SDQ - CHI

$194 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 12/29. 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

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

 
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
In the last 7 days travelers have searched 46,646,933 times on KAYAK, and here is why:

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Cheap Flight Deals from Santo Domingo to Chicago (SDQ-CHI)

 
These are the cheapest deals for flights from Santo Domingo to Chicago currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. 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
4:00 pm - 7:15 pmSDQ-MDW
29h 15m1 stop
12:29 pm - 2:40 pmMDW-SDQ
24h 11m1 stop
$289Frontier
Find Deal
Thu, Feb 20 - Mon, Mar 3
2:20 pm - 7:18 amSDQ-ORD
42h 58m2 stops
7:18 pm - 2:40 pmORD-SDQ
17h 22m1 stop
$326Frontier
Find Deal
Thu, Feb 20 - Mon, Mar 3
6:00 am - 8:13 pmSDQ-ORD
16h 13m1 stop
3:56 pm - 12:55 pmORD-SDQ
18h 59m2 stops
Thu, Dec 19 - Thu, Jan 16
6:29 pm - 9:37 amSDQ-ORD
17h 08m1 stop
5:10 am - 5:13 pmORD-SDQ
10h 03m1 stop
$360Spirit Airlines
Find Deal
Sat, Dec 7 - Sat, Feb 8
11:04 am - 7:51 pmSDQ-ORD
10h 47m1 stop
3:31 pm - 3:08 amORD-SDQ
9h 37m1 stop
$362Spirit Airlines
Find Deal
Wed, Dec 18 - Mon, Jan 6
2:55 pm - 11:56 pmSDQ-ORD
11h 01m1 stop
6:06 pm - 12:55 pmORD-SDQ
16h 49m1 stop
Sat, Dec 21 - Sun, Jan 19
7:05 am - 5:50 pmSDQ-ORD
12h 45m1 stop
10:30 am - 12:56 amORD-SDQ
12h 26m2 stops
$413Delta
Find Deal
Mon, Jan 27 - Mon, Feb 3
6:00 am - 3:04 pmSDQ-ORD
11h 04m2 stops
11:55 am - 9:16 pmORD-SDQ
7h 21m1 stop
$436American Airlines
Find Deal
Fri, Jan 24 - Sun, Jan 26
6:25 pm - 9:04 amSDQ-ORD
15h 39m1 stop
10:10 am - 7:50 pmORD-SDQ
8h 40m1 stop
$441American Airlines
Find Deal
Fri, May 2 - Tue, May 6
2:50 pm - 12:06 amSDQ-ORD
10h 16m1 stop
9:30 am - 12:20 amORD-SDQ
13h 50m2 stops
$519Delta
Find Deal
Fri, May 2 - Tue, May 6

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 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 Monday, as we generally find the cheapest rates on that day for this route. On the other hand, Friday 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 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 January, where tickets cost $236 on average. On the other hand, the most expensive months are August and October, where the average cost of tickets is $634 and $514 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for 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 month.
To get a below average price on the flight from Santo Domingo to Chicago, you should book around 2 days before departure. For the absolute cheapest price, our data suggests you should book 30 days before departure.

Good to know

Low season

January

High season

October

Cheapest flight

$194
Best time to beat the crowds with an average 47% drop in price.
Most popular time to fly with an average 16% increase in price.
Flight from Santo Domingo to Chicago Midway 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 $194 for a one-way ticket and $289 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?

    oneworld, SkyTeam, and Star Alliance are the airline alliances operating flights between Santo Domingo and Chicago, with Star Alliance 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 $414 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 $632 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 8755 reviews
7.9Comfort
8.5Crew
8.2Boarding
7.9Entertainment
7.3Food
Airline reviews

I sat in comfort plus. It was fine. Seats were comfortable. I got drinks and snacks.

8.0 ExcellentAndrew, Nov 2024MCO - LGA
Read more Delta reviews

I sat in comfort plus. It was fine. Seats were comfortable. I got drinks and snacks.

Crew was nice. Flight was timely. Seats could be better as well as the food considering it’s first class.

Left on time and arrived early this extending our 31 minute transfer. Bags made it also!

Good and consistent Printer in lounge did not work for me :(

Most of my discomfort was going through TSA. However, the Delta seats had inadequate leg room and I tried my very best to connect to the wi-fi and it was a cumbersome process that finally gave me the info that I needed to sign in AFTER I had completed the flight...Why make it so difficult to use? That said I really really appreciate the pilot taking a little extra time to avoid a bad storm area and both landings in Atlanta and Orlando were flawless to my delight!!!

Delayed in taking off because no flight crew. The in seat entertainment was working properly.

I love my flight attendant Faith, always smiles always helpful. She makes the flight experience wonderful thank you

My return flights were changed by the airline and my preferred seat selection with extra legroom was not transferred to the new flights

I upgraded to first class only to find out that I still had no access to the sky lounge without a sky miles card or AmEx (something that should be emphasized outside of the fine print!) Also, no food or drink service provided during the flight, so I basically paid 4x more just for “free” checked baggage and a bigger seat. Not worth it.

Very dissatisfied with the fact that I had upgraded to first class for the second part of my trip only to find out that the lounge was still not available to me, as well as not having any food or drink service on the flight due to weather, so I lost out more than what I paid for.

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.

Fantastic. I am low vision and was impressed with how helpful and accommodating the service tam was. It was super appreciated! I was pleasantly surprised about how delicious the food was. Like, “I wish I had more even though I’m no longer hungry” delicious. 100% enjoyable trip.

The flight was uneventful. What was a problem was I was delayed getting home one entire day because the flight from Sacramento was delayed. That made getting to my connecting flight impossible. I had to stay another night at the hotel and incur that expense as a result.

Flights were on time both ways, such a big plus! Staff was very accommodating and friendly. Question the choice of snacks that, which on both flights was dairy based. Appreciated using bottled water.

My flight was delayed from 7 pm to 230 am. I was forced to cancel and rebook with Delta. My last day in Aruba. After rebooking with Delta and spending $200 and getting a hotel on my dime, I am not flying Spirit anymore.

Average, boarding was ok, the eye scanner broken mid way through boarding they ahd to do it manually. Did not eat any food, Not even water was offered for free.

Boarding attendant was rude. Crew on the plan were more interested in talking amongst themselves and did not ask parentage if they needed anything or even walk down the isles.

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.

Cancelled the return flight moments before boarding, horrible customer service in assisting with any rebooking. Never again will I fly Spirit.

Flight got diwngraded last minute and left us stranded. I was told I’ll be given credit for my luggage and seat upgrades but haven’t got anything yet

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.

My first flight was moved 6 hours causing me to miss my meeting. The second was delayed about an hour and a half. Most of the crews apparently dont like their jobs or just working for Frontier. Only one flight attendant wasn"t snappy or rude.

Booked direct in July '24. Turned into a 14 hr layover (both ways) in Denver. My 5 day vaca turned into a 1 day . Not good, BUT,... Thank you for the people @ Frontier who were professionally friendly & approachable.

Stop changing gates at sfo. When you are elderly going back for it’s not fun.

We understand and comply with Frontier’s bag sizes. We’ve had some problems in past while having to await other passengers who do not understand the baggage restrictions or have not prepaid and that is usually our biggest concern (others delaying us) with flying Frontier. Flying OUT of ONT, however, has always been a great experience. I’ve also noted even on delayed Frontier flights very knowledgeable pilots who manage expectations well.

There was no easy way to check in. I don't want to install an app to checkin. I will use alaska from now on because they have a web check in method that is easy.

