Cheap Flights from Chicago, IL to Santo Domingo from $374

On Cheapflightsplus.com you will find 13 connecting flights from Chicago to Santo Domingo. You can compare airfare deals from 3 airlines and multiple travel sites from $374, book and save on cheap plane tickets and last minute offers. Also check out CHI-SDQ flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Chicago to Santo Domingo Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $374 (one-way), $641 (round-trip).
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Full flight schedule will help you in detecting at what time planes fly from Chicago to Santo Domingo. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
Departure Arrival Flight Details Flight Duration Price
05:00 — 13:30
+1 day
05:00 — 09:09 NK2 Spirit Airlines
Chicago — Miami
2h 38m stop
11:47 — 15:40 NK885 Spirit Airlines
Miami — Aruba
20h 50m stop
12:30 — 13:30 Y2172 Y2
Aruba — Santo Domingo
30h 30m
including layover
Find flight
from$374
05:00 — 13:30
+1 day
05:00 — 09:00 NK19 Spirit Airlines
Chicago — Miami
2h 32m stop
11:46 — 15:40 NK885 Spirit Airlines
Miami — Aruba
20h 50m stop
12:30 — 13:30 Y2172 Y2
Aruba — Santo Domingo
30h 30m
including layover
Find flight
from$514
08:30 — 13:30
+2 days
08:30 — 12:37 NK1986 Spirit Airlines
Chicago — Miami
25h stop
13:37 — 17:34 NK885 Spirit Airlines
Miami — Aruba
18h 56m stop
12:30 — 13:30 Y2172 Y2
Aruba — Santo Domingo
51h
including layover
Find flight
from$402
10:42 — 13:45
+2 days
10:42 — 15:00 NK1 Spirit Airlines
Chicago — Miami
17h stop
08:00 — 11:55 AD8787 Azul
Miami — Willemstad
24h 50m stop
12:45 — 13:45 Q48435 Q4
Willemstad — Santo Domingo
49h 3m
including layover
Find flight
from$515
12:55 — 12:30
+2 days
12:55 — 15:37 PD2388 Porter Airlines
Chicago — Toronto
17h 53m stop
09:30 — 15:17 WS2276 WestJet
Toronto — Saint Martin
20h 14m stop
11:30 — 12:30 Q48439 Q4
Saint Martin — Santo Domingo
45h 35m
including layover
Find flight
from$604
13:35 — 13:45
+1 day
13:35 — 20:25 AV263 Avianca
Chicago — Bogota
10h 35m stop
07:00 — 09:50 AV92 Avianca
Bogota — Willemstad
2h 55m stop
12:45 — 13:45 Y2152 Y2
Willemstad — Santo Domingo
22h 10m
including layover
Find flight
from$874
13:35 — 13:45
+1 day
13:35 — 20:25 AV263 Avianca
Chicago — Bogota
10h 35m stop
07:00 — 09:50 AV92 Avianca
Bogota — Willemstad
2h 55m stop
12:45 — 13:45 Q48435 Q4
Willemstad — Santo Domingo
22h 10m
including layover
Find flight
from$1019
13:44 — 12:30
+2 days
13:44 — 20:21 NK172 Spirit Airlines
Chicago — San Juan
13h 49m stop
10:10 — 11:20 3M107 Gulfstream International Airlines
San Juan — Saint Martin
24h 10m stop
11:30 — 12:30 Y2162 Y2
Saint Martin — Santo Domingo
44h 46m
including layover
Find flight
from$401
13:44 — 12:30
+2 days
13:44 — 20:21 NK172 Spirit Airlines
Chicago — San Juan
13h 49m stop
10:10 — 11:20 3M107 Gulfstream International Airlines
San Juan — Saint Martin
24h 10m stop
11:30 — 12:30 Q48439 Q4
Saint Martin — Santo Domingo
44h 46m
including layover
Find flight
from$599
14:05 — 13:30
+1 day
13:35 — 20:25 AV263 Avianca
Chicago — Bogota
10h 10m stop
07:05 — 10:00 AV242 Avianca
Bogota — Aruba
2h 30m stop
12:30 — 13:30 Y2172 Y2
Aruba — Santo Domingo
21h 25m
including layover
Find flight
from$692
14:28 — 13:45
+2 days
14:28 — 18:43 NK717 Spirit Airlines
Chicago — Miami
13h 17m stop
08:00 — 11:55 AD8787 Azul
Miami — Willemstad
24h 50m stop
12:45 — 13:45 Y2152 Y2
Willemstad — Santo Domingo
45h 17m
including layover
Find flight
from$494
16:20 — 13:30
+2 days
16:20 — 20:30 NK1 Spirit Airlines
Chicago — Miami
17h 7m stop
13:37 — 17:34 NK885 Spirit Airlines
Miami — Aruba
18h 56m stop
12:30 — 13:30 Y2172 Y2
Aruba — Santo Domingo
43h 10m
including layover
Find flight
from$435
17:11 — 13:45
+2 days
17:11 — 21:26 NK158 Spirit Airlines
Chicago — Miami
10h 34m stop
08:00 — 11:55 AD8787 Azul
Miami — Willemstad
24h 50m stop
12:45 — 13:45 Q48435 Q4
Willemstad — Santo Domingo
42h 34m
including layover
Find flight
from$537
*Departure and arrival times - local. Updated on November 20, 2024

