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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 3/10. 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.
Spirit Airlines Logo
5:15 am - 2:20 pm
ORD
-
SDQ
7h 05m
1 stop
Spirit Airlines Logo
3:32 pm - 9:13 pm
SDQ
-
ORD
7h 41m
1 stop
$242Spirit Airlines
Tue, Mar 3 - Sat, Mar 7
Spirit Airlines Logo
8:16 pm - 2:20 pm
ORD
-
SDQ
16h 04m
1 stop
Spirit Airlines Logo
3:32 pm - 9:13 pm
SDQ
-
ORD
7h 41m
1 stop
$258Spirit Airlines
Sat, Feb 28 - Sat, Mar 7
Spirit Airlines Logo
5:15 am - 2:20 pm
ORD
-
SDQ
7h 05m
1 stop
Spirit Airlines Logo
3:32 pm - 9:13 pm
SDQ
-
ORD
7h 41m
1 stop
$265Spirit Airlines
Wed, Feb 18 - Wed, Feb 25
Spirit Airlines Logo
5:15 am - 2:20 pm
ORD
-
SDQ
7h 05m
1 stop
Spirit Airlines Logo
2:32 pm - 11:47 pm
SDQ
-
ORD
10h 15m
1 stop
$266Spirit Airlines
Wed, Mar 4 - Mon, Mar 9
Multiple Airlines Logo
4:51 pm - 4:29 pm
ORD
-
SDQ
22h 38m
1 stop
Multiple Airlines Logo
2:30 pm - 10:36 am
SDQ
-
ORD
21h 06m
1 stop
$288Multiple Airlines
Tue, Mar 17 - Mon, Mar 23
Multiple Airlines Logo
7:30 am - 5:25 am
MDW
-
SDQ
20h 55m
1 stop
Multiple Airlines Logo
10:56 am - 9:45 pm
SDQ
-
MDW
11h 49m
1 stop
$348Multiple Airlines
Sun, Mar 8 - Sat, Mar 14
Frontier Logo
8:00 am - 9:39 am
MDW
-
SDQ
23h 39m
1 stop
Frontier Logo
11:56 am - 9:45 pm
SDQ
-
MDW
11h 49m
1 stop
$388Frontier
Sat, Feb 28 - Sat, Mar 7
Frontier Logo
8:00 am - 9:39 am
MDW
-
SDQ
23h 39m
1 stop
Frontier Logo
11:56 am - 9:45 pm
SDQ
-
MDW
11h 49m
1 stop
$404Frontier
Sat, Feb 28 - Sat, Mar 7
Delta Logo
6:00 am - 1:10 pm
MDW
-
SDQ
6h 10m
1 stop
Delta Logo
2:35 pm - 10:31 pm
SDQ
-
MDW
8h 56m
1 stop
$411Delta
Wed, Mar 11 - Tue, Mar 17
Delta Logo
6:00 am - 6:55 pm
MDW
-
SDQ
11h 55m
2 stops
Delta Logo
2:35 pm - 10:31 pm
SDQ
-
MDW
8h 56m
1 stop
$415Delta
Wed, Mar 11 - Tue, Mar 17

Delta flights from Chicago to Santo Domingo

Our best Delta deals on Chicago to Santo Domingo flight tickets
Delta
Mar 11
MDW6:00 amChicago Midway
6h 10m
1 stop
SDQ1:10 pmSanto Domingo Las Americas
Mar 17
SDQ2:35 pmSanto Domingo Las Americas
8h 56m
1 stop
MDW10:31 pmChicago Midway
$411
Delta
Mar 11
MDW6:00 amChicago Midway
11h 55m
2 stops
SDQ6:55 pmSanto Domingo Las Americas
Mar 17
SDQ6:57 amSanto Domingo Las Americas
11h 57m
2 stops
MDW5:54 pmChicago Midway
$415
Delta
Feb 9
ORD9:55 amChicago O'Hare Intl
12h 35m
2 stops
SDQ12:30 amSanto Domingo Las Americas
Feb 18
SDQ7:30 amSanto Domingo Las Americas
13h 49m
2 stops
ORD7:19 pmChicago O'Hare Intl
$429