The crew was ghetto lol I felt like I was on an inner city field trip

Horrible! The short distance flight ended up taking 5 hrs! There was a 3 hr delay for the flight to take off and there was a 70 min wait on the tarmac for some bogus reason that the pilot said the gate he was supposed to board was taken up. After a 30 min wait he said the plane that was supposed to push out of the gate called a medical emergency and 40 min later he ended up boarding another gate. For the initial 3 hr delay there was no information/alert about the gate or delay in the app or the boards up until the boarding time and even beyond! Had to walk all the way to the end of the terminal to find the frontier staff to ask what was going on. Avoid this airline at all costs! If you have carryon bags or checked bags , their prices come equivalent to the prices of more reliable airlines. They are the worst in timeliness at 60% (reported as delayed) this year (check the data) by a high margin even compared to the second worst airline. If you are ok with having a miserable flight experience with the odds close to flip of a coin, feel free to try them. If you value your time , money and flying experience, stay away.

There was nothing to like, flight delayed had to move to different departure areas, disorganized to say the leasr

Delayed for two hours due to trivial issues. No reimbursment. Also on arrival further delay due to terminal malfunction.

Our flight was canceled for no known reason. We weren’t told until we were checking in at 5:00 am. This was after our last flight with Frontier where we sat on the plane for three hours (not an exaggeration) before we took off because of a mechanical issue. We won’t be flying Frontier again.

Book cheap flights from Santo Domingo to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Santo Domingo to Chicago found on KAYAK in the last 72 hours.
12/29Sun
1 stopFrontier
13h 26mSDQ-MDW
$194
12/14Sat
1 stopSpirit Airlines
17h 08mSDQ-ORD
$196
12/15Sun
2 stops
30h 06mSDQ-ORD
$204
12/13Fri
1 stopJetBlue
9h 34mSDQ-ORD
$226
1/22Wed
2 stops
23h 49mSDQ-MDW
$227
1/23Thu
2 stopsAmerican Airlines
11h 04mSDQ-ORD
$232
1/23Thu
1 stopDelta
8h 58mSDQ-MDW
$250
3/6Thu
1 stopJetBlue
10h 31mSDQ-ORD
$264
3/7Fri
1 stopDelta
12h 45mSDQ-ORD
$332
11/27Wed
2 stopsAmerican Airlines
12h 13mSDQ-ORD
$381

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Last minute flights from Santo Domingo to Chicago

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 Santo Domingo to Chicago that are departing in the next 10 days.
11/25Mon
multi-stop
16h 22mSDQ-ORD
12/5Thu
multi-stop
39h 22mORD-SDQ
$546
11/25Mon
multi-stop
16h 22mSDQ-ORD
12/5Thu
multi-stop
23h 20mORD-SDQ
$625
11/25Mon
multi-stop
10h 26mSDQ-ORD
12/5Thu
multi-stop
28h 56mORD-SDQ
$709
11/25Mon
multi-stop
9h 21mSDQ-MDW
12/5Thu
multi-stop
16h 19mMDW-SDQ
$714
11/25Mon
multi-stop
9h 21mSDQ-MDW
12/5Thu
multi-stop
10h 05mMDW-SDQ
$731
11/25Mon
multi-stop
18h 09mSDQ-ORD
12/5Thu
multi-stop
28h 56mORD-SDQ
$736
11/24Sun
multi-stopJetBlue
9h 07mSDQ-ORD
12/5Thu
multi-stopJetBlue
13h 13mORD-SDQ
$824
11/25Mon
multi-stopAeromexico
49h 52mSDQ-ORD
12/4Wed
multi-stopAeromexico
28h 24mORD-SDQ
$913
11/25Mon
multi-stopAeromexico
14h 00mSDQ-ORD
12/4Wed
multi-stopAeromexico
28h 24mORD-SDQ
$1,256
11/25Mon
multi-stopDelta
13h 52mSDQ-MDW
12/5Thu
multi-stopDelta
10h 39mMDW-SDQ
$1,271

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

Information on your arrival and departure airports

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