CHI - SDQ

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

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Everything you should know

Cheapest round-trip
$363
Typical prices: $413-$675
Multiple Airlines
Wed 9/12Tue 9/18
ORD - SDQ • 1 stop
Cheapest one-way
$159
Typical prices: $205-$330
Multiple Airlines
Fri 10/19
ORD - SDQ • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Chicago and Santo Domingo. You'll need to take a connecting flight to reach the destination.
Insights
Insights
Top routes
ORD - SDQ
Cheapest • 10% average savings
MDW - SDQ
Most popular
Insights
Insights
When to book
22 weeks
in advance
Our data shows that travelers who book at least 22 weeks in advance save around 26% compared to booking last minute.
Insights
Insights
When to travel
November
Cheapest • 26% price drop
March
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Punta Cana (PUJ)
Cheapest • Avg $426 (round-trip)
Atlanta Hartsfield-Jackson (ATL)
Shortest trip • 7h 36m (one-way)
Insights
Insights
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We hope you love your trip to Santo Domingo!
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Flight Deals

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

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Santo Domingo

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
$363Multiple Airlines
Sat, Sep 19 - Fri, Sep 25
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
$397Multiple Airlines
Mon, Sep 14 - Mon, Sep 21
JetBlue Logo
6:00 pm - 12:38 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
17h 38m1 stop New York John F Kennedy Intl
JetBlue Logo
7:35 pm - 12:25 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
17h 50m1 stop New York John F Kennedy Intl
$458JetBlue
Mon, Nov 16 - Wed, Nov 18
JetBlue Logo
6:00 pm - 1:25 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
17h 25m1 stop New York John F Kennedy Intl
JetBlue Logo
8:35 pm - 12:46 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
18h 11m1 stop New York John F Kennedy Intl
$458JetBlue
Mon, Feb 1 - Fri, Feb 26
American Airlines Logo
5:28 pm - 12:23 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
16h 55m1 stop Miami
American Airlines Logo
6:48 pm - 7:42 amSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
14h 54m1 stop Miami
$508American Airlines
Thu, Sep 17 - Thu, Sep 24
American Airlines Logo
7:00 pm - 9:21 amORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
13h 21m1 stop Miami
American Airlines Logo
4:20 pm - 11:30 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
8h 10m1 stop Miami
$508American Airlines
Sat, Oct 10 - Mon, Oct 19
Delta Logo
5:40 pm - 12:37 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
17h 57m1 stop New York LaGuardia
Delta Logo
7:35 pm - 9:02 amSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
14h 27m1 stop New York John F Kennedy Intl
$520Delta
Thu, Feb 4 - Thu, Feb 25
Delta Logo
10:40 am - 12:30 amORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
11h 50m1 stop New York John F Kennedy Intl
Delta Logo
8:45 pm - 9:24 amSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
14h 39m1 stop New York John F Kennedy Intl
$520Delta
Thu, Oct 8 - Sat, Oct 24
United Airlines Logo
9:35 pm - 2:10 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
15h 35m1 stop Newark
United Airlines Logo
3:20 pm - 11:21 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
9h 01m1 stop Newark
$628United Airlines
Thu, Oct 8 - Wed, Oct 21
United Airlines Logo
9:35 pm - 2:10 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
15h 35m1 stop Newark
United Airlines Logo
3:20 pm - 11:21 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
9h 01m1 stop Newark
$628United Airlines
Booking Insights

Price, demand and travel trends for Chicago to Santo Domingo flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Chicago to Santo Domingo with more confidence.

What is the cheapest Chicago to Santo Domingo flight route?

Chicago O'Hare Intl Airport (ORD) to Santo Domingo (SDQ) is the cheapest Chicago to Santo Domingo route, averaging $510 round-trip. Other Chicago to Santo Domingo routes average $624, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from Chicago to Santo Domingo?

Wednesday is the cheapest day of the week to fly from Chicago to Santo Domingo, it is 8% cheaper than the average day. Sunday is the most expensive day with flight prices 27% higher than average. Based on deals found by KAYAK users in the last 12 months.

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

  • November is the cheapest month to fly from Chicago to Santo Domingo at $383 round-trip.
  • December ($675) and June ($670) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 76% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Chicago to Santo Domingo the cheapest?

