov 27
ORD5:00 amChicago O'Hare Intl
8h 30m
1 stop
SDQ3:30 pmSanto Domingo Las Americas
Dec 4
SDQ4:21 pmSanto Domingo Las Americas
9h 48m
1 stop
ORD12:09 amChicago O'Hare Intl
$303
Find similar

JetBlue flights from Chicago to Santo Domingo

Our best JetBlue deals on Chicago to Santo Domingo flight tickets
JetBlue
Mar 17
ORD7:00 amChicago O'Hare Intl
13h 33m
1 stop
SDQ9:33 pmSanto Domingo Las Americas
Mar 18
SDQ10:30 amSanto Domingo Las Americas
12h 03m
1 stop
ORD9:33 pmChicago O'Hare Intl
$390
Find similar
JetBlue
Nov 4
ORD11:20 amChicago O'Hare Intl
12h 33m
2 stops
SDQ1:53 amSanto Domingo Las Americas
Nov 11
SDQ4:10 amSanto Domingo Las Americas
18h 42m
1 stop
ORD8:52 pmChicago O'Hare Intl
$504
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 October 30, 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

Tue 1/6

3:26 pm-2:54 am

1 stop9h 28m

Santo Domingo Las Americas

Wed 1/14

6:55 pm-9:23 am

1 stop16h 28m

$287

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Wed 1/7

7:30 am-3:23 pm

1 stop5h 53m

Santo Domingo Las Americas

Wed 2/18

8:01 am-5:04 pm

1 stop11h 03m

$300

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Thu 11/27

5:00 am-3:30 pm

1 stop8h 30m

Santo Domingo Las Americas

Thu 12/4

4:21 pm-12:09 am

1 stop9h 48m

$303

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Mon 2/2

8:41 am-5:50 pm

1 stop7h 09m

Santo Domingo Las Americas

Sat 2/7

6:55 pm-9:23 am

1 stop16h 28m

$307

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Tue 3/17

7:00 am-9:33 pm

1 stop13h 33m

Santo Domingo Las Americas

Wed 3/18

10:30 am-9:33 pm

1 stop12h 03m

$390

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Thu 2/5

10:19 am-10:39 pm

2 stops10h 20m

Santo Domingo Las Americas

Wed 2/18

11:02 am-7:40 pm

2 stops10h 38m

$394

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sat 12/6

7:07 pm-12:28 pm

1 stop15h 21m

Santo Domingo Las Americas

Sun 12/14

6:23 pm-8:49 am

1 stop16h 26m

$395

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Mon 12/8

9:34 am-1:48 am

2 stops14h 14m

Santo Domingo Las Americas

Tue 12/16

6:35 am-4:44 pm

2 stops12h 09m

$446

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Mon 1/5

3:10 pm-11:30 am

2 stops18h 20m

Santo Domingo Las Americas

Sun 1/11

4:19 pm-11:25 pm

1 stop9h 06m

$479

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Tue 3/3

6:00 am-2:15 pm

1 stop6h 15m

Santo Domingo Las Americas

Thu 3/5

3:40 pm-9:46 pm

1 stop8h 06m

$489

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 $512 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 32% 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 October 2025, prices for Chicago to Santo Domingo flights are approximately 8% 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 5h 53m 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
1,561 reviews
Search Copa Airlines flights
Spirit AirlinesPriceFrom $277Free CancellationRating
6.3
8,116 reviews
Search Spirit Airlines flights
JetBluePriceFrom $367Free CancellationRating
7.2
2,906 reviews
Search JetBlue flights
American AirlinesPriceFrom $390Free CancellationRating
7.2
11,035 reviews
Search American Airlines flights
United AirlinesPriceFrom $406Free CancellationRating
7.4
8,998 reviews
Search United Airlines flights
DeltaPriceFrom $406Free CancellationRating
7.9
7,998 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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