SDQ - CHI

$153 Find Cheap Flights from Santo Domingo to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Santo Domingo to Chicago departing on 2/5. 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.
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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Santo Domingo to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Santo Domingo to Chicago, as well as popular online travel agencies
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Cheap Flight Deals from Las Americas to Chicago (SDQ-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Las Americas to Chicago 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.

Recent round-trip flight deals from Santo Domingo to Chicago

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Santo Domingo to Chicago.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
4:46 pm - 11:58 pmSDQ-ORD
9h 12m1 stop
8:46 pm - 12:18 pmORD-SDQ
13h 32m1 stop
Sat, Mar 1 - Sat, Mar 8
10:19 am - 1:20 pmSDQ-ORD
28h 01m2 stops
6:17 am - 11:55 pmORD-SDQ
16h 38m2 stops
Wed, Apr 30 - Mon, May 5
1:50 pm - 6:42 amSDQ-ORD
17h 52m2 stops
6:17 am - 11:55 pmORD-SDQ
16h 38m2 stops
$397Frontier
Find Deal
Thu, May 8 - Mon, May 12
1:50 pm - 5:28 pmSDQ-MDW
28h 38m2 stops
8:30 am - 11:55 pmMDW-SDQ
14h 25m2 stops
$400Frontier
Find Deal
Thu, May 8 - Mon, May 12
7:05 am - 4:13 pmSDQ-ORD
11h 08m2 stops
5:45 am - 1:57 pmORD-SDQ
6h 12m1 stop
$438Delta
Find Deal
Thu, Feb 13 - Mon, Feb 17
4:46 pm - 11:58 pmSDQ-ORD
9h 12m1 stop
5:00 am - 3:41 pmORD-SDQ
8h 41m1 stop
$451Spirit Airlines
Find Deal
Sat, Feb 22 - Sat, Mar 1
6:24 am - 11:08 pmSDQ-ORD
17h 44m1 stop
7:16 pm - 1:17 pmORD-SDQ
17h 01m1 stop
$457American Airlines
Find Deal
Thu, May 8 - Mon, May 12
2:45 am - 9:55 amSDQ-ORD
8h 10m1 stop
6:34 pm - 1:41 amORD-SDQ
6h 07m1 stop
$459Spirit Airlines
Find Deal
Wed, May 7 - Mon, May 12
3:09 pm - 11:53 pmSDQ-ORD
10h 44m2 stops
8:16 am - 9:31 pmORD-SDQ
11h 15m2 stops
$461American Airlines
Find Deal
Thu, Feb 13 - Mon, Feb 17
3:22 pm - 11:49 pmSDQ-ORD
10h 27m1 stop
7:35 am - 6:16 pmORD-SDQ
9h 41m1 stop
$483Delta
Find Deal
Sat, Feb 8 - Fri, Mar 14

Flights from Santo Domingo to Chicago - Travel Insights & Trends

Get data-powered insights and trends into flights from Santo Domingo to Chicago 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 Santo Domingo to Chicago?

The average price of all round-trip flights from Santo Domingo to Chicago clicked on KAYAK for each day over the last 12 months.
If your flying dates are flexible, you should consider flying to Chicago on a Saturday, as we generally find the cheapest rates on that day for this route. On the other hand, Wednesday is the most expensive day to fly from Santo Domingo to Chicago. For your return ticket, we recommend flying on a Tuesday and avoiding Fridays for the best deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Santo Domingo to Chicago, 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 Santo Domingo to Chicago is April, where tickets cost $351 (return) on average. On the other hand, the most expensive months are August and January, where the average cost of round-trip tickets is $628 and $520 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Santo Domingo to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.
To get a below average price on the flight from Santo Domingo to Chicago, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 13 weeks before departure.

Good to know

Low season

January

High season

October

Cheapest flight

$153
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly with an average 9% increase in price.
Flight from Santo Domingo to Chicago O'Hare Airport

When to book flights from Santo Domingo to Chicago

Are your dates flexible? Find out the best times to travel from Santo Domingo to Chicago 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 Santo Domingo to Chicago

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

    In the last 3 days, the lowest price for a flight from Santo Domingo to Chicago was $153 for a one-way ticket and $363 for a round-trip.

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

    A passport is required to fly from Santo Domingo to Chicago.

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

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

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

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

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

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

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

    The two airlines most popular with KAYAK users for flights from Santo Domingo to Chicago are Delta and American Airlines. With an average price for the route of $421 and an overall rating of 8.0, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $607 and an overall rating of 7.2.

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

    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 Santo Domingo to Chicago.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Santo Domingo 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 Santo Domingo to Chicago?

    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 Chicago with an airline and back to Santo Domingo with another airline.

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

    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 Chicago from Santo Domingo up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 4 airlines serving from Santo Domingo to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Santo Domingo to Chicago. 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 Santo Domingo to Chicago? 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 8485 reviews
7.9Entertainment
8.5Crew
8.2Boarding
8.0Comfort
7.3Food
Airline reviews

The crew was very kind and always smiling. The seats were great and I was very comfortable during the flight. The only thing I didn't like was that the lavatories got really dirty at some point during the flight. Other than that my experience was great

10.0 ExcellentMaria Paula, Jan 2025MUC - ATL
Read more Delta reviews

The crew was very kind and always smiling. The seats were great and I was very comfortable during the flight. The only thing I didn't like was that the lavatories got really dirty at some point during the flight. Other than that my experience was great

Great service. Great staff. Boarding was a little slow, but I think there was a service dog slowing things down.

Flight left early and arrived early. the whole trip was excellent.

It was terrible, I sat next to a person with a cat, I'm allergic to animal dander, my discomfort was extreme

Seats were really tight and the seat belts did not give enough slack.

Great list of movies, seat was generally comfortable, but not much shoulder room. The fresh baked cookie mostly made up for the lack of variety with the meals, which were all tomato based.

I like in St George and prefer to fly out of CDC than SGU. Hopefully, they will continue the flights out of Cedar

Broken jer bridge. Poor communication about it. Lost 2 of 4 luggage pieces

Overall, it was okay. Seat was a little cramped. Would’ve liked more substantial snacks or opportunity to buy some.

Newer plane, relatively easy boarding, not a full flight and was told that we could not be moved up because of weight and balance issues. Otherwise, a very good experience.

Seating was horrible. Small seats. Access to flight information and extras very iser unfriendly. Kept losing internet after paying for it. Staff in madison was as unprofessional and unhelpful.

Delayed due to no crew. On a major holiday travel day.

Other than being delayed 5.5 hours and having to get a hotel because I missed my connecting flight, it was an okay flight. No in-flight Wi-Fi or entertainment.

It was nice being on a flight that had working wifi. The boarding was quick - why don’t all airlines have small boarding groups window to aisle? Makes so much sense!!! I was disappointed to be the first person stopped to have to gate check my carryon. Especially when there was plenty of overhead space at the back! But I get it…keeps it moving. Crew was nice.

The flight from Buffalo to Chicago was on an older and smaller plane. Seating was tight. Looking closely at the interior of the aircraft there were definitely signs of aging and wear.

The flight encountered a delay exceeding 4 hours. The food voucher issued was valued at $12, insufficient to cover our meal expenses. Consequently, I was unable to take my medication, leading to a drop in blood sugar levels and exacerbating my anxiety.

Airplane was cold. Flight attendants were rude. Phone charger did not work. No food available.

Even though there was space, they made me check out my luggage. It was very annoying. That’s the reason I bring a carry on so that I don’t have to check out my luggage!!!!

3hour delay In the last 3 months i had 3 flights and 2 of these had a more than 2:40 hrs delayed

My initial flight to ORD was extended without reason. We circled the airport a few time and then drove on the ground for at least 20 minutes. These kinds of delays are annoying but somewhat expected… it would be nice if the crew would make an announcement to give updates on how long we could expect to be delayed.

Stop nickel and diming passengers with different seat costs, paying for water, carry on luggage, etc.

Lower cost is the reason to fly Spirit. Should give free baggage with credit card.

Very difficult. Flew out on Dec 24th and it was a mess. They know it is going to be the busiest time of the year and they had no organization. Finally they called for people going on certiam flights so they could get them thru thw line then we had to rush to our gate to get in li e to board.We missed our flight do to being stuck at the border of Mexico. They would not work with us to make an affordable price so we had to wait a day with no where to go and pay 280 more for our flights. I would think that a complimentary drink would be nice. But we had to pay 4.49 for a coke. Not an overall good experience

I very late and supose be in home at 12 pm from yesterday but I stiill in detroi airport

I’ve now flown Spirit a few times and while the general perception of Spirit I feel is poor, I’ve had a great experience each time. They do charge extra for everything but you should know that going in

Horrible. Take off was delayed by an hour. They were letting people board d the plane right before takeoff. I was delayed an hour when I arrived and late for my meeting. Spirit is NEVER on time.

The flight landed with a delay and we had to wait almost an hour to be off boarded. So typical of spirit.

The gate employees and the flight crew were friendly and professional. Afterboarding we waited 20 minutes for another flight; a complimentary beverage would have ben appreciated for the inconvenience.

Paid for everything up front, Phila to Punta Cana no issues. Way back I was in line and they forced me to pay $100 per bag when I had bags paid!

You get what you pay for, but those tickets weren't cheap, so I expected better, but Spirit is just one of those airlines.

Very easy with the app to board and staff skills

After waiting several minutes to be acknowledged by 3 employees on their phones, was told we had missed our flight because the doors were closed at that literal moment. Had they given any actual service or help while we were standing there we would have been on with time to spare. More than 10 people were turned away in this fashion claiming there was no way they could let us on the plane, even though it was still sitting connected to the terminal. After the desk agents let us know they didn't care about the situation we were forced to pay more than twice the price of our original tickets as no credits were given for the price of the "missed" flight. And the icing on the cake was after being treated poorly, fleeced for another few hundred dollars for new tickets? We waited on the next plane for 25 minutes passed the "doors closed" time, letting almost an extra dozen passengers on board. You're company has lazy, disinterested employees and your lack of any real help will ensure this was the first and last time we fly Frontier. Awful.

Flight was changed (according to Frontier, by Kayak) without my notification. And all flights were delayed by at least an hour and a half. Uncomfortable plane. Bad service. Will never fly Frontier again.

My experience with the phoenix airport was terrible, the personnel lay the ticket counter charged me for a carry on that fit in the carry on size box, and the two women I spoke with were terribly rude and not willing to help.,,, there was one lady “candy” on the flight crew that was amazing and is the only reason I stayed on the flight at all, because the other stewards helping people to get seated on the plane were terrible

I loked walking out on the tarmac to board and no first class. I didn't like that they have no snacks or onboard wifi to bide your time.

The plane was clean, the crew was friendly and helpful. It’s a low cost airline so there was no food, drinks or in flight entertainment but we didn’t expect any of these things. In the room for improvement department, they should install USB ports in seats to charge mobile devices.

The seats were extremely hard and uncomfortable, even for a budget airline.

The seats were extremely hard and uncomfortable. It was disappointing even for a budget airline.

Charging $74 for one checked bag is outrageous. I will never fly Frontier again.

Boarding was very well executed. Got my bag right away.

Everything you need to know for your flight from Santo Domingo to Chicago

Information on your arrival and departure airports

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