SDQ - CHI

$151 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 12/23. 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
1 adult, Economy, 0 bags

KAYAK searches 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
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Everything you should know

Cheapest round-trip
$290
Overall average: $530
Multiple Airlines
Wed 12/24Tue 1/6
SDQ - ORD • 1 stop
Cheapest one-way
$151
Typical prices: $264-$329
Multiple Airlines
Tue 12/23
SDQ - ORD • 1 stop
Top airlines
Spirit Airlines
Cheapest • from $305 (round-trip)
Delta
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
2 weeks
in advance
Our data shows that travelers who book at least 2 weeks in advance save around 29% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
December
Cheapest • 17% price drop
September
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Santo Domingo 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 Santo Domingo 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Santo Domingo to Chicago

Wed, Dec 24 - Tue, Jan 6
Multiple Airlines Logo
4:21 pm - 3:02 pmSDQ-ORD
24h 41m1 stop
Multiple Airlines Logo
3:26 pm - 2:54 amORD-SDQ
9h 28m1 stop
$290Multiple Airlines
Find Deal
Fri, Jan 23 - Mon, Jan 26
Multiple Airlines Logo
4:40 pm - 7:44 pmSDQ-ORD
29h 04m1 stop
Multiple Airlines Logo
5:15 am - 3:35 pmORD-SDQ
8h 20m1 stop
$293Multiple Airlines
Find Deal
Tue, Dec 23 - Tue, Jan 6
Spirit Airlines Logo
3:59 am - 6:39 pmSDQ-ORD
16h 40m1 stop
Spirit Airlines Logo
3:26 pm - 2:54 amORD-SDQ
9h 28m1 stop
$296Spirit Airlines
Find Deal
Tue, Dec 23 - Wed, Jan 7
Multiple Airlines Logo
4:34 pm - 6:33 pmSDQ-ORD
27h 59m1 stop
Multiple Airlines Logo
3:26 pm - 3:35 pmORD-SDQ
22h 09m1 stop
$300Multiple Airlines
Find Deal
Mon, Dec 22 - Wed, Jan 7
Multiple Airlines Logo
3:59 am - 3:42 pmSDQ-ORD
13h 43m1 stop
Multiple Airlines Logo
3:26 pm - 3:35 pmORD-SDQ
22h 09m1 stop
$302Multiple Airlines
Find Deal
Sat, Jan 17 - Mon, Jan 19
Spirit Airlines Logo
4:40 pm - 11:46 pmSDQ-ORD
9h 06m1 stop
Spirit Airlines Logo
5:15 am - 3:35 pmORD-SDQ
8h 20m1 stop
$305Spirit Airlines
Find Deal
Mon, Jan 12 - Mon, Jan 19
Multiple Airlines Logo
10:19 am - 6:16 pmSDQ-ORD
9h 57m1 stop
Multiple Airlines Logo
7:20 am - 3:35 pmORD-SDQ
6h 15m1 stop
$314Multiple Airlines
Find Deal
Sat, Dec 20 - Sat, Jan 3
Frontier Logo
11:16 am - 9:04 pmSDQ-MDW
11h 48m1 stop
Frontier Logo
2:24 pm - 9:26 amMDW-SDQ
17h 02m2 stops
$427Frontier
Find Deal
Sat, Jan 17 - Mon, Jan 19
Frontier Logo
2:37 pm - 5:05 pmSDQ-MDW
28h 28m1 stop
Frontier Logo
7:20 pm - 11:37 amMDW-SDQ
14h 17m1 stop
$435Frontier
Find Deal
Thu, Feb 5 - Sat, Feb 7
Delta Logo
2:35 pm - 8:52 amSDQ-MDW
20h 17m2 stops
Delta Logo
10:53 am - 1:10 pmMDW-SDQ
24h 17m2 stops
$445Delta
Find Deal
Booking Insights

KAYAK's insights & trends for Santo Domingo to Chicago flights

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 December, where tickets cost $412 (return) on average. On the other hand, the most expensive months are May and January, where the average cost of round-trip tickets is $607 and $551 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, which saves you about 29% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

Good to know

Low seasonApril
Cheapest flight$151
Best time to beat the crowds but there is an average 7% increase in price.
Most popular time to fly and prices are also 10% lower on average.
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 $151 for a one-way ticket and $290 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, and oneworld 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 $479 and an overall rating of 7.9, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $508 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.

Reviews of the top airlines flying 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.
7.9
DeltaOverall score based on 8011 reviews
8.5Crew
7.9Entertainment
7.9Comfort
7.3Food
8.1Boarding
Airline reviews

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

10.0 ExcellentHartaj, Nov 2025LGA - RDU
Read more Delta reviews

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

No lunch on a x-country flight scheduled for 10:50 am departure, arrived 5+ hrs later. That requires a black box label before you pay for the tickets. Worst, when I checked in online, it's specifically said that lunch was served on his flight for economy Plus passengers.

We had a lot of really rough weather but that was not Delta's fault. Pilot was amazing.

One of the best airlines that I flew on, the flight attendants were very attentive and professional.

First, Delta needs more flights to/from Miami. Second, a 1000pm leaving at 1230pm is unacceptable from their biggest airport world hub. Another aircraft could have been used such as the aircraft scheduled to be used in the morning for that exact same route. Yes, I did get me there but the lack of sleep the next day didn't help me enjoy my entire trip since I was busy with activities during the weekend. This can be and is expected from Spirit (going bankrupt) and Frontier (despite they're nickel and dimers). But from Delta's World Hub? That's totally unacceptable!

This flight was straightforward and without difficulty. Service was OK, but I continue to be underwhelmed by level of attention given to Sky Priority passengers.

It would’ve been nice for all that money to have a more substantial snack for free. I remember once upon a time getting a very nice turkey sandwich with Swiss cheese on whole wheat bread for no charge along with a drink. I guess those days are gone. it’s a little insulting being given a cookie or a bag of baked chips Going forward I’ll just bring my own.

Our flight from SFO to MSP was right on time on 11/15/2025. No delays. As we approached MSP at about 8 pm, we circled in the air until 8:40 pm so I don't call that efficient for MSP. I think the captain should announce the delay and why. (as if we all don't know that we are just circling around the area, slowing down, speeding up, slowing down.) Thank you. Marilyn Fischer

Service in business class was not impressive. I ordered coffee with dinner and then watched other people get 2 refills before I got my 1 cup of coffee, and only after I pressed the attendant button overhead. Furthermore, the seats in the forward cabin need maintenance on this 737-800: the upholstery is detaching from the seat frame, at least on the backs of seats 1C, 1D.

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Flight, food and crew were all good, friendly and very satisfactory.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

Premium economy seat was decent. As always poor headphones, poor food and beverage, crew is not overly friendly

Excellent - explanations were clear staff was nice and flight was comfortable

Lost bag and 2 days no word leaving for cruise no clothes or stuff

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

Information on your arrival and departure airports