Cheap Flights from Santo Domingo to Chicago, IL from $524

Return flight: Chicago – Santo Domingo
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On Cheapflightsplus.com you will find 4 connecting flights from Santo Domingo to Chicago. You can compare airfare deals from 1 airlines and multiple travel sites from $524, book and save on cheap plane tickets and last minute offers. Also check out SDQ-CHI flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Santo Domingo to Chicago 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: $524 (one-way), $899 (round-trip).
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Best Flights from Santo Domingo to Chicago Today

Take a look at the list of non stop flights and flights with layovers from Santo Domingo to Chicago with the lowest price of $524. Take a look at the list of flights with layovers from Santo Domingo to Chicago from $524. There’re no direct flights. The fastest connecting flight – 27h 15m.
Price Departure Arrival Flight Duration Airline Flight
from $524
Find flight
09:30
Santo Domingo
La Isabela Int
 20:40+1 день
Chicago
O'Hare International
 37h 10m
layover
5h 37m - Saint Martin
24h 10m - Miami
 Y2
Y2161
NK101
NK3
from $671
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10:45
Santo Domingo
La Isabela Int
 12:15+1 день
Chicago
O'Hare International
 27h 30m
layover
6h 0m - Willemstad
12h 20m - Bogota
 Y2
Y2151
AV79
AV262
Show all tickets
*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on February 05, 2025
Full flight schedule will help you in detecting at what time planes fly from Santo Domingo to Chicago. 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
09:30 — 20:40
+1 day
09:30 — 10:30 Y2161 Y2
Santo Domingo — Saint Martin
5h 37m stop
16:07 — 18:10 NK101 Spirit Airlines
Saint Martin — Miami
24h 10m stop
18:20 — 20:40 NK3 Spirit Airlines
Miami — Chicago
37h 10m
including layover
Find flight
from$524
09:30 — 12:00
+1 day
09:30 — 10:30 Y2161 Y2
Santo Domingo — Saint Martin
5h 40m stop
16:10 — 20:32 WS2277 WestJet
Saint Martin — Toronto
14h 40m stop
11:10 — 12:00 TS7060 Air Transat
Toronto — Chicago
28h 30m
including layover
Find flight
from$747
10:45 — 12:15
+1 day
10:45 — 11:45 Y2151 Y2
Santo Domingo — Willemstad
6h stop
17:45 — 18:40 AV79 Avianca
Willemstad — Bogota
12h 20m stop
07:00 — 12:15 AV262 Avianca
Bogota — Chicago
27h 30m
including layover
Find flight
from$671
10:45 — 12:00
+1 day
10:45 — 11:45 Y2151 Y2
Santo Domingo — Willemstad
4h 20m stop
16:05 — 20:41 WS2093 WestJet
Willemstad — Toronto
14h 29m stop
11:10 — 12:00 TS7060 Air Transat
Toronto — Chicago
27h 15m
including layover
Find flight
from$1154
*Departure and arrival times - local. Updated on February 5, 2025

Flight Information

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

Distance between Santo Domingo and Chicago is 3113 miles. Time difference between the cities is 2h. Airplanes depart 09:30 to 10:45 from 3 Santo Domingo airports and arrive 09:30 to 10:45 to 7 Chicago airports. Average flight time is 28h.

  • The fastest flight 27h 15m
  • Average flight time 28h
  • The earliest flight 09:30
  • The latest flight 10:45
  • Distance 1935 ml

The cheapest months to travel to Chicago are february (from 524 $), december (from 534 $).

What is the lowest airfare Santo Domingo to Chicago?

The cheapest plane ticket found by our users is $524. This airfare is for economy class on one-way Y2161 flight by Y2 for February 21, 2025 which leaves La Isabela Int in Santo Domingo at 09:30 am and arrives at Chicago O'Hare International at 20:40.

Economy class
$524
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Business class
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First class
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Popular Airlines on the Route

The flight Santo Domingo — Chicago is served by 1 regular airline . Most of the flights on this route are operated by Y2 - 4 departures per week at the price of from $ 524 . And the most expensive tickets are offered by Y2 airline - from $ 1154.

Direct flights

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

Connecting Flights

There are 4 flights with layovers on the route. The fastest connecting flight is Y2151 by Y2 takes 27h 15m and the cheapest is Y2161 by Y2 for $524.

  • Y2 - Y2
    from $524
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Airports

You can fly from Santo Domingo to Chicago from 3 airports (La Isabela Int, Las Americas, Santo Domingo Herrera).

Santo Domingo airports

  • La Isabela Int-JBQ
    from $524
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  • Las Americas-SDQ
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  • Santo Domingo Herrera-HEX
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Chicago airports

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

There are flights to Chicago from Santo Domingo by 1 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.

Top International Destinations from Santo Domingo

Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.

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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