Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to Santo Domingo from $148

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.
American Airlines Logo
5:59 pm - 9:56 amORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
13h 57m1 stop Miami
American Airlines Logo
7:33 pm - 11:10 amSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
17h 37m1 stop Miami
$330American Airlines
Thu, Jan 21 - Thu, Jan 28
American Airlines Logo
4:46 pm - 11:51 amORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
17h 05m1 stop Miami
American Airlines Logo
6:00 am - 6:41 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
14h 41m1 stop Miami
$330American Airlines
Tue, Jan 19 - Tue, Jan 26
United Airlines Logo
11:25 am - 11:46 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
10h 21m1 stop Newark
United Airlines Logo
6:00 am - 4:03 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
12h 03m1 stop Newark
$330United Airlines
Wed, Jan 27 - Wed, Feb 3
United Airlines Logo
10:30 am - 11:46 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
11h 16m1 stop Newark
United Airlines Logo
6:00 am - 2:15 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
10h 15m1 stop Newark
$330United Airlines
Thu, Jan 28 - Thu, Feb 4
Frontier Logo
5:01 am - 2:11 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
7h 10m1 stop Orlando
Frontier Logo
3:26 pm - 3:56 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
26h 30m1 stop Orlando
$356Frontier
Thu, Jan 21 - Thu, Jan 28
Frontier Logo
5:24 pm - 1:10 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
17h 46m1 stop Orlando
Frontier Logo
2:25 pm - 1:08 amSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
12h 43m1 stop Orlando
$359Frontier
Wed, Dec 9 - Sun, Dec 13
JetBlue Logo
7:00 am - 4:19 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
7h 19m1 stop Fort Lauderdale
JetBlue Logo
2:44 pm - 11:47 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
11h 03m1 stop Fort Lauderdale
$367JetBlue
Tue, Jan 26 - Tue, Feb 2
JetBlue Logo
2:55 pm - 2:05 amORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
9h 10m1 stop Boston Logan Intl
JetBlue Logo
2:44 pm - 11:47 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
11h 03m1 stop Fort Lauderdale
$367JetBlue
Wed, Jan 27 - Wed, Feb 3
Delta Logo
5:30 am - 2:24 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
6h 54m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:30 am - 5:34 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
12h 04m1 stop New York John F Kennedy Intl
$520Delta
Sat, Jan 30 - Wed, Mar 3
Delta Logo
10:40 am - 12:57 amORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
12h 17m1 stop New York John F Kennedy Intl
Delta Logo
3:49 pm - 10:20 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
8h 31m1 stop Atlanta Hartsfield-Jackson
$520Delta
Sat, Jan 23 - Sat, Jan 30

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

JetBlue flights from Chicago to Santo Domingo

Our best JetBlue deals on Chicago to Santo Domingo flight tickets
JetBlue
Jan 26
ORD7:00 amChicago O'Hare Intl
7h 19m
1 stop
SDQ4:19 pmSanto Domingo Las Americas
Feb 2
SDQ2:44 pmSanto Domingo Las Americas
11h 03m
1 stop
ORD11:47 pmChicago O'Hare Intl
$367
JetBlue
Feb 3
ORD2:55 pmChicago O'Hare Intl
9h 10m
1 stop
SDQ2:05 amSanto Domingo Las Americas
Feb 10
SDQ2:44 pmSanto Domingo Las Americas
11h 03m
1 stop
ORD11:47 pmChicago O'Hare Intl
$375
JetBlue
Dec 8
ORD5:46 pmChicago O'Hare Intl
8h 10m
1 stop
SDQ3:56 amSanto Domingo Las Americas
Dec 15
SDQ6:01 amSanto Domingo Las Americas
9h 29m
1 stop
ORD1:30 pmChicago O'Hare Intl
$418

Frontier flights from Chicago to Santo Domingo

Our best Frontier deals on Chicago to Santo Domingo flight tickets
Frontier
Jan 21
ORD5:01 amChicago O'Hare Intl
7h 10m
1 stop
SDQ2:11 pmSanto Domingo Las Americas
Jan 28
SDQ3:26 pmSanto Domingo Las Americas
26h 30m
1 stop
ORD3:56 pmChicago O'Hare Intl
$356
Frontier
Dec 5
ORD5:24 pmChicago O'Hare Intl
17h 46m
1 stop
SDQ1:10 pmSanto Domingo Las Americas
Dec 13
SDQ1:27 pmSanto Domingo Las Americas
8h 57m
1 stop
ORD8:24 pmChicago O'Hare Intl
$359
Frontier
Jan 10
ORD10:31 pmChicago O'Hare Intl
16h 49m
1 stop
SDQ5:20 pmSanto Domingo Las Americas
Jan 17
SDQ3:26 pmSanto Domingo Las Americas
11h 29m
1 stop
ORD12:55 amChicago O'Hare Intl
$396

momondo Fare Finder

 
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 Chicago O'Hare Intl - SDQ Santo Domingo Las Americas

