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Cheap flights from Chicago to Santo Domingo from $112

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 9/8. 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

Spirit Airlines Logo
5:05 am - 2:42 pmORD-SDQ
8h 37m1 stop
Spirit Airlines Logo
3:47 pm - 10:48 pmSDQ-ORD
8h 01m1 stop
$248Spirit Airlines
Find Deal
Sat, Sep 6 - Sat, Sep 13
Spirit Airlines Logo
5:05 am - 4:00 pmORD-SDQ
9h 55m1 stop
Spirit Airlines Logo
3:47 pm - 10:48 pmSDQ-ORD
8h 01m1 stop
$271Spirit Airlines
Find Deal
Tue, Sep 2 - Sat, Sep 6
Spirit Airlines Logo
5:05 am - 4:00 pmORD-SDQ
9h 55m1 stop
Spirit Airlines Logo
5:05 pm - 11:59 pmSDQ-ORD
7h 54m1 stop
$272Spirit Airlines
Find Deal
Wed, Aug 27 - Tue, Sep 2
Spirit Airlines Logo
5:05 am - 2:42 pmORD-SDQ
8h 37m1 stop
Spirit Airlines Logo
3:47 pm - 10:48 pmSDQ-ORD
8h 01m1 stop
$273Spirit Airlines
Find Deal
Sat, Sep 13 - Sat, Sep 20
Spirit Airlines Logo
5:05 am - 2:42 pmORD-SDQ
8h 37m1 stop
Spirit Airlines Logo
3:47 pm - 11:45 pmSDQ-ORD
8h 58m1 stop
$274Spirit Airlines
Find Deal
Sat, Oct 18 - Sat, Oct 25
Logo
10:27 am - 9:45 pmORD-SDQ
10h 18m1 stop
Logo
1:20 pm - 10:43 amSDQ-ORD
22h 23m2 stops
$368
Find Deal
Sat, Sep 13 - Tue, Sep 16
Frontier Logo
9:12 pm - 10:45 amMDW-SDQ
12h 33m1 stop
Frontier Logo
1:48 am - 11:17 pmSDQ-MDW
22h 29m1 stop
$398Frontier
Find Deal
Sat, Aug 9 - Sun, Aug 17
Delta Logo
6:00 am - 1:40 pmMDW-SDQ
6h 40m1 stop
Delta Logo
3:06 pm - 9:10 pmSDQ-MDW
7h 04m1 stop
$427Delta
Find Deal
Sat, Sep 13 - Sat, Sep 20
Delta Logo
10:35 am - 12:27 amMDW-SDQ
12h 52m2 stops
Delta Logo
6:05 am - 6:25 pmSDQ-MDW
13h 20m2 stops
$431Delta
Find Deal
Sat, Oct 18 - Sat, Oct 25
Frontier Logo
6:00 am - 2:48 pmMDW-SDQ
6h 48m1 stop
Frontier Logo
6:43 pm - 11:25 pmSDQ-MDW
30h 42m2 stops
$563Frontier
Find Deal
Thu, Dec 11 - Mon, Dec 15

Frontier flights from Chicago to Santo Domingo

Our best Frontier deals on Chicago to Santo Domingo flight tickets
Frontier
Aug 5
MDW11:39 amChicago Midway
11h 53m
1 stop
SDQ12:32 amSanto Domingo Las Americas
Aug 12
SDQ1:48 amSanto Domingo Las Americas
9h 52m
1 stop
MDW10:40 amChicago Midway
$375
Find similar
Frontier
Aug 6
ORD5:34 pmChicago O'Hare Intl
29h 58m
1 stop
SDQ12:32 amSanto Domingo Las Americas
Aug 12
SDQ1:48 amSanto Domingo Las Americas
9h 37m
1 stop
ORD10:25 amChicago O'Hare Intl
$377
Find similar
Frontier
Aug 6
ORD5:34 pmChicago O'Hare Intl
29h 58m
1 stop
SDQ12:32 amSanto Domingo Las Americas
Aug 13
SDQ11:58 amSanto Domingo Las Americas
26h 58m
1 stop
ORD1:56 pmChicago O'Hare Intl
$386
Find similar

