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Cheap flights from Santo Domingo to Chicago from $185

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Santo Domingo to Chicago departing on