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Cheap flights from Chicago to Santo Domingo from $139

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 5/28. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago to Santo Domingo

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Santo Domingo that have been recently found on momondo from popular airlines, departing in the coming months.
5:10 am - 3:39 pmORD-SDQ
9h 29m1 stop
4:44 pm - 4:27 pmSDQ-ORD
24h 43m1 stop
$340Spirit Airlines
Find Deal
Wed, Apr 2 - Mon, Apr 7
7:21 pm - 3:39 pmORD-SDQ
19h 18m1 stop
4:44 pm - 3:10 pmSDQ-ORD
23h 26m1 stop
$347Spirit Airlines
Find Deal
Tue, Apr 1 - Mon, Apr 7
3:09 pm - 10:45 amORD-SDQ
18h 36m1 stop
6:38 pm - 1:42 pmSDQ-ORD
20h 04m1 stop
$405Copa Airlines
Find Deal
Tue, Mar 11 - Mon, Mar 17
1:35 pm - 12:54 amORD-SDQ
10h 19m1 stop
7:16 am - 5:43 pmSDQ-ORD
11h 27m1 stop
$418Delta
Find Deal
Mon, Mar 17 - Mon, Mar 24
1:35 pm - 12:54 amORD-SDQ
10h 19m1 stop
7:16 am - 5:43 pmSDQ-ORD
11h 27m1 stop
$427Delta
Find Deal
Tue, Mar 11 - Tue, Mar 18
12:00 pm - 8:22 pmORD-SDQ
7h 22m1 stop
6:50 am - 8:58 pmSDQ-ORD
15h 08m1 stop
$436American Airlines
Find Deal
Thu, Apr 10 - Wed, Apr 23
3:49 pm - 11:11 amORD-SDQ
18h 22m1 stop
12:11 pm - 10:47 pmSDQ-ORD
11h 36m2 stops
$442American Airlines
Find Deal
Sun, Mar 23 - Tue, Apr 1
3:09 pm - 10:45 amORD-SDQ
18h 36m1 stop
6:38 pm - 1:42 pmSDQ-ORD
20h 04m1 stop
$450Copa Airlines
Find Deal
Thu, Mar 20 - Mon, Mar 24
11:44 am - 1:21 amORD-SDQ
12h 37m1 stop
3:28 am - 10:59 amSDQ-ORD
8h 31m1 stop
$467JetBlue
Find Deal
Tue, Mar 11 - Mon, Mar 17
5:10 pm - 2:11 amORD-SDQ
8h 01m1 stop
12:59 am - 12:28 pmSDQ-ORD
12h 29m1 stop
$469JetBlue
Find Deal
Tue, Mar 25 - Mon, Mar 31

Spirit Airlines flights from Chicago to Santo Domingo

Our best Spirit Airlines deals on Chicago to Santo Domingo flight tickets
Spirit Airlines
Apr 2
ORD5:10 amChicago O'Hare Intl
9h 29m
1 stop
SDQ3:39 pmSanto Domingo Las Americas
Apr 7
SDQ4:44 pmSanto Domingo Las Americas
24h 43m
1 stop
ORD4:27 pmChicago O'Hare Intl
Spirit Airlines
Apr 1
ORD7:21 pmChicago O'Hare Intl
19h 18m
1 stop
SDQ3:39 pmSanto Domingo Las Americas
Apr 7
SDQ4:44 pmSanto Domingo Las Americas
23h 26m
1 stop
ORD3:10 pmChicago O'Hare Intl
Spirit Airlines
Apr 2
ORD5:10 amChicago O'Hare Intl
9h 29m
1 stop
SDQ3:39 pmSanto Domingo Las Americas
Apr 7
SDQ4:44 pmSanto Domingo Las Americas
19h 25m
2 stops
ORD11:09 amChicago O'Hare Intl

Frontier flights from Chicago to Santo Domingo

Our best Frontier deals on Chicago to Santo Domingo flight tickets
Frontier
May 24
MDW2:44 pmChicago Midway
18h 54m
1 stop
SDQ10:38 amSanto Domingo Las Americas
Jun 3
SDQ12:00 pmSanto Domingo Las Americas
26h 46m
1 stop
MDW1:46 pmChicago Midway
Frontier
May 24
MDW2:44 pmChicago Midway
18h 54m
1 stop
SDQ10:38 amSanto Domingo Las Americas
Jun 3
SDQ12:00 pmSanto Domingo Las Americas
26h 46m
1 stop
MDW1:46 pmChicago Midway
Frontier
May 24
MDW2:44 pmChicago Midway
18h 54m
1 stop
SDQ10:38 amSanto Domingo Las Americas
May 29
SDQ12:00 pmSanto Domingo Las Americas
26h 46m
1 stop
MDW1:46 pmChicago Midway

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 April, then you should wait until March to fly from Chicago, when ticket prices are also cheap, with an average price of $430.

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 16 weeks ahead of your departure date. In general, you can expect to find flights to Santo Domingo for around $551 when searching 16 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 $355 on momondo.

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

As of February 2025, prices for Chicago to Santo Domingo flights are approximately 12% 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

$139

Fastest flight time

6h 07m

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 $139. The best round-trip flight deal from Chicago to Santo Domingo found on momondo in the last 72 hours is $340.
The fastest flight from Chicago to Santo Domingo takes 6h 07m
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)

  • 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 07m 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 $226Free CancellationRating
7.6
1,491 reviews
Search Copa Airlines flights
Spirit AirlinesPriceFrom $243Free CancellationRating
6.3
7,981 reviews
Search Spirit Airlines flights
DeltaPriceFrom $334Free CancellationRating
8.0
8,149 reviews
Search Delta flights
United AirlinesPriceFrom $352Free CancellationRating
7.4
8,733 reviews
Search United Airlines flights
American AirlinesPriceFrom $402Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
JetBluePriceFrom $406Free CancellationRating
7.4
3,044 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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