ORDSDQ

Chicago O'Hare Intl

Thu 1/21

5:59 pm-9:56 am

1 stop13h 57m

Santo Domingo Las Americas

Thu 1/28

7:33 pm-11:10 am

1 stop17h 37m

$330

ChicagoSanto Domingo

ORD Chicago O'Hare Intl - SDQ Santo Domingo Las Americas

ORDSDQ

Chicago O'Hare Intl

Tue 1/19

4:46 pm-11:51 am

1 stop17h 05m

Santo Domingo Las Americas

Tue 1/26

6:00 am-6:41 pm

1 stop14h 41m

$330

ChicagoSanto Domingo

ORD Chicago O'Hare Intl - SDQ Santo Domingo Las Americas

ORDSDQ

Chicago O'Hare Intl

Wed 1/27

11:25 am-11:46 pm

1 stop10h 21m

Santo Domingo Las Americas

Wed 2/3

6:00 am-4:03 pm

1 stop12h 03m

$330

ChicagoSanto Domingo

ORD Chicago O'Hare Intl - SDQ Santo Domingo Las Americas

ORDSDQ

Chicago O'Hare Intl

Thu 1/28

10:30 am-11:46 pm

1 stop11h 16m

Santo Domingo Las Americas

Thu 2/4

6:00 am-2:15 pm

1 stop10h 15m

$330

ChicagoSanto Domingo

ORD Chicago O'Hare Intl - SDQ Santo Domingo Las Americas

ORDSDQ

Chicago O'Hare Intl

Thu 1/21

5:01 am-2:11 pm

1 stop7h 10m

Santo Domingo Las Americas

Thu 1/28

3:26 pm-3:56 pm

1 stop26h 30m

$356

ChicagoSanto Domingo

ORD Chicago O'Hare Intl - SDQ Santo Domingo Las Americas

ORDSDQ

Chicago O'Hare Intl

Wed 12/9

5:24 pm-1:10 pm

1 stop17h 46m

Santo Domingo Las Americas

Sun 12/13

2:25 pm-1:08 am

1 stop12h 43m

$359
Quickest round-trip

ChicagoSanto Domingo

ORD Chicago O'Hare Intl - SDQ Santo Domingo Las Americas

ORDSDQ

Chicago O'Hare Intl

Tue 1/26

7:00 am-4:19 pm

1 stop7h 19m

Santo Domingo Las Americas

Tue 2/2

2:44 pm-11:47 pm

1 stop11h 03m

$367

ChicagoSanto Domingo

ORD Chicago O'Hare Intl - SDQ Santo Domingo Las Americas

ORDSDQ

Chicago O'Hare Intl

Wed 1/27

2:55 pm-2:05 am

1 stop9h 10m

Santo Domingo Las Americas

Wed 2/3

2:44 pm-11:47 pm

1 stop11h 03m

$367

ChicagoSanto Domingo

ORD Chicago O'Hare Intl - SDQ Santo Domingo Las Americas

ORDSDQ

Chicago O'Hare Intl

Sat 1/30

5:30 am-2:24 pm

1 stop6h 54m

Santo Domingo Las Americas

Wed 3/3

7:30 am-5:34 pm

1 stop12h 04m

$520

ChicagoSanto Domingo

ORD Chicago O'Hare Intl - SDQ Santo Domingo Las Americas

ORDSDQ

Chicago O'Hare Intl

Sat 1/23

10:40 am-12:57 am

1 stop12h 17m

Santo Domingo Las Americas

Sat 1/30

3:49 pm-10:20 pm

1 stop8h 31m

$520

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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?

Prices are currently low for flights on this route.

Typical prices usually range from $505 to $769.
The lowest price recently found on this route was $330.

What is the cheapest month to fly to Santo Domingo?

If you don’t want to visit Santo Domingo in February, then you should wait until August to fly from Chicago, when ticket prices are also cheap, with an average price of $502.

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 $576 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 $396 on momondo.

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

As of November 2026, prices for Chicago to Santo Domingo flights are approximately 30% 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

Best Price Found

$148

Fastest flight time

6h 24m

Direct flights

None
The best one-way flight to Santo Domingo from Chicago in the past 72 hours is $148. The best round-trip flight deal from Chicago to Santo Domingo found on momondo in the last 72 hours is $330.
The fastest flight from Chicago to Santo Domingo takes 6h 24m
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 24m 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
DeltaPriceFrom $261Free CancellationRating
7.8
8,696 reviews
Search Delta flights
JetBluePriceFrom $354Free CancellationRating
7.1
3,065 reviews
Search JetBlue flights
American AirlinesPriceFrom $389Free CancellationRating
7.0
12,229 reviews
Search American Airlines flights
United AirlinesPriceFrom $408Free CancellationRating
7.3
10,460 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.

An easier way to manage your Santo Domingo trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 12/3
Thu 12/10
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the Dominican Republic