Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to Santo Domingo from $168

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 6/22. 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

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
4:30 am - 4:55 pm
ORD
-
SDQ
11h 25m
1 stop
Multiple Airlines Logo
1:40 am - 9:57 am
SDQ
-
ORD
9h 17m
1 stop
$387Multiple Airlines
Mon, Oct 26 - Fri, Oct 30
Multiple Airlines Logo
12:12 pm - 9:40 pm
ORD
-
SDQ
8h 28m
1 stop
Multiple Airlines Logo
1:55 pm - 10:10 pm
SDQ
-
ORD
9h 15m
1 stop
$393Multiple Airlines
Sat, Aug 1 - Sun, Aug 30
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
$412Multiple Airlines
Sat, Jul 4 - Fri, Jul 10
Multiple Airlines Logo
3:44 pm - 11:05 am
ORD
-
SDQ
18h 21m
2 stops
Multiple Airlines Logo
12:41 pm - 3:11 pm
SDQ
-
ORD
27h 30m
1 stop
$413Multiple Airlines
Thu, May 14 - Mon, May 18
Multiple Airlines Logo
4:05 pm - 2:39 pm
ORD
-
SDQ
21h 34m
1 stop
Multiple Airlines Logo
12:41 pm - 3:11 pm
SDQ
-
ORD
27h 30m
1 stop
$419Multiple Airlines
Fri, May 15 - Mon, May 18
Multiple Airlines Logo
4:30 am - 4:55 pm
ORD
-
SDQ
11h 25m
1 stop
Multiple Airlines Logo
12:41 pm - 10:46 pm
SDQ
-
ORD
11h 05m
1 stop
$421Multiple Airlines
Mon, May 18 - Wed, May 20
Multiple Airlines Logo
7:56 pm - 11:05 am
ORD
-
SDQ
14h 09m
1 stop
Multiple Airlines Logo
12:41 pm - 3:11 pm
SDQ
-
ORD
27h 30m
1 stop
$429Multiple Airlines
Thu, May 14 - Mon, May 18
Multiple Airlines Logo
12:59 pm - 4:00 am
ORD
-
SDQ
14h 01m
2 stops
Multiple Airlines Logo
4:01 pm - 12:37 pm
SDQ
-
ORD
21h 36m
1 stop
$435Multiple Airlines
Sat, May 23 - Thu, May 28
Delta Logo
6:00 am - 1:12 pm
MDW
-
SDQ
6h 12m
1 stop
Delta Logo
2:56 pm - 9:46 pm
SDQ
-
MDW
7h 50m
1 stop
$502Delta
Sun, Sep 6 - Tue, Sep 15
Delta Logo
9:23 am - 12:41 am
MDW
-
SDQ
14h 18m
2 stops
Delta Logo
7:35 pm - 10:09 am
SDQ
-
MDW
15h 34m
2 stops
$507Delta
Wed, Jun 3 - Mon, Jun 8

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

Frontier flights from Chicago to Santo Domingo

Our best Frontier deals on Chicago to Santo Domingo flight tickets
Frontier
May 22
ORD7:52 pmChicago O'Hare Intl
16h 47m
1 stop
SDQ1:39 pmSanto Domingo Las Americas
May 28
SDQ2:44 pmSanto Domingo Las Americas
29h 00m
1 stop
ORD6:44 pmChicago O'Hare Intl
$458
Frontier
Jun 6
ORD7:52 pmChicago O'Hare Intl
14h 13m
1 stop
SDQ11:05 amSanto Domingo Las Americas
Jun 14
SDQ12:21 pmSanto Domingo Las Americas
18h 58m
2 stops
ORD6:19 amChicago O'Hare Intl
$500

Spirit Airlines flights from Chicago to Santo Domingo

Our best Spirit Airlines deals on Chicago to Santo Domingo flight tickets
Spirit Airlines
May 24
ORD5:05 amChicago O'Hare Intl
9h 01m
1 stop
SDQ3:06 pmSanto Domingo Las Americas
May 28
SDQ4:01 pmSanto Domingo Las Americas
8h 14m
1 stop
ORD11:15 pmChicago O'Hare Intl
$442
Spirit Airlines
May 21
ORD5:05 amChicago O'Hare Intl
9h 01m
1 stop
SDQ3:06 pmSanto Domingo Las Americas
May 28
SDQ4:01 pmSanto Domingo Las Americas
8h 14m
1 stop
ORD11:15 pmChicago O'Hare Intl
$457
Spirit Airlines
May 24
ORD5:05 amChicago O'Hare Intl
9h 01m
1 stop
SDQ3:06 pmSanto Domingo Las Americas
May 31
SDQ4:01 pmSanto Domingo Las Americas
17h 21m
1 stop
ORD8:22 amChicago O'Hare Intl
$476

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 May 1, 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

Mon 10/26

4:30 am-4:55 pm

1 stop11h 25m

Santo Domingo Las Americas

Fri 10/30

1:40 am-9:57 am

1 stop9h 17m

$387

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sat 8/1

12:12 pm-9:40 pm

1 stop8h 28m

Santo Domingo Las Americas

Sun 8/30

1:55 pm-10:10 pm

1 stop9h 15m

$393

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sat 7/4

12:12 pm-9:40 pm

1 stop8h 28m

Santo Domingo Las Americas

Fri 7/10

1:40 am-11:12 am

1 stop10h 32m

$412

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Thu 5/14

3:44 pm-11:05 am

2 stops18h 21m

Santo Domingo Las Americas

Mon 5/18

12:41 pm-3:11 pm

1 stop27h 30m

$413

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Fri 5/15

4:05 pm-2:39 pm

1 stop21h 34m

Santo Domingo Las Americas

Mon 5/18

12:41 pm-3:11 pm

1 stop27h 30m

$419

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Mon 5/18

4:30 am-4:55 pm

1 stop11h 25m

Santo Domingo Las Americas

Wed 5/20

12:41 pm-10:46 pm

1 stop11h 05m

$421

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Thu 5/14

7:56 pm-11:05 am

1 stop14h 09m

Santo Domingo Las Americas

Mon 5/18

12:41 pm-3:11 pm

1 stop27h 30m

$429

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sat 5/23

12:59 pm-4:00 am

2 stops14h 01m

Santo Domingo Las Americas

Thu 5/28

4:01 pm-12:37 pm

1 stop21h 36m

$435
Quickest round-trip

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Sun 9/6

6:00 am-1:12 pm

1 stop6h 12m

Santo Domingo Las Americas

Tue 9/15

2:56 pm-9:46 pm

1 stop7h 50m

$502

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Wed 6/3

9:23 am-12:41 am

2 stops14h 18m

Santo Domingo Las Americas

Mon 6/8

7:35 pm-10:09 am

2 stops15h 34m

$507

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?

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 $506 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 43% 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 12m

Direct flights

None
The fastest flight from Chicago to Santo Domingo takes 6h 12m
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 12m 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 $208Free CancellationRating
6.3
8,637 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $383Free CancellationRating
7.1
11,684 reviews
Search American Airlines flights
United AirlinesPriceFrom $402Free CancellationRating
7.4
9,677 reviews
Search United Airlines flights
DeltaPriceFrom $410Free CancellationRating
7.9
8,465 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.

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
Sun 5/31
Sun 6/7
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the Dominican Republic