SDQ - CHI

$128 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 11/12. 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

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
$304
Overall average: $468
Spirit Airlines
Thu 10/30Mon 11/3
SDQ - ORD • 1 stop
Cheapest one-way
$128
Typical prices: $256-$295
Spirit Airlines
Wed 11/12
SDQ - ORD • 1 stop
Top airlines
Spirit Airlines
Cheapest • from $304 (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 40% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 9% 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

Thu, Oct 30 - Mon, Nov 3
Spirit Airlines Logo
3:54 pm - 1:03 amSDQ-ORD
10h 09m1 stop
Spirit Airlines Logo
5:10 am - 3:30 pmORD-SDQ
8h 20m1 stop
$304Spirit Airlines
Find Deal
Thu, Oct 30 - Mon, Nov 3
Spirit Airlines Logo
3:54 pm - 1:03 amSDQ-ORD
10h 09m1 stop
Spirit Airlines Logo
5:10 am - 3:30 pmORD-SDQ
8h 20m1 stop
$307Spirit Airlines
Find Deal
Sat, Nov 15 - Mon, Dec 15
Multiple Airlines Logo
4:25 pm - 12:27 amSDQ-ORD
10h 02m1 stop
Multiple Airlines Logo
7:41 pm - 9:40 pmORD-SDQ
23h 59m2 stops
$373Multiple Airlines
Find Deal
Wed, Oct 29 - Tue, Nov 4
Multiple Airlines Logo
10:19 am - 10:13 amSDQ-ORD
24h 54m2 stops
Multiple Airlines Logo
7:34 pm - 3:30 pmORD-SDQ
17h 56m2 stops
$378Multiple Airlines
Find Deal
Mon, Oct 27 - Thu, Oct 30
Delta Logo
7:49 pm - 9:56 amSDQ-ORD
15h 07m1 stop
Delta Logo
8:55 am - 12:27 amORD-SDQ
14h 32m2 stops
$396Delta
Find Deal
Wed, Oct 29 - Tue, Nov 4
Delta Logo
7:49 pm - 9:56 amSDQ-ORD
15h 07m1 stop
Delta Logo
7:00 am - 7:24 pmORD-SDQ
10h 24m1 stop
$397Delta
Find Deal
Tue, Feb 10 - Sat, Feb 14
Copa Airlines Logo
7:05 pm - 12:31 pmSDQ-ORD
19h 26m1 stop
Copa Airlines Logo
2:22 pm - 2:17 amORD-SDQ
9h 55m1 stop
$403Copa Airlines
Find Deal
Wed, Oct 29 - Wed, Nov 5
American Airlines Logo
4:50 pm - 11:58 pmSDQ-ORD
8h 08m1 stop
American Airlines Logo
7:07 pm - 2:05 pmORD-SDQ
16h 58m1 stop
$416American Airlines
Find Deal
Wed, Oct 29 - Wed, Nov 5
American Airlines Logo
7:00 am - 5:13 pmSDQ-ORD
11h 13m2 stops
American Airlines Logo
7:07 pm - 2:05 pmORD-SDQ
16h 58m1 stop
$420American Airlines
Find Deal
Tue, Feb 10 - Sat, Feb 14
Copa Airlines Logo
7:05 pm - 12:31 pmSDQ-ORD
19h 26m1 stop
Copa Airlines Logo
7:34 am - 2:17 amORD-SDQ
16h 43m1 stop
$438Copa Airlines
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 September, where tickets cost $450 (return) on average. On the other hand, the most expensive months are January and June, where the average cost of round-trip tickets is $565 and $548 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 40% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

Good to know

Low seasonMarch
Cheapest flight$128
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly and prices are also 9% 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 $128 for a one-way ticket and $304 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 $557 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 7977 reviews
7.9Comfort
7.3Food
8.2Boarding
7.9Entertainment
8.5Crew
Airline reviews

Delayed flight (1hour) plus a long layover after an overnight flight with no backup plane available.

6.0 GoodFernando, Oct 2025SAN - ATL
Read more Delta reviews

Delayed flight (1hour) plus a long layover after an overnight flight with no backup plane available.

We were delayed, which I think had to do with air traffic control. Otherwise, everything was great.

The boarding process needs to be refined. Sometimes the gate crew calls out the zones and then flip to showing the.zones boarding on the gate monitor display. So, unless you are huddled around the gate lanes watching the monitor, you could miss your boarding zone. Suggest the zones be announced each time a new zone is allowed to board.

The boarding process needs to be refined. Sometimes the gate crew call out the boarding zone, and then flip to the monitor to show which zones are boarding. So unless everyone is gathered around to see the monitor there is usually confusion as wi which zones are boarding.

On time flight. Seat comfort could be better in the Comfort section.

My issue was with TSA agents for delta airlines. My luggage got flagged. The agent was going thru another persons first. He took 20 min to go thru hers. I asked them to bring mine closer so I could sit down . They said you can go sit it will be fine. I said I am supposed to keep my eyes on my bags at all times. The agent was meticulously unwrapping 2 gifts that the lady had and then tried to re warp it. He was trying to be kind i get it but 20 min for me to stand watching him do that was ridiculous. It was 6 am and there were a ton of travelers. Mine was flagged for some air packed tea that I bought in Turkey. My previous delta flight and 2 others before didn’t flag it. Consistency would be nice. Also on the flight the window shades were down for take off and landing - I thought that was very odd I thought they had to remain open for take off and landing.

The flight was an hour and a half late departing which was inconvenient

Delay in SLC jammed us up in Chicago. Got caught up in rush hour traffic

The crew took good care of us. The flight from ATL to SFO is a longer one, and there were multiple beverage offerings. I like the 757's that Delta uses. Good airplane that is comfortable. I do wish Delta would separate Priority boarding from the better seats. I would gladly take a smaller seat in an open row than be jammed into Comfort just to get priority boarding, just to make sure I don't have to check a bag.

The crew was not very visible. This might be a good thing for people who wanted to sleep but seemed odd when compared to the Atlantic crossing where they are more present in the cabin. The Food (beef) was not good. Tough and tasteless. Would love to see more choices on a long flight like that.

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

The flight was on time and crew were nice, seats were tight and there was entertainment available

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

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

Information on your arrival and departure airports

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