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CHI - SDQ

$125 Find Cheap Flights from Chicago to Santo Domingo - Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$364
Typical prices: $413-$675
Multiple Airlines
Wed 11/28Tue 12/4
ORD - SDQ • 1 stop
Cheapest one-way
$125
Typical prices: $205-$330
Multiple Airlines
Mon 1/8
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 34m (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, Nov 28 - Fri, Dec 4
Multiple Airlines Logo
11:10 am - 9:40 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
8h 30m1 stop Punta Cana
Multiple Airlines Logo
1:40 am - 10:10 amSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
10h 30m1 stop Punta Cana
$364Multiple Airlines
Sat, Nov 14 - Fri, Nov 20
Multiple Airlines Logo
11:10 am - 9:40 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
8h 30m1 stop Punta Cana
Multiple Airlines Logo
1:40 am - 10:10 amSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
10h 30m1 stop Punta Cana
$364Multiple Airlines
Thu, Oct 22 - Thu, Oct 29
American Airlines Logo
5:29 pm - 12:35 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
18h 06m1 stop Philadelphia
American Airlines Logo
7:00 am - 6:14 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
12h 14m1 stop Miami
$490American Airlines
Mon, Dec 7 - Thu, Dec 10
American Airlines Logo
4:44 pm - 11:55 amORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
17h 11m1 stop Miami
American Airlines Logo
6:00 am - 3:44 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
11h 44m1 stop Miami
$490American Airlines
Wed, Oct 28 - Wed, Nov 4
United Airlines Logo
2:30 pm - 10:46 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
7h 16m1 stop Newark
United Airlines Logo
6:00 am - 4:21 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
12h 21m1 stop Newark
$490United Airlines
Wed, Dec 2 - Wed, Dec 9
United Airlines Logo
11:55 am - 11:46 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
9h 51m1 stop Newark
United Airlines Logo
6:00 am - 2:23 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
10h 23m1 stop Newark
$490United Airlines
Sat, Nov 7 - Tue, Nov 10
JetBlue Logo
7:00 am - 4:18 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
7h 18m1 stop Fort Lauderdale
JetBlue Logo
6:01 am - 1:42 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
9h 41m1 stop Fort Lauderdale
$492JetBlue
Sat, Nov 7 - Wed, Nov 11
JetBlue Logo
7:00 am - 4:18 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
7h 18m1 stop Fort Lauderdale
JetBlue Logo
6:01 am - 1:42 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
9h 41m1 stop Fort Lauderdale
$492JetBlue
Fri, Oct 30 - Thu, Nov 5
Delta Logo
5:27 am - 1:32 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
7h 05m1 stop Atlanta Hartsfield-Jackson
Delta Logo
3:57 pm - 7:41 amSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
17h 44m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County
$512Delta
Fri, Oct 30 - Thu, Nov 5
Delta Logo
5:27 am - 1:32 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
7h 05m1 stop Atlanta Hartsfield-Jackson
Delta Logo
3:57 pm - 11:57 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
10h 00m1 stop Atlanta Hartsfield-Jackson
$512Delta
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 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?

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

What’s 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 flights 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.

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Key details for Chicago to Santo Domingo flights

Low season

October

Cheapest flight

$125
Beat the crowds with an average 26% drop in travelers.
The most popular month to fly with an average 67% increase in travelers.
One-way 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 answers about this route, including flight times, airports, airlines and booking tips.

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

    Four cabin classes are available on flights from Chicago to Santo Domingo:

    • Economy Class
    • Premium Economy Class
    • Business Class
    • First Class

    Prices vary by airline.

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

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

  • 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.

  • 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.

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

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

  • 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 $214, which is 16% below the typical average for this route.

  • 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

  • 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).

  • 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

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

    Yes. Flexible dates can save you up to 28% on flights from Chicago to Santo Domingo. 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.

  • 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 34m, compared with 8h 04m via Miami (MIA) and 8h 28m 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 popular places can I visit in Santo Domingo?

    Some of the most popular sights in Santo Domingo are Catedral Primada de América, Centro Olimpico Juan Pablo Duarte and Palacio de los Deportes Virgilio Travieso Soto. These are among the most viewed places in Santo Domingo on KAYAK.

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 are flexible, aim for a Wednesday departure and avoid flying on Sunday. On this route, Wednesday flights average $475, about $183 less than Sunday fares (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

More options for your flight from Chicago to Santo Domingo

Complete your trip to Santo Domingo with a hotel stay or car rental

Car rentals in Santo Domingo
Hotels in Santo Domingo
Vacations in Santo Domingo