Delta flights from Chicago to Santo Domingo

Our best Delta deals on Chicago to Santo Domingo flight tickets
Delta
Sep 13
MDW6:00 amChicago Midway
6h 40m
1 stop
SDQ1:40 pmSanto Domingo Las Americas
Sep 20
SDQ3:06 pmSanto Domingo Las Americas
7h 04m
1 stop
MDW9:10 pmChicago Midway
$427
Find similar
Delta
Oct 18
MDW10:35 amChicago Midway
12h 52m
2 stops
SDQ12:27 amSanto Domingo Las Americas
Oct 25
SDQ6:05 amSanto Domingo Las Americas
13h 20m
2 stops
MDW6:25 pmChicago Midway
$431
Find similar
Delta
Sep 18
MDW6:00 amChicago Midway
6h 24m
1 stop
SDQ1:24 pmSanto Domingo Las Americas
Sep 23
SDQ2:50 pmSanto Domingo Las Americas
7h 46m
1 stop
MDW9:36 pmChicago Midway
$470
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 July 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

Sat 9/6

5:05 am-2:42 pm

1 stop8h 37m

Santo Domingo Las Americas

Sat 9/13

3:47 pm-10:48 pm

1 stop8h 01m

$248

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Tue 9/2

5:05 am-4:00 pm

1 stop9h 55m

Santo Domingo Las Americas

Sat 9/6

3:47 pm-10:48 pm

1 stop8h 01m

$271

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Wed 8/27

5:05 am-4:00 pm

1 stop9h 55m

Santo Domingo Las Americas

Tue 9/2

5:05 pm-11:59 pm

1 stop7h 54m

$272

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sat 9/13

5:05 am-2:42 pm

1 stop8h 37m

Santo Domingo Las Americas

Sat 9/20

3:47 pm-10:48 pm

1 stop8h 01m

$273

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sat 10/18

5:05 am-2:42 pm

1 stop8h 37m

Santo Domingo Las Americas

Sat 10/25

3:47 pm-11:45 pm

1 stop8h 58m

$274

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sat 9/13

10:27 am-9:45 pm

1 stop10h 18m

Santo Domingo Las Americas

Tue 9/16

1:20 pm-10:43 am

2 stops22h 23m

$368

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Sat 8/9

9:12 pm-10:45 am

1 stop12h 33m

Santo Domingo Las Americas

Sun 8/17

1:48 am-11:17 pm

1 stop22h 29m

$398

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Sat 9/13

6:00 am-1:40 pm

1 stop6h 40m

Santo Domingo Las Americas

Sat 9/20

3:06 pm-9:10 pm

1 stop7h 04m

$427

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Sat 10/18

10:35 am-12:27 am

2 stops12h 52m

Santo Domingo Las Americas

Sat 10/25

6:05 am-6:25 pm

2 stops13h 20m

$431

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Thu 12/11

6:00 am-2:48 pm

1 stop6h 48m

Santo Domingo Las Americas

Mon 12/15

6:43 pm-11:25 pm

2 stops30h 42m

$563

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 June to fly from Chicago, when ticket prices are also cheap, with an average price of $474.

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 $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 $332 on momondo.

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

You could potentially save up to 35% 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 July 2025, prices for Chicago to Santo Domingo flights are approximately 11% 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

$112

Fastest flight time

6h 20m

Direct flights

None

Airports in Santo Domingo

1 airport
The best one-way flight to Santo Domingo from Chicago in the past 72 hours is $112. The best round-trip flight deal from Chicago to Santo Domingo found on momondo in the last 72 hours is $248.
The fastest flight from Chicago to Santo Domingo takes 6h 20m
There are no direct flights from Chicago to Santo Domingo. Popular non-direct routes for this connection are Chicago Midway Airport - Santo Domingo Las Americas Airport and Chicago O'Hare Intl Airport - Santo Domingo Las Americas Airport.
There is 1 airport near Santo Domingo: Santo Domingo Las Americas (SDQ)
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 20m 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 $193Free CancellationRating
7.5
1,493 reviews
Search Copa Airlines flights
Spirit AirlinesPriceFrom $277Free CancellationRating
6.3
8,048 reviews
Search Spirit Airlines flights
DeltaPriceFrom $334Free CancellationRating
8.0
7,980 reviews
Search Delta flights
United AirlinesPriceFrom $365Free CancellationRating
7.4
8,896 reviews
Search United Airlines flights
American AirlinesPriceFrom $404Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
JetBluePriceFrom $406Free CancellationRating
7.2
2,913 reviews
Search JetBlue 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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