CHI - SDQ

$159 Find Cheap Flights from Chicago to Santo Domingo - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Santo Domingo departing on 8/15. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$365
Typical prices: $335-$481
Multiple Airlines
Sat 10/31Fri 11/6
ORD - SDQ • 1 stop
Cheapest one-way
$159
Typical prices: $205-$239
Multiple Airlines
Sat 8/15
ORD - SDQ • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Chicago and Santo Domingo. You'll need at least 1 connection.
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Top layover airports
New York (JFK)
Cheapest • Avg $389 (round-trip)
Atlanta (ATL)
Shortest trip • 6h 19m (one-way)
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When to book
3 weeks
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 17% compared to booking last minute.
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When to travel
January
Cheapest • 63% price drop
March
Most popular
Good to know
Good to know
+1
+1
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+1
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We hope you love your trip to Santo Domingo!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Santo Domingo (CHI-SDQ)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Santo Domingo that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Santo Domingo

Sat, Oct 31 - Fri, Nov 6
Multiple Airlines Logo
11:27 am - 9:40 pm
ORD
-
SDQ
9h 13m
1 stop
Multiple Airlines Logo
1:40 am - 8:57 am
SDQ
-
ORD
9h 17m
1 stop
$365Multiple Airlines
Mon, Oct 19 - Thu, Oct 22
Multiple Airlines Logo
5:30 am - 4:55 pm
ORD
-
SDQ
10h 25m
1 stop
Multiple Airlines Logo
1:45 pm - 11:40 pm
SDQ
-
ORD
10h 55m
1 stop
$373Multiple Airlines
Tue, Aug 18 - Tue, Aug 25
JetBlue Logo
7:00 am - 3:23 pm
ORD
-
SDQ
7h 23m
1 stop
JetBlue Logo
5:01 am - 1:39 pm
SDQ
-
ORD
9h 38m
1 stop
$374JetBlue
Tue, Aug 18 - Tue, Aug 25
JetBlue Logo
7:00 am - 3:23 pm
ORD
-
SDQ
7h 23m
1 stop
JetBlue Logo
5:01 am - 1:39 pm
SDQ
-
ORD
9h 38m
1 stop
$375JetBlue
Thu, Aug 20 - Thu, Aug 27
JetBlue Logo
2:35 pm - 11:59 pm
ORD
-
SDQ
8h 24m
1 stop
JetBlue Logo
1:35 pm - 11:44 pm
SDQ
-
ORD
11h 09m
1 stop
$376JetBlue
Sat, Aug 15 - Tue, Aug 25
JetBlue Logo
3:20 pm - 11:59 pm
ORD
-
SDQ
7h 39m
1 stop
JetBlue Logo
5:01 am - 1:39 pm
SDQ
-
ORD
9h 38m
1 stop
$393JetBlue
Mon, Sep 14 - Sat, Sep 19
JetBlue Logo
6:00 am - 2:49 pm
ORD
-
SDQ
7h 49m
1 stop
JetBlue Logo
2:29 pm - 11:31 pm
SDQ
-
ORD
10h 02m
1 stop
$400JetBlue
Wed, Aug 19 - Wed, Aug 26
American Airlines Logo
5:00 am - 1:00 pm
ORD
-
SDQ
7h 00m
1 stop
American Airlines Logo
10:27 am - 5:54 pm
SDQ
-
ORD
8h 27m
1 stop
$402American Airlines
Sun, Sep 6 - Fri, Sep 11
Delta Logo
6:05 am - 1:28 pm
MDW
-
SDQ
6h 23m
1 stop
Delta Logo
2:53 pm - 10:45 pm
SDQ
-
MDW
8h 52m
1 stop
$408Delta
Sat, Oct 31 - Sat, Nov 14
Delta Logo
5:30 am - 1:41 pm
ORD
-
SDQ
7h 11m
1 stop
Delta Logo
6:45 am - 5:34 pm
SDQ
-
ORD
12h 49m
1 stop
$408Delta
Booking Insights

KAYAK's insights & trends for Chicago to Santo Domingo flights

Get data-powered insights and trends into flights from Chicago to Santo Domingo to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago to Santo Domingo?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Santo Domingo departing in October.

What is the cheapest month to fly from Chicago to Santo Domingo?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Santo Domingo, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Santo Domingo is January, where tickets cost $84 (return) on average. On the other hand, the most expensive months are June and May, where the average cost of round-trip tickets is $410 and $352 respectively.

How far in advance should I book a flight from Chicago to Santo Domingo?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Santo Domingo, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to Santo Domingo, you should book around 3 weeks before departure, which saves you about 17% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

Find deals

Good to know

Low seasonMay
Cheapest flight$159
Best time to beat the crowds but there is an average 5% increase in price.
Most popular time to fly with an average 15% increase in price.
Flight from Chicago O'Hare Airport to Santo Domingo

When to book flights from Chicago to Santo Domingo

Are your dates flexible? Find out the best times to travel from Chicago to Santo Domingo based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Santo Domingo

  • What is the cheapest flight from Chicago to Santo Domingo?

    In the last 5 days, the lowest price for a flight from Chicago to Santo Domingo was $159 for a one-way ticket and $365 for a round-trip.

  • Do I need a passport to fly between Chicago and Santo Domingo?

    Yes, you’ll need a passport to travel to Santo Domingo from Chicago.

  • Which airports will I be using when flying from Chicago to Santo Domingo?

    Chicago is served by 2 major airports and there is only 1 main airport in Santo Domingo. You will leave Chicago from one of these airports: Chicago Midway or Chicago O'Hare Intl. You will be arriving at Santo Domingo Las Americas.

  • Which aircraft models fly most regularly from Chicago to Santo Domingo?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Santo Domingo?

    Star Alliance, SkyTeam, and oneworld are the airline alliances operating flights between Chicago and Santo Domingo, with Star Alliance being the most commonly used for this route.

  • Which is the best airline for flights from Chicago to Santo Domingo, Delta or American Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Santo Domingo are Delta and American Airlines. With an average price for the route of $577 and an overall rating of 7.8, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $497 and an overall rating of 7.1.

  • How does KAYAK find such low prices on flights from Chicago to Santo Domingo?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Santo Domingo.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Santo Domingo?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Santo Domingo from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Santo Domingo?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Santo Domingo with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Santo Domingo?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Santo Domingo from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight from Chicago to Santo Domingo

Information on your arrival and departure airports

Santo Domingo (SDQ)