Cheap flights from Chicago to Santo Domingo
Travel > Caribbean > Dominican Republic > Chicago to Santo Domingo flights
Check our current prices for flights from Chicago to Santo Domingo. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from Chicago to Santo Domingo, you will need to run a search below.
Search and Compare cheap Flights

Book your flight now with Cheapoair.com and save!
Cheap Santo Domingo airfares from $314/RT are provided by Cheapoair.com. Outbound flight is leaving on 02/22/2025, 07:10 pm from Chicago Midway (MDW) airport and arrives at Santo Domingo Americas (SDQ) at 01:08 pm. The flight time is 17 hours and 58 minutes. The Returning flight departes on 03/04/2025, 04:00 pm (other return dates are also available). Date posted: 06 Jan 2025
Price evolution for flights From Chicago To Santo Domingo

Recent Deals on Flights from Chicago to Santo Domingo:Roundtrip / Oneway
- $314
Frontier Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (MDW) Santo Domingo, DO (SDQ) 02/22/2025 07:10 pm Santo Domingo, DO (SDQ) Chicago, IL (MDW) 03/04/2025 04:00 pm - $341
Multiple Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Santo Domingo, DO (SDQ) 02/22/2025 07:10 am Santo Domingo, DO (SDQ) Chicago, IL (ORD) 03/04/2025 04:00 pm - $362
Frontier Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Santo Domingo, DO (SDQ) 02/22/2025 08:44 pm Santo Domingo, DO (SDQ) Chicago, IL (ORD) 03/04/2025 04:00 pm - $414
Multiple Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (MDW) Santo Domingo, DO (SDQ) 02/22/2025 12:43 pm Santo Domingo, DO (SDQ) Chicago, IL (MDW) 03/04/2025 04:31 pm - $480
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Santo Domingo, DO (SDQ) 04/04/2025 05:10 am Santo Domingo, DO (SDQ) Chicago, IL (ORD) 04/19/2025 04:44 pm - $167
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Santo Domingo, DO (SDQ) 03/25/2025 06:25 pm - $193
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Santo Domingo, DO (SDQ) 03/30/2025 08:10 pm - $397
Avianca Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Santo Domingo, DO (SDQ) 03/30/2025 02:35 pm - $417
Avianca Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Santo Domingo, DO (SDQ) 03/25/2025 03:05 pm
Recently found cheap flight deals
Des Moines To Los Angeles Alaska Airlines airfares from Des Moines in June
$3081 Depart: 06/11/2022
Return: 06/19/2022
provided by Cheapoair.com
Houston To Spartanburg Alaska Airlines airfares from Houston in May
$2935 Depart: 05/07/2020
Return: 05/18/2020
provided by FlyFar
Newark To Austin Multiple Airlines airfares from Newark in February
$1116 Depart: 02/25/2025
Return: 03/18/2025
provided by Cheapoair.com
Boise To San Francisco Alaska Airlines airfares from Boise in May
$381 Depart: 05/05/2023
Return: 05/10/2023
provided by Cheapoair.com
Fort Lauderdale To San Salvador Multiple Airlines airfares from Fort Lauderdale in March
$1126 Depart: 03/12/2025
Return: 03/20/2025
provided by Cheapoair.com
Detroit To Sacramento Spirit Airlines airfares from Detroit in January
$413 Depart: 01/14/2025
Return: 01/28/2025
provided by Cheapoair.com
Indianapolis To Austin Multiple Airlines airfares from Indianapolis in February
$441 Depart: 02/24/2025
Return: 03/02/2025
provided by Cheapoair.com
Denver To Montego Bay Westjet airfares from Denver in February
$3744 Depart: 02/19/2025
Return: 02/28/2025
provided by Cheapoair.com
Baltimore To Miami Spirit Airlines airfares from Baltimore in May
$119 Depart: 05/06/2025
Return: 05/20/2025
provided by Cheapoair.com
Specify your search details. Browse the cheapest flights from Chicago to Santo Domingo, Santo Domingo hotel rooms and Chicago to Santo Domingo vacation packages from the most popular providers, airline consolidators and travel search engines.