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CHI - SDQ

$142 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 9/14. 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
Wed 6/5
Wed 6/12

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 42,830,901 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
5:41 pm - 2:16 amORD-SDQ
7h 35m1 stop
4:10 am - 4:35 pmSDQ-ORD
13h 25m1 stop
$229Spirit Airlines
Find Deal
Thu, May 30 - Mon, Jun 3
6:40 pm - 2:16 amORD-SDQ
6h 36m1 stop
4:10 am - 4:28 pmSDQ-ORD
13h 18m1 stop
$232Spirit Airlines
Find Deal
Wed, May 29 - Wed, Jun 12
5:33 am - 2:49 pmORD-SDQ
8h 16m1 stop
4:32 pm - 6:45 pmSDQ-ORD
51h 13m2 stops
$235Frontier
Find Deal
Thu, May 30 - Mon, Jun 3
6:40 am - 2:34 pmORD-SDQ
6h 54m1 stop
4:55 pm - 9:02 amSDQ-ORD
17h 07m1 stop
$402American Airlines
Find Deal
Thu, Sep 19 - Thu, Sep 26
8:20 am - 7:57 pmORD-SDQ
10h 37m2 stops
4:55 pm - 9:02 amSDQ-ORD
17h 07m1 stop
$407American Airlines
Find Deal
Thu, Sep 19 - Thu, Sep 26
4:45 pm - 1:49 amORD-SDQ
8h 04m1 stop
2:40 pm - 9:28 pmSDQ-ORD
8h 48m1 stop
$424United Airlines
Find Deal
Fri, Nov 1 - Wed, Nov 6
6:07 am - 12:55 amORD-SDQ
17h 48m2 stops
6:00 am - 9:38 pmSDQ-ORD
16h 38m2 stops
$433Delta
Find Deal
Wed, May 29 - Wed, Jun 12
9:32 am - 12:55 amMDW-SDQ
14h 23m2 stops
2:30 pm - 7:55 amSDQ-MDW
18h 25m1 stop
$468Delta
Find Deal
Sat, May 18 - Sun, May 26
5:32 pm - 1:44 amORD-SDQ
7h 12m1 stop
2:59 am - 4:45 pmSDQ-ORD
14h 46m1 stop
$478JetBlue
Find Deal
Thu, May 30 - Sun, Jun 2
5:32 pm - 3:03 amORD-SDQ
8h 31m1 stop
2:59 am - 4:46 pmSDQ-ORD
14h 47m1 stop
$486JetBlue
Find Deal
Wed, May 29 - Tue, Jun 11

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 Monday 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 April, where tickets cost $369 on average. On the other hand, the most expensive months are July and December, where the average cost of tickets is $611 and $599 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 1 week before departure. For the absolute cheapest price, our data suggests you should book 42 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 $229 on Spirit Airlines, followed by Frontier ($235). One-way flight deals have also been found from as low as $142 on Spirit Airlines and from $168 on Frontier.

Good to know

Low season

August

High season

March

Cheapest flight

$142
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly and prices are also 9% 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 $142 for a one-way ticket and $229 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?

    oneworld, Star Alliance, and SkyTeam are the airline alliances operating flights between Chicago and Santo Domingo, with Star Alliance 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 10818 reviews
8.6Crew
8.2Boarding
7.9Comfort
7.4Food
8.0Entertainment
Airline reviews

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

2.0 MediocreAnonymous, May 2024AVL - LGA
Read more about Delta reviews

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

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

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.

Crew was nice, explained emergency protocol very well. Flight took off and arrived on time. Pilot explained the small delay that occurred with docking and providing updates. I would definitely fly spirit again.

Terrible… missed our flight due to ridiculously long time to go thru baggage check-in!

The crew was not great or professional. It seemed like they didn't really want to be there. A true lack of effort for accommodating customers.

Everything was really good but the seats are not very comfortable.

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.

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.
9/14Sat
1 stopSpirit Airlines
8h 44mORD-SDQ
$142
9/4Wed
1 stopSpirit Airlines
7h 41mORD-SDQ
$143
9/14Sat
2 stops
15h 16mMDW-SDQ
$158
9/25Wed
2 stopsAmerican Airlines
11h 27mORD-SDQ
$186
9/25Wed
1 stopCopa Airlines
16h 49mORD-SDQ
$187
9/4Wed
2 stopsAmerican Airlines
8h 04mORD-SDQ
$188
9/25Wed
1 stopDelta
6h 23mMDW-SDQ
$190
9/25Wed
1 stopDelta
8h 35mORD-SDQ
$190
9/24Tue
1 stopAeromexico
28h 41mORD-SDQ
$473
5/13Mon
1 stopAeromexico
28h 35mORD-SDQ
$595

Search by stops

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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.
5/11Sat
multi-stopSpirit Airlines
6h 21mORD-SDQ
5/19Sun
multi-stopSpirit Airlines
15h 55mSDQ-ORD
$369
5/11Sat
multi-stopSpirit Airlines
18h 34mORD-SDQ
5/19Sun
multi-stopSpirit Airlines
15h 55mSDQ-ORD
$382
5/10Fri
multi-stopAmerican Airlines
10h 20mORD-SDQ
5/12Sun
multi-stopAmerican Airlines
17h 57mSDQ-ORD
$478
5/8Wed
multi-stopDelta
6h 05mMDW-SDQ
5/11Sat
multi-stopDelta
8h 31mSDQ-MDW
$478
5/10Fri
multi-stopAmerican Airlines
9h 35mORD-SDQ
5/12Sun
multi-stopAmerican Airlines
8h 13mSDQ-ORD
$481
5/8Wed
multi-stopDelta
22h 44mMDW-SDQ
5/11Sat
multi-stopDelta
8h 31mSDQ-MDW
$519
5/10Fri
multi-stopJetBlue
8h 31mORD-SDQ
5/11Sat
multi-stopJetBlue
14h 46mSDQ-ORD
$590
5/11Sat
multi-stopJetBlue
8h 31mORD-SDQ
5/18Sat
multi-stopJetBlue
14h 46mSDQ-ORD
$780
5/11Sat
multi-stopAeromexico
28h 35mORD-SDQ
5/20Mon
multi-stopAeromexico
19h 27mSDQ-ORD
$1,146
5/10Fri
multi-stopAeromexico
28h 35mORD-SDQ
5/19Sun
multi-stopAeromexico
19h 27mSDQ-ORD
$1,443

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Flights to Santo Domingo

Destination:

Santo Domingo (SDQ)Dominican Republic

Return flight deals:

Santo Domingo - Chicago

Cabin classes: