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CHI - SDQ

$143 Find cheap flights from Chicago to Santo Domingo

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Santo Domingo departing on 10/1. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sun 6/2
Sun 6/9

Search hundreds of travel sites at once for deals on flights to Santo Domingo

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Santo Domingo.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Santo Domingo.
In the last 7 days travelers have searched 43,693,958 times on KAYAK, and here is why:

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Cheap flight deals from Chicago to Santo Domingo (CHI-SDQ)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Santo Domingo that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
5:12 pm - 8:38 amMDW-SDQ
14h 26m1 stop
10:44 am - 7:31 amSDQ-MDW
21h 47m1 stop
$216Frontier
Find Deal
Fri, Jun 7 - Sun, Jun 16
8:27 am - 9:24 amMDW-SDQ
23h 57m1 stop
10:44 am - 7:31 amSDQ-MDW
21h 47m1 stop
$226Frontier
Find Deal
Wed, Jun 12 - Sun, Jun 16
10:58 am - 2:16 amORD-SDQ
14h 18m1 stop
3:46 pm - 11:29 pmSDQ-ORD
8h 43m1 stop
$232Spirit Airlines
Find Deal
Wed, May 15 - Thu, May 23
6:40 pm - 2:16 amORD-SDQ
6h 36m1 stop
4:10 am - 8:45 amSDQ-ORD
29h 35m1 stop
$237Spirit Airlines
Find Deal
Wed, May 15 - Tue, May 21
6:47 am - 8:30 pmORD-SDQ
12h 43m1 stop
10:20 am - 5:16 pmSDQ-ORD
7h 56m1 stop
$412American Airlines
Find Deal
Thu, Aug 22 - Tue, Aug 27
6:40 am - 2:34 pmORD-SDQ
6h 54m1 stop
8:02 am - 5:45 pmSDQ-ORD
10h 43m2 stops
$417American Airlines
Find Deal
Sun, Sep 15 - Tue, Sep 17
6:00 am - 1:05 pmMDW-SDQ
6h 05m1 stop
2:30 pm - 7:55 amSDQ-MDW
18h 25m1 stop
$445Delta
Find Deal
Sat, May 18 - Sun, May 26
9:32 am - 12:55 amMDW-SDQ
14h 23m2 stops
2:30 pm - 7:55 amSDQ-MDW
18h 25m1 stop
$450Delta
Find Deal
Sat, May 18 - Sun, May 26
5:32 pm - 3:03 amORD-SDQ
8h 31m1 stop
2:59 am - 4:45 pmSDQ-ORD
14h 46m1 stop
$486JetBlue
Find Deal
Wed, May 15 - Mon, May 20
5:32 pm - 3:03 amORD-SDQ
8h 31m1 stop
2:59 am - 4:45 pmSDQ-ORD
14h 46m1 stop
$510JetBlue
Find Deal
Fri, May 17 - Sat, May 25

Flights from Chicago to Santo Domingo - Travel Insights & Trends

Get data-powered insights and trends into flights from Chicago to Santo Domingo to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago to Santo Domingo?

The average price of all flights from Chicago to Santo Domingo clicked on KAYAK for each day over the last 12 months.
If you are looking for a flight deal from Chicago to Santo Domingo, look for departures on Tuesdays and avoid leaving on a Saturday, as it's usually the priciest day. When flying back from Santo Domingo, Wednesday is the cheapest day to fly and Friday is the most expensive.

What is the cheapest month to fly from Chicago to Santo Domingo?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago to Santo Domingo, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago to Santo Domingo is October, where tickets cost $393 on average. On the other hand, the most expensive months are November and July, where the average cost of tickets is $651 and $632 respectively.

How far in advance should I book a flight from Chicago to Santo Domingo?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago to Santo Domingo, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago to Santo Domingo, you should book around 5 days before departure. For the absolute cheapest price, our data suggests you should book 84 days before departure.

Which airlines provide the cheapest flights from Chicago to Santo Domingo?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The cheapest return flight ticket from Chicago to Santo Domingo found by KAYAK users in the last 72 hours was for $216 on Frontier, followed by Spirit Airlines ($232). One-way flight deals have also been found from as low as $143 on Spirit Airlines and from $187 on Copa Airlines.

Good to know

Low season

August

High season

April

Cheapest flight

$143
Best time to beat the crowds with an average 0% drop in price.
Most popular time to fly and prices are also 14% lower on average.
Flight from Chicago O'Hare 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
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Santo Domingo

  • What is the cheapest flight from Chicago to Santo Domingo?

    In the last 3 days, the lowest price for a flight from Chicago to Santo Domingo was $143 for a one-way ticket and $216 for a round-trip.

  • Do I need a passport to fly between Chicago and Santo Domingo?

    Yes, you’ll need a passport to travel to Santo Domingo from Chicago.

  • Which airports will I be using when flying from Chicago to Santo Domingo?

    Chicago is served by 2 major airports and there is only 1 main airport in Santo Domingo. You will leave Chicago from one of these airports: Chicago Midway or Chicago O'Hare Intl. You will be arriving at Santo Domingo Las Americas.

  • Which aircraft models fly most regularly from Chicago to Santo Domingo?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Santo Domingo?

    Star Alliance, SkyTeam, and oneworld are the airline alliances operating flights between Chicago and Santo Domingo, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Chicago to Santo Domingo, Delta or Copa Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Santo Domingo are Delta and Copa Airlines. With an average price for the route of $499 and an overall rating of 8.0, Delta is the most popular choice. Copa Airlines is also a great choice for the route, with an average price of $466 and an overall rating of 7.8.

  • How does KAYAK find such low prices on flights from Chicago to Santo Domingo?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Santo Domingo.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Santo Domingo?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Santo Domingo from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Santo Domingo?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Santo Domingo with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Santo Domingo?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Santo Domingo from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 5 airlines serving from Chicago to Santo Domingo

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Santo Domingo. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Santo Domingo? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10848 reviews
8.2Boarding
8.0Entertainment
7.9Comfort
7.4Food
8.6Crew
Airline reviews

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

8.0 ExcellentAnonymous, May 2024ATL - ATW
Read more about Delta reviews

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

Big plane, long flight, absolutely no leg room and basically non existent air! I am 5”4’ and always travel Main Cabin, I was miserable on this plane and could barely move when we arrived in Cabo due to the cramped leg area!

From Atlanta to Cabo I would have hoped on a plane that size I would have been able to breathe and wiggle my feet a little! The leg room in that plane is non existent and I am only 5”4’. And the air vent either wasn’t working very well or just could not blow air from the ceiling to the seat area as I was suffocating through the entire flight! And please don’t say I would have been more comfortable in first class because I cannot afford those rates and have always travelled Main Cabin without issues !

The pilots were good. Disappointing when planes don't have electrical ports

I liked the piloting of the aircraft. Very disappointed about lack of electrical ports. Also, although a short flight. there was enough time to hand out snacks to comfort + seats as was done for first class.

I had a wonderful experience flying with delta. The gentleman taking care of us on our flight was so nice, accommodating, and attentive. He always was smiling and giving pins to the kids which made me smile. The flight was quick too and without turbulence. Thank you for the great flying experience.

Delta is one of the best airlines I have flown

Made the Atlanta to Pittsburgh trip many times, with Delta no issues

Great. Loved that there was WiFi on flight to keep in touch and excellent service of beverages and snacks.

Business class is great. New airplane, very comfortable, better than some of the major airlines I am used to

Terrible. Flight was cancelled due to the weather in the east and sout east(florida). Did not get any compesation of any kind. According to them, it was not under their control so I lost all the money paid for the 2 fairs from Raleigh, NC to Orlando, Fl.

great flight. Pilot was communicative, flight attendants were excellent. Really nice experience except my tv didn’t work.

Overall, the flight was better than the flight I took to go to Florida, which had a bunch of problems. The crew is really nice and the plane was new so it had a small problem when we were on the runway, but the flight itself was great. They even made some time back up, which is always a good thing.

at the time for boarding the lady just call Group A and no other goups and everybody from A to F go inside without the right turn,and when we get in theres no more spsce for carry on , the ones that get in at not correct group from the back occupy our space !!!!! a mess !!!!

There were multiple delays but JetBlue tried to make the boarding and departure process as quick and efficient as possible. The crew was as detached from reality as could be, meaning: not very friendly and just doing things by the numbers.

I had back trouble prior to my flight and everyone was great about helping me.

Jetblue needs to improve on Onboarding as it seems to always be behind on departing. It never leaves on time. I would recommend to have an earlier Onboarding in order to leave on time and respect your customers time as well.

40 minute delay before take off after boarding flight. Bright lights throughout night flight due Issues with light panels. In flight Entertainment nonfunctional

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

Nothing beats ANA customer service on my opinion. Maybe because of their Japanese culture (and food). Arigatō

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

Flight delayed for 2 hours due to a part. The plane sat waiting for boarding for a long time and during final preflight inspection the issue was found. Why not do the preflight inspection sooner if you know the plane is being used?

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

Aircraft has better leg room than any of United's larger planes. We had requested mobility assistance for this and related flights. United's response to all was superb.

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

It was spectacular. I had basic Economy and was given so much space and their seats lean back so far. Staff was superb, food was superb, everything was superb, Finnair is Fantastic.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

We were delayed bc ground crew gave the flight crew the wrong paperwork. We taxiied to the runway then back to the gate to get the correct paperwork that no one bothered reviewing the first time we pushed back. Boarding was rude and stressful like it always is. Gate agents and flight attendants are all over 55 years of age, embittered by years of underpayment From AA leading to their passive agressive bitchiness for no reason.

Boarding time was easy & quick. Crew was excellent. In-flight entertainment was great/easy. Seats are too small and not enough room between rows: felt like a sardine/very cramped.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

I paid for WiFi, but it (WiFi) was very very slow, will never take again! Impossible open Utube 😤😤😤

I had no legroom, although I paid for extra legroom. I could barely put my bag in front of my feet and under the seat. The Wi-Fi was horrible. In fact the flight attendant said that they had to reboot it and see if it was going to work and never did.

The guy with severe body odor sat next to me. For the whole duration of the flight it was a torture. The airline should have better policy on limiting people with bad body odor to board the flight. Passengers should not be the ones to endure bad odor for the whole duration of the flight. The airline should be e the one to ensure decent air quality for ever passenger.

Overall it was a miserable experience... I will never fly spirit for more than a 3 hour flight or overnight.

The boarding attendant was slightly rude when I asked about checking our stroller. Made me feel like I was bothering her.

My wife and I are both handicapped and at boarding they upgraded us to a seat closer to the front rather than all the way towards the back. Much appreciated.

Not much seat room, but that was unexpected. But the seat headrest was very uncomfortable.

First the good, everyone was friendly and efficient. Flight was smooth and plane was very clean and new. Now the bad, seats have almost no padding on your behind. I was in exit row so I had tons of leg room for a 6' 2" bean pole with long legs. Everything was extra - water, soda, snacks everything besides oxygen. Ya get what you pay for, and my flight was cheap as you could ever want it, so no worries.

First the good, everyone was friendly and efficient. Flight was smooth and plane was very clean and new. Now the bad, seats have almost no padding on your behind. I was in exit row so I had tons of leg room for a 6' 2" bean pole with long legs. Everything was extra - water, soda, snacks everything besides oxygen. Ya get what you pay for, and my flight was cheap as you could ever want it, so no worries. They dont really bother you about carry-on size, I brought a descent sized backpack and they didnt even check.

Spirit canceled the flight in March and never notified me!

Book cheap flights from Chicago to Santo Domingo

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Santo Domingo found on KAYAK in the last 72 hours.
10/1Tue
1 stopSpirit Airlines
8h 41mORD-SDQ
$143
5/17Fri
1 stopSpirit Airlines
8h 05mORD-SDQ
$146
9/25Wed
1 stopCopa Airlines
19h 05mORD-SDQ
$187
9/25Wed
2 stopsAmerican Airlines
11h 27mORD-SDQ
$190
9/25Wed
1 stopDelta
6h 23mMDW-SDQ
$190
9/4Wed
2 stopsAmerican Airlines
8h 04mORD-SDQ
$193
9/25Wed
1 stopDelta
6h 23mMDW-SDQ
$195
7/15Mon
1 stopCopa Airlines
9h 35mORD-SDQ
$263
9/24Tue
1 stopAeromexico
28h 41mORD-SDQ
$472
7/14Sun
1 stopAeromexico
28h 45mORD-SDQ
$473

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Last minute flights from Chicago to Santo Domingo

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Santo Domingo that are departing in the next 10 days.
5/8Wed
multi-stopSpirit Airlines
14h 18mORD-SDQ
5/11Sat
multi-stopSpirit Airlines
14h 30mSDQ-ORD
$336
5/8Wed
multi-stopSpirit Airlines
14h 52mORD-SDQ
5/11Sat
multi-stopSpirit Airlines
14h 30mSDQ-ORD
$385
5/8Wed
multi-stopSpirit Airlines
7h 35mORD-SDQ
5/11Sat
multi-stopSpirit Airlines
14h 30mSDQ-ORD
$392
5/8Wed
multi-stopDelta
6h 05mMDW-SDQ
5/11Sat
multi-stopDelta
8h 31mSDQ-MDW
$478
5/7Tue
multi-stopDelta
6h 05mMDW-SDQ
5/8Wed
multi-stopDelta
8h 31mSDQ-MDW
$488
5/5Sun
multi-stopAmerican Airlines
9h 49mORD-SDQ
5/8Wed
multi-stopAmerican Airlines
12h 49mSDQ-ORD
$563
5/6Mon
multi-stopJetBlue
7h 50mORD-SDQ
5/7Tue
multi-stopJetBlue
14h 46mSDQ-ORD
$630
5/6Mon
multi-stopJetBlue
10h 37mORD-SDQ
5/6Mon
multi-stopJetBlue
14h 46mSDQ-ORD
$666
5/5Sun
multi-stopAeromexico
28h 35mORD-SDQ
5/7Tue
multi-stopAeromexico
26h 25mSDQ-ORD
$1,125
5/5Sun
multi-stopAeromexico
28h 35mORD-SDQ
5/8Wed
multi-stopAeromexico
28h 21mSDQ-ORD
$1,190

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Flights to Santo Domingo

Destination:

Santo Domingo (SDQ)Dominican Republic

Return flight deals:

Santo Domingo - Chicago

Cabin classes: