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Cheap flights from Chicago to Santo Domingo from $155

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 11/1. 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
12:12 pm - 9:40 pm-
8h 28m
Multiple Airlines Logo
1:45 pm - 11:40 pm-
10h 55m
$337Multiple Airlines
Sat, Sep 19 - Thu, Sep 24
Multiple Airlines Logo
5:45 am - 4:20 pm-
8h 35m
Multiple Airlines Logo
1:40 am - 8:57 am-
9h 17m
$341Multiple Airlines
Fri, Nov 6 - Fri, Nov 13
JetBlue Logo
6:00 am - 2:49 pm-
7h 49m
JetBlue Logo
2:29 pm - 11:08 pm-
9h 39m
$444JetBlue
Mon, Sep 14 - Mon, Sep 21
JetBlue Logo
6:00 am - 2:49 pm-
7h 49m
JetBlue Logo
3:59 pm - 11:08 pm-
8h 09m
$447JetBlue
Wed, Sep 9 - Mon, Sep 14
American Airlines Logo
5:20 am - 3:17 pm-
8h 57m
American Airlines Logo
4:20 pm - 12:33 am-
9h 13m
$480American Airlines
Mon, Sep 14 - Mon, Sep 21
American Airlines Logo
6:59 am - 3:17 pm-
7h 18m
American Airlines Logo
2:15 pm - 11:30 pm-
10h 15m
$481American Airlines
Sat, Sep 19 - Sat, Sep 26
Delta Logo
6:04 am - 1:32 pm-
6h 28m
Delta Logo
2:57 pm - 10:33 pm-
8h 36m
$513Delta
Fri, Oct 23 - Tue, Oct 27
Delta Logo
6:04 am - 1:32 pm-
6h 28m
Delta Logo
2:57 pm - 10:33 pm-
8h 36m
$513Delta
Sat, Oct 24 - Tue, Oct 27
United Airlines Logo
2:20 pm - 11:46 pm-
7h 26m
United Airlines Logo
6:00 am - 1:12 pm-
9h 12m
$608United Airlines
Mon, Jan 11 - Thu, Jan 21
United Airlines Logo
9:30 pm - 11:46 pm-
24h 16m
United Airlines Logo
6:00 am - 1:12 pm-
9h 12m
$618United Airlines
Sun, Jan 10 - Thu, Jan 21

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Delta flights from Chicago to Santo Domingo

Our best Delta deals on Chicago to Santo Domingo flight tickets
Delta
Oct 23
MDW6:04 amChicago Midway
6h 28m
1 stop
SDQ1:32 pmSanto Domingo Las Americas
Oct 27
SDQ2:57 pmSanto Domingo Las Americas
8h 36m
1 stop
MDW10:33 pmChicago Midway
$513
Delta
Aug 18
ORD1:00 pmChicago O'Hare Intl
10h 54m
1 stop
SDQ12:54 amSanto Domingo Las Americas
Sep 2
SDQ2:53 pmSanto Domingo Las Americas
10h 04m
1 stop
ORD11:57 pmChicago O'Hare Intl
$520
Delta
Aug 18
MDW6:42 pmChicago Midway
17h 46m
2 stops
SDQ1:28 pmSanto Domingo Las Americas
Aug 26
SDQ2:53 pmSanto Domingo Las Americas
8h 43m
1 stop
MDW10:36 pmChicago Midway
$525

JetBlue flights from Chicago to Santo Domingo

Our best JetBlue deals on Chicago to Santo Domingo flight tickets
JetBlue
Sep 14
ORD6:00 amChicago O'Hare Intl
7h 49m
1 stop
SDQ2:49 pmSanto Domingo Las Americas
Sep 21
SDQ2:29 pmSanto Domingo Las Americas
9h 39m
1 stop
ORD11:08 pmChicago O'Hare Intl
$444
JetBlue
Sep 6
ORD2:45 pmChicago O'Hare Intl
8h 14m
1 stop
SDQ11:59 pmSanto Domingo Las Americas
Sep 14
SDQ3:59 pmSanto Domingo Las Americas
8h 09m
1 stop
ORD11:08 pmChicago O'Hare Intl
$447
JetBlue
Sep 14
ORD6:00 amChicago O'Hare Intl
7h 49m
1 stop
SDQ2:49 pmSanto Domingo Las Americas
Sep 21
SDQ3:59 pmSanto Domingo Las Americas
8h 09m
1 stop
ORD11:08 pmChicago O'Hare Intl
$450

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 August 5, 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

Sat 9/19

12:12 pm-9:40 pm

1 stop8h 28m

Santo Domingo Las Americas

Thu 9/24

1:45 pm-11:40 pm

1 stop10h 55m

$337

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Fri 11/6

5:45 am-4:20 pm

1 stop8h 35m

Santo Domingo Las Americas

Fri 11/13

1:40 am-8:57 am

1 stop9h 17m

$341

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Mon 9/14

6:00 am-2:49 pm

1 stop7h 49m

Santo Domingo Las Americas

Mon 9/21

2:29 pm-11:08 pm

1 stop9h 39m

$444

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Wed 9/9

6:00 am-2:49 pm

1 stop7h 49m

Santo Domingo Las Americas

Mon 9/14

3:59 pm-11:08 pm

1 stop8h 09m

$447

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Mon 9/14

5:20 am-3:17 pm

2 stops8h 57m

Santo Domingo Las Americas

Mon 9/21

4:20 pm-12:33 am

1 stop9h 13m

$480

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sat 9/19

6:59 am-3:17 pm

1 stop7h 18m

Santo Domingo Las Americas

Sat 9/26

2:15 pm-11:30 pm

1 stop10h 15m

$481
Quickest round-trip

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Fri 10/23

6:04 am-1:32 pm

1 stop6h 28m

Santo Domingo Las Americas

Tue 10/27

2:57 pm-10:33 pm

1 stop8h 36m

$513

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Sat 10/24

6:04 am-1:32 pm

1 stop6h 28m

Santo Domingo Las Americas

Tue 10/27

2:57 pm-10:33 pm

1 stop8h 36m

$513

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Mon 1/11

2:20 pm-11:46 pm

1 stop7h 26m

Santo Domingo Las Americas

Thu 1/21

6:00 am-1:12 pm

1 stop9h 12m

$608

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sun 1/10

9:30 pm-11:46 pm

1 stop24h 16m

Santo Domingo Las Americas

Thu 1/21

6:00 am-1:12 pm

1 stop9h 12m

$618

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?

Prices are currently low for flights on this route.

Typical prices usually range from $435 to $538.
The lowest price recently found on this route was $337.

What is the cheapest month to fly to Santo Domingo?

If you don’t want to visit Santo Domingo in November, then you should wait until September to fly from Chicago, when ticket prices are also cheap, with an average price of $408.

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 $522 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.

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 22m

Direct flights

None
The fastest flight from Chicago to Santo Domingo takes 6h 22m
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 22m 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
8,487 reviews
Search Delta flights
JetBluePriceFrom $354Free CancellationRating
7.1
3,023 reviews
Search JetBlue flights
American AirlinesPriceFrom $383Free CancellationRating
7.1
11,849 reviews
Search American Airlines flights
United AirlinesPriceFrom $402Free CancellationRating
7.4
10,060 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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