Flights from Chicago to Santo Domingo are cheapest 22 weeks before departure. Booking in this window typically costs about 26% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Find deals

Key details for Chicago to Santo Domingo flights

Low season

October

Cheapest flight

$159
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly with an average 20% increase in price.
Flight from Chicago O'Hare Intl 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

Your Chicago to Santo Domingo flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Which airports can I use when flying from Chicago to Santo Domingo?

    Flights from Chicago to Santo Domingo may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Flights usually arrive at Santo Domingo Las Americas (SDQ).

  • What cabin classes can I book on flights from Chicago to Santo Domingo?

    Only Economy Class is available on flights from Chicago to Santo Domingo.

  • Which airports do connecting flights from Chicago to Santo Domingo pass through?

    One-stop flights from Chicago to Santo Domingo most commonly connect through:

    • Miami (MIA) - 44% of one-stop connections
    • Fort Lauderdale (FLL) - 25% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 11% of one-stop connections
    • Philadelphia (PHL) - 6% of one-stop connections

    Miami (MIA) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Chicago to Santo Domingo?

    Yes. Being flexible with your travel dates can save you up to 28% on the Chicago to Santo Domingo route. Wednesday is the cheapest departure day at $475 round-trip on average, while Sunday is the most expensive at $658, a difference of $183. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What popular places can I visit in Santo Domingo?

    Some of the most popular sights in Santo Domingo are Catedral Primada de América, Estadio Olimpico Felix Sanchez and Centro Olimpico Juan Pablo Duarte. These are among the most viewed places in Santo Domingo on KAYAK.

  • How long is a flight from Chicago to Santo Domingo?

    A nonstop flight from Chicago to Santo Domingo takes 0h 00m, covering 1,933 miles.

  • What are the earliest and latest flights from Chicago to Santo Domingo?

    These are the earliest and latest flight times available from Chicago to Santo Domingo:

    • Earliest: departs at 12:00 am and lands at 12:00 am
    • Latest: departs at 12:00 am and lands at 12:00 am.

    The flight takes about 0h 00m.

  • How expensive are last-minute Chicago to Santo Domingo flights?

    Last-minute fares on this route - booked within 2 weeks of departure - run 17% above the route average of $516. Book 22 weeks before departure for the lowest fares.

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

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • Have flight prices from Chicago to Santo Domingo changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $363 to $2,311. That means the highest observed fare was about 6x higher than the lowest one.

  • How are flight prices from Chicago to Santo Domingo looking right now?

    One-way fares from Chicago to Santo Domingo are currently lower than usual. Average one-way flight prices are about $222, which is 12% below the typical average for this route.

  • How much time can I save by choosing a different layover airport from Chicago to Santo Domingo?

    Flying via Atlanta Hartsfield-Jackson (ATL) gives the shortest average 1-stop total travel time at 7h 36m, compared with 8h 06m via Miami (MIA) and 8h 30m via Fort Lauderdale (FLL).

  • What is the time difference between Chicago and Santo Domingo?

    Santo Domingo is 1 hour ahead of Chicago (Atlantic Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available at Santo Domingo Las Americas Airport (SDQ)?

    Santo Domingo Las Americas Airport (SDQ) hosts 5 major car rental companies, with daily rates starting from around $7 for economy cars. Top options include:
    · Zezgo
    · America Car Rental
    · JUMBO CAR
    · Infinity Car Rental
    · Final Rentals

  • How much should I expect to pay for a Chicago to Santo Domingo flight?

    Round-trip flights from Chicago to Santo Domingo range from $413 to $675, with an average of $516 over the past 12 months. Anything below $413 counts as a good deal.

Your guide to booking Chicago to Santo Domingo flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Wednesday departure instead of Sunday. On this route, Wednesday flights average $475 - about $183 less than Sunday (28% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 22 weeks before you fly. On this route, that window historically saves about 26% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago to Santo Domingo trip for November. Fares historically average $383 round-trip in that month - typically $292 less than the most expensive month, which is December (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Santo Domingo Las Americas Airport.
    - Hampton by Hilton Santo Domingo Airport

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

Information on your arrival and departure airports

Santo Domingo (SDQ)