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Cheap flights from Chicago to Santo Domingo from $154

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 8/9. 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

Discover deals from 900+ travel sites with momondo.

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
12:29 am - 7:18 pm
ORD
-
SDQ
17h 49m
1 stop
Multiple Airlines Logo
3:30 pm - 10:26 pm
SDQ
-
ORD
7h 56m
1 stop
$330Multiple Airlines
Fri, Aug 28 - Sat, Sep 5
Multiple Airlines Logo
12:29 am - 7:18 pm
ORD
-
SDQ
17h 49m
1 stop
Multiple Airlines Logo
3:30 pm - 10:26 pm
SDQ
-
ORD
7h 56m
1 stop
$332Multiple Airlines
Fri, Aug 28 - Sat, Sep 5
Multiple Airlines Logo
12:12 pm - 9:40 pm
ORD
-
SDQ
8h 28m
1 stop
Multiple Airlines Logo
1:40 am - 11:12 am
SDQ
-
ORD
10h 32m
1 stop
$335Multiple Airlines
Sat, Sep 19 - Fri, Sep 25
JetBlue Logo
2:35 pm - 12:59 am
ORD
-
SDQ
8h 24m
1 stop
JetBlue Logo
2:28 pm - 11:44 pm
SDQ
-
ORD
11h 16m
1 stop
$359JetBlue
Sun, Nov 1 - Thu, Nov 12
JetBlue Logo
2:35 pm - 11:59 pm
ORD
-
SDQ
8h 24m
1 stop
JetBlue Logo
1:34 pm - 11:44 pm
SDQ
-
ORD
11h 10m
1 stop
$363JetBlue
Wed, Aug 12 - Sat, Aug 29
JetBlue Logo
7:00 am - 4:16 pm
ORD
-
SDQ
7h 16m
1 stop
JetBlue Logo
5:28 pm - 11:44 pm
SDQ
-
ORD
8h 16m
1 stop
$367JetBlue
Mon, Nov 2 - Tue, Nov 3
Delta Logo
6:05 am - 1:28 pm
MDW
-
SDQ
6h 23m
1 stop
Delta Logo
2:56 pm - 10:25 pm
SDQ
-
MDW
8h 29m
1 stop
$500Delta
Sun, Sep 6 - Tue, Sep 15
Delta Logo
6:00 am - 1:17 pm
MDW
-
SDQ
6h 17m
1 stop
Delta Logo
7:35 pm - 10:05 am
SDQ
-
MDW
15h 30m
2 stops
$505Delta
Tue, Jul 21 - Sun, Jul 26
Delta Logo
6:05 am - 1:28 pm
MDW
-
SDQ
6h 23m
1 stop
Delta Logo
2:56 pm - 10:25 pm
SDQ
-
MDW
8h 29m
1 stop
$510Delta
Sun, Sep 6 - Tue, Sep 15
Delta Logo
10:56 am - 12:54 am
MDW
-
SDQ
12h 58m
2 stops
Delta Logo
2:56 pm - 10:25 pm
SDQ
-
MDW
8h 29m
1 stop
$515Delta
Sun, Sep 6 - Tue, Sep 15

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JetBlue flights from Chicago to Santo Domingo

Our best JetBlue deals on Chicago to Santo Domingo flight tickets
JetBlue
Nov 1
ORD2:35 pmChicago O'Hare Intl
8h 24m
1 stop
SDQ12:59 amSanto Domingo Las Americas
Nov 12
SDQ2:28 pmSanto Domingo Las Americas
11h 16m
1 stop
ORD11:44 pmChicago O'Hare Intl
$359
JetBlue
Aug 12
ORD2:35 pmChicago O'Hare Intl
8h 24m
1 stop
SDQ11:59 pmSanto Domingo Las Americas
Aug 29
SDQ1:34 pmSanto Domingo Las Americas
11h 10m
1 stop
ORD11:44 pmChicago O'Hare Intl
$363
JetBlue
Nov 2
ORD7:00 amChicago O'Hare Intl
7h 16m
1 stop
SDQ4:16 pmSanto Domingo Las Americas
Nov 3
SDQ5:28 pmSanto Domingo Las Americas
8h 16m
1 stop
ORD11:44 pmChicago O'Hare Intl
$367

Delta flights from Chicago to Santo Domingo

Our best Delta deals on Chicago to Santo Domingo flight tickets
Delta
Sep 6
MDW6:05 amChicago Midway
6h 23m
1 stop
SDQ1:28 pmSanto Domingo Las Americas
Sep 15
SDQ2:56 pmSanto Domingo Las Americas
8h 29m
1 stop
MDW10:25 pmChicago Midway
$500
Delta
Jul 21
MDW6:00 amChicago Midway
6h 17m
1 stop
SDQ1:17 pmSanto Domingo Las Americas
Jul 26
SDQ7:35 pmSanto Domingo Las Americas
15h 30m
2 stops
MDW10:05 amChicago Midway
$505
Delta
Sep 6
MDW6:05 amChicago Midway
6h 23m
1 stop
SDQ1:28 pmSanto Domingo Las Americas
Sep 15
SDQ2:56 pmSanto Domingo Las Americas
8h 29m
1 stop
MDW10:25 pmChicago Midway
$510

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 June 17, 2026.
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

Cheapest round-trip

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Fri 8/28

12:29 am-7:18 pm

1 stop17h 49m

Santo Domingo Las Americas

Sat 9/5

3:30 pm-10:26 pm

1 stop7h 56m

$330

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Fri 8/28

12:29 am-7:18 pm

1 stop17h 49m

Santo Domingo Las Americas

Sat 9/5

3:30 pm-10:26 pm

1 stop7h 56m

$332

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sat 9/19

12:12 pm-9:40 pm

1 stop8h 28m

Santo Domingo Las Americas

Fri 9/25

1:40 am-11:12 am

1 stop10h 32m

$335

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sun 11/1

2:35 pm-12:59 am

1 stop8h 24m

Santo Domingo Las Americas

Thu 11/12

2:28 pm-11:44 pm

1 stop11h 16m

$359

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Wed 8/12

2:35 pm-11:59 pm

1 stop8h 24m

Santo Domingo Las Americas

Sat 8/29

1:34 pm-11:44 pm

1 stop11h 10m

$363

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Mon 11/2

7:00 am-4:16 pm

1 stop7h 16m

Santo Domingo Las Americas

Tue 11/3

5:28 pm-11:44 pm

1 stop8h 16m

$367
Quickest round-trip

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Sun 9/6

6:05 am-1:28 pm

1 stop6h 23m

Santo Domingo Las Americas

Tue 9/15

2:56 pm-10:25 pm

1 stop8h 29m

$500

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Tue 7/21

6:00 am-1:17 pm

1 stop6h 17m

Santo Domingo Las Americas

Sun 7/26

7:35 pm-10:05 am

2 stops15h 30m

$505

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Sun 9/6

6:05 am-1:28 pm

1 stop6h 23m

Santo Domingo Las Americas

Tue 9/15

2:56 pm-10:25 pm

1 stop8h 29m

$510

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Sun 9/6

10:56 am-12:54 am

2 stops12h 58m

Santo Domingo Las Americas

Tue 9/15

2:56 pm-10:25 pm

1 stop8h 29m

$515

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 January, then you should wait until November to fly from Chicago, when ticket prices are also cheap, with an average price of $134.

How far in advance should I book a flight from Chicago 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 $525 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 $405 on momondo.

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

You could potentially save up to 23% 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

Frequently asked questions about flying from Chicago to Santo Domingo

  • 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
JetBluePriceFrom $211Free CancellationRating
7.1
2,982 reviews
Search JetBlue flights
American AirlinesPriceFrom $383Free CancellationRating
7.1
11,678 reviews
Search American Airlines flights
United AirlinesPriceFrom $402Free CancellationRating
7.4
9,851 reviews
Search United Airlines flights
DeltaPriceFrom $410Free CancellationRating
7.8
8,408 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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