$129 Cheap Flights from Santo Domingo (SDQ) to Chicago (ORD)

View $129 flight on Sat, Nov 15, 2025Opens in a new window

Popular airlines from Las Americas Intl. Airport (SDQ) to Chicago O'Hare Intl. Airport (ORD)

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

Prices were available within the past 7 days and start at $129 for one-way flights and $281 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Fri, Dec 5 - Wed, Dec 10
SDQ
Santo Domingo
ORD
Chicago
$281 Roundtrip, just found
$281
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, Dec 5 from Santo Domingo to Chicago, returning Wed, Dec 10, priced at $281 just found
Spirit Airlines
Wed, Dec 10 - Tue, Jan 6
SDQ
Santo Domingo
ORD
Chicago
$284 Roundtrip, found 2 days ago
$284
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Wed, Dec 10 from Santo Domingo to Chicago, returning Tue, Jan 6, priced at $284 found 2 days ago
Spirit Airlines
Fri, Nov 14 - Mon, Nov 17
SDQ
Santo Domingo
ORD
Chicago
$287 Roundtrip, found 2 days ago
$287
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Fri, Nov 14 from Santo Domingo to Chicago, returning Mon, Nov 17, priced at $287 found 2 days ago
Spirit Airlines
Sat, Nov 8 - Wed, Nov 12
SDQ
Santo Domingo
ORD
Chicago
$289 Roundtrip, found 6 days ago
$289
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Sat, Nov 8 from Santo Domingo to Chicago, returning Wed, Nov 12, priced at $289 found 6 days ago
Spirit Airlines
Fri, Dec 5 - Sun, Dec 7
SDQ
Santo Domingo
ORD
Chicago
$291 Roundtrip, found 1 day ago
$291
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Fri, Dec 5 from Santo Domingo to Chicago, returning Sun, Dec 7, priced at $291 found 1 day ago
Spirit Airlines
Wed, Dec 24 - Tue, Jan 13
SDQ
Santo Domingo
ORD
Chicago
$297 Roundtrip, found 3 days ago
$297
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Wed, Dec 24 from Santo Domingo to Chicago, returning Tue, Jan 13, priced at $297 found 3 days ago
Delta
Mon, Nov 17 - Tue, Nov 18
SDQ
Santo Domingo
ORD
Chicago
$409 Roundtrip, found 1 day ago
$409
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Nov 17 from Santo Domingo to Chicago, returning Tue, Nov 18, priced at $409 found 1 day ago
American Airlines
Wed, Nov 26 - Mon, Dec 1
SDQ
Santo Domingo
ORD
Chicago
$415 Roundtrip, found 2 hours ago
$415
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Wed, Nov 26 from Santo Domingo to Chicago, returning Mon, Dec 1, priced at $415 found 2 hours ago
United
Wed, Nov 12 - Tue, Nov 18
SDQ
Santo Domingo
ORD
Chicago
$416 Roundtrip, found 23 hours ago
$416
Roundtrip
found 23 hours ago
Select United flight, departing Wed, Nov 12 from Santo Domingo to Chicago, returning Tue, Nov 18, priced at $416 found 23 hours ago
JetBlue Airways
Fri, May 1 - Wed, May 6
SDQ
Santo Domingo
ORD
Chicago
$424 Roundtrip, found 2 hours ago
$424
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Fri, May 1 from Santo Domingo to Chicago, returning Wed, May 6, priced at $424 found 2 hours ago

Find the cheapest month to fly from Santo Domingo (SDQ) to Chicago (ORD)

September is typically the cheapest month to fly

From $268 - $470 per traveler.

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Midway Intl. MDW. Closest option available. Average driving time to city center is 16 minutes. Flights from $480
MDW
Midway Intl.
Closest
Average driving time to city center16 min
Flights from $480
Flights from Santo Domingo (SDQ) to Chicago (ORD)
Origin airport
Las Americas Intl.
Destination airport
O'Hare Intl.
Airlines serving
Aeromexico, American Airlines, Copa, Delta, Frontier Airlines, JetBlue Airways, Spirit Airlines, United, avianca
Roundtrip price
$280
Distance
1947 mi

Santo Domingo to Chicago Flights

The cheapest times to fly from Santo Domingo to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Santo Domingo to Chicago are during the month of December. You can find some of the cheapest flights from Santo Domingo to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Santo Domingo to Chicago

Sunday is one of the best days to book for cheap flights from Santo Domingo to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Santo Domingo to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Santo Domingo to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $129 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Santo Domingo to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Santo Domingo to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Las Americas Intl. Airport (SDQ) to O'Hare Intl. Airport (ORD) cost?
Get a cheap one-way flight from $129 or cheap return flight from $281 from Las Americas Intl. Airport (SDQ) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Las Americas Intl. Airport (SDQ) to O'Hare Intl. Airport (ORD)?
December is the most affordable month to fly from SDQ to ORD. Traveling during an off-peak travel window is often the key to better flight prices.
What is the cheapest airline that flies from Las Americas Intl. Airport (SDQ) to O'Hare Intl. Airport (ORD)?
To find the cheapest airline that'll fly you from SDQ to ORD, use Expedia's filter tool. Tailor your search based on what's important to you, such as preferred carriers and cabin class. You can then sort your results by "Price (lowest to highest)" to see the cheapest flights first.
How many flights per day from Las Americas Intl. Airport (SDQ) to O'Hare Intl. Airport (ORD)?
You'll have to hop on a flight with a layover if you're traveling from Las Americas Intl. Airport (SDQ) to O'Hare Intl. Airport (ORD). Direct flights don't operate daily on this route. However, simply filter your search to include one or more stops to discover an option that works for you.
What day of the week has the most flights from SDQ to ORD?
Friday is generally the busiest day for flights, while Tuesday tends to be the quietest.* Remember that flight schedules can vary depending on a number of factors, including the season and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Las Americas Intl. Airport (SDQ) to O'Hare Intl. Airport (ORD)?
To avoid potential delays on the Las Americas Intl. Airport (SDQ) to O'Hare Intl. Airport (ORD) route, fly before 3 PM. Departures after this hour have a 22% higher chance of cancellation.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Las Americas Intl. Airport (SDQ) to O'Hare Intl. Airport (ORD) last-minute?
Waiting until just before your trip to book your flight from SDQ to ORD generally means paying more. While you may find some last-minute offers, there's no guarantee. Keep your travel plans flexible to maximize your chances of scoring a bargain.
Is it cheaper to book a SDQ to ORD flight and hotel package?
Compared with arranging flights and hotels separately, booking a SDQ to ORD flight and hotel package with Expedia could result in significant savings. What's more, having everything in one easy place will take the stress out of planning your trip. Just secure your flights and select from our extensive range of stays, then tailor your trip with extras like activities, tours and car rentals.
Can I cancel or change the date of my flight from Las Americas Intl. Airport (SDQ) to O'Hare Intl. Airport (ORD)?
Typically, it's possible to reschedule or cancel your SDQ to ORD flight. However, for bookings made more than 24 hours ago, additional charges may apply. Check your airline's policies in your itinerary to see what changes are possible and whether any costs are involved. You'll also find further details on our Customer Service portal.

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*Available to One Key members.