Spirit Airlines flights from Chicago to Santo Domingo

Our best Spirit Airlines deals on Chicago to Santo Domingo flight tickets
Spirit Airlines
Mar 3
ORD5:15 amChicago O'Hare Intl
7h 05m
1 stop
SDQ2:20 pmSanto Domingo Las Americas
Mar 7
SDQ3:32 pmSanto Domingo Las Americas
7h 41m
1 stop
ORD9:13 pmChicago O'Hare Intl
$242
Spirit Airlines
Feb 28
ORD8:16 pmChicago O'Hare Intl
16h 04m
1 stop
SDQ2:20 pmSanto Domingo Las Americas
Mar 7
SDQ3:32 pmSanto Domingo Las Americas
7h 41m
1 stop
ORD9:13 pmChicago O'Hare Intl
$258
Spirit Airlines
Feb 18
ORD5:15 amChicago O'Hare Intl
7h 05m
1 stop
SDQ2:20 pmSanto Domingo Las Americas
Feb 25
SDQ3:32 pmSanto Domingo Las Americas
7h 41m
1 stop
ORD9:13 pmChicago O'Hare Intl
$265

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 January 29, 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

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Tue 3/3

5:15 am-2:20 pm

1 stop7h 05m

Santo Domingo Las Americas

Sat 3/7

3:32 pm-9:13 pm

1 stop7h 41m

$242

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sat 2/28

8:16 pm-2:20 pm

1 stop16h 04m

Santo Domingo Las Americas

Sat 3/7

3:32 pm-9:13 pm

1 stop7h 41m

$258

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Wed 2/18

5:15 am-2:20 pm

1 stop7h 05m

Santo Domingo Las Americas

Wed 2/25

3:32 pm-9:13 pm

1 stop7h 41m

$265

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Wed 3/4

5:15 am-2:20 pm

1 stop7h 05m

Santo Domingo Las Americas

Mon 3/9

2:32 pm-11:47 pm

1 stop10h 15m

$266

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Tue 3/17

4:51 pm-4:29 pm

1 stop22h 38m

Santo Domingo Las Americas

Mon 3/23

2:30 pm-10:36 am

1 stop21h 06m

$288

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Sun 3/8

7:30 am-5:25 am

1 stop20h 55m

Santo Domingo Las Americas

Sat 3/14

10:56 am-9:45 pm

1 stop11h 49m

$348

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Sat 2/28

8:00 am-9:39 am

1 stop23h 39m

Santo Domingo Las Americas

Sat 3/7

11:56 am-9:45 pm

1 stop11h 49m

$388

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Sat 2/28

8:00 am-9:39 am

1 stop23h 39m

Santo Domingo Las Americas

Sat 3/7

11:56 am-9:45 pm

1 stop11h 49m

$404

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Wed 3/11

6:00 am-1:10 pm

1 stop6h 10m

Santo Domingo Las Americas

Tue 3/17

2:35 pm-10:31 pm

1 stop8h 56m

$411

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Wed 3/11

6:00 am-6:55 pm

2 stops11h 55m

Santo Domingo Las Americas

Tue 3/17

2:35 pm-10:31 pm

1 stop8h 56m

$415

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.

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 $477 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 $378 on momondo.

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

You could potentially save up to 57% 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 10m

Direct flights

None
The fastest flight from Chicago to Santo Domingo takes 6h 10m
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 10m 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
Spirit AirlinesPriceFrom $180Free CancellationRating
6.3
8,389 reviews
Search Spirit Airlines flights
Copa AirlinesPriceFrom $188Free CancellationRating
7.5
1,560 reviews
Search Copa Airlines flights
DeltaPriceFrom $326Free CancellationRating
7.9
8,129 reviews
Search Delta flights
JetBluePriceFrom $367Free CancellationRating
7.2
2,892 reviews
Search JetBlue flights
American AirlinesPriceFrom $389Free CancellationRating
7.2
11,206 reviews
Search American Airlines flights
United AirlinesPriceFrom $402Free CancellationRating
7.4
9,214 reviews
Search United 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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