Flight Information

Below we will explain in detail what the flights cost on the destination from Chicago to Santo Domingo depends on and how to choose the most interesting flight option for you.

Distance between Chicago and Santo Domingo is 3113 miles. Time difference between the cities is 2h. Airplanes depart 05:00 to 17:11 from 7 Chicago airports and arrive 05:00 to 17:11 to 3 Santo Domingo airports. Average flight time is 43h 10m.

  • The fastest flight 21h 25m
  • Average flight time 43h 10m
  • The earliest flight 05:00
  • The latest flight 17:11
  • Distance 1935 ml

The cheapest months to travel to Santo Domingo are february (from 374 $), january (from 401 $), november (from 456 $).

The most expensive months are december (from 514 $), november (from 456 $), january (from 401 $).

What is the lowest airfare Chicago to Santo Domingo?

The cheapest plane ticket found by our users is $374. This airfare is for economy class on one-way NK2 flight by Spirit Airlines for February 1, 2025 which leaves O'Hare International in Chicago at 05:00 am and arrives at Santo Domingo La Isabela Int at 13:30.

Economy class
$374
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Business class
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First class
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Popular Airlines on the Route

The flight Chicago — Santo Domingo is served by 3 regular airlines and 2 low-cost airlines. Most of the flights on this route are operated by Porter Airlines - 1 departures per week at the price of from $ 604 . And the most expensive tickets are offered by Avianca airline - from $ 1019.

Direct flights

There’re no direct flights on this route. Try flights with stops.

Connecting Flights

There are 13 flights with layovers on the route. The fastest connecting flight is AV263 by Avianca takes 21h 25m and the cheapest is NK2 by Spirit Airlines for $374.

  • PD - Porter Airlines
    from $604
    Find
  • AV - Avianca
    from $692
    Find
  • NK - Spirit Airlines
    from $374
    Find
See more connecting flights

Airports

You can fly from Chicago to Santo Domingo from 7 airports (O'Hare International, Midway, Dupage County, Chicago FSS, Merrill C Meigs (closed), Pal-Waukee, Chicago NAS).

Chicago airports

  • O'Hare International-ORD
    from $374
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  • Midway-MDW
    from $604
    Find
  • Dupage County-DPA
    Find
  • Chicago FSS-CHI
    Find
  • Merrill C Meigs (closed)-CGX
    Find
  • Pal-Waukee-PWK
    Find
  • Chicago NAS-NOH
    Find

Santo Domingo airports

  • La Isabela Int-JBQ
    Find
  • Las Americas-SDQ
    Find
  • Santo Domingo Herrera-HEX
    Find

How to book a plane ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

    To find a plane ticket, please select dates.

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