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CHI - SDQ

$155 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 8/29. 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
$341
Typical prices: $309-$479
Multiple Airlines
Fri 11/6Fri 11/13
ORD - SDQ • 1 stop
Cheapest one-way
$155
Typical prices: $222-$333
Multiple Airlines
Sat 8/29
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 21m (one-way)
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When to book
2 weeks
in advance
Our data shows that travelers who book at least 2 weeks in advance save around 22% compared to booking last minute.
Insights
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When to travel
November
Cheapest • 26% price drop
March
Most popular
Good to know
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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

Fri, Nov 6 - Fri, Nov 13
Multiple Airlines Logo
5:45 am - 4:20 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
8h 35m1 stop Punta Cana
Multiple Airlines Logo
1:40 am - 8:57 amSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
9h 17m1 stop Punta Cana
$341Multiple Airlines
Sat, Sep 12 - Fri, Sep 18
Multiple Airlines Logo
12:12 pm - 9:40 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
8h 28m1 stop Punta Cana
Multiple Airlines Logo
1:40 am - 11:12 amSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
10h 32m1 stop Punta Cana
$371Multiple Airlines
Thu, Sep 24 - Tue, Sep 29
JetBlue Logo
6:00 am - 2:49 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
7h 49m1 stop Fort Lauderdale
JetBlue Logo
2:29 pm - 11:08 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
9h 39m1 stop Fort Lauderdale
$447JetBlue
Fri, Sep 25 - Tue, Sep 29
JetBlue Logo
6:00 am - 2:49 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
7h 49m1 stop Fort Lauderdale
JetBlue Logo
3:59 pm - 11:08 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
8h 09m1 stop Fort Lauderdale
$447JetBlue
Sat, Sep 19 - Sat, Sep 26
American Airlines Logo
6:59 am - 3:17 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
7h 18m1 stop Miami
American Airlines Logo
2:15 pm - 11:30 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
10h 15m1 stop Miami
$481American Airlines
Sat, Sep 19 - Sat, Sep 26
American Airlines Logo
7:47 am - 6:34 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
9h 47m2 stops Washington, D.C. Reagan-National Miami
American Airlines Logo
4:20 pm - 12:33 amSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
9h 13m1 stop Miami
$481American Airlines
Thu, Sep 10 - Wed, Sep 16
Delta Logo
7:00 am - 6:07 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
10h 07m1 stop New York LaGuardia
Delta Logo
2:53 pm - 11:59 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
10h 06m1 stop Atlanta Hartsfield-Jackson
$511Delta
Thu, Sep 10 - Wed, Sep 16
Delta Logo
10:44 am - 12:38 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
24h 54m2 stops Atlanta Hartsfield-Jackson New York John F Kennedy Intl
Delta Logo
2:53 pm - 7:56 amSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
18h 03m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County
$511Delta
Mon, Sep 21 - Mon, Sep 28
United Airlines Logo
5:00 am - 2:10 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
8h 10m1 stop Newark
United Airlines Logo
6:00 am - 10:28 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
17h 28m1 stop Newark
$654United Airlines
Sun, Nov 22 - Wed, Nov 25
United Airlines Logo
5:00 am - 11:46 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
16h 46m1 stop Newark
United Airlines Logo
4:18 pm - 9:02 amSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
18h 44m1 stop Newark
$705United Airlines
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 November.

Flight prices are below average for this route right now.

Flights to Santo Domingo from Chicago usually cost between $435 and $538 in November.
The lowest price found in the past 5 days was $341 on Multiple Airlines (Nov 6-Nov 13).

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 November, where tickets cost $383 (return) on average. On the other hand, the most expensive months are June and March, where the average cost of round-trip tickets is $663 and $632 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 2 weeks before departure, which saves you about 22% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

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Good to know

Low season

January

Cheapest flight

$155
Best time to beat the crowds with an average 16% drop 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 $155 for a one-way ticket and $341 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?

    SkyTeam, Star Alliance, and oneworld are the airline alliances operating flights between Chicago and Santo Domingo, with SkyTeam 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 $573 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 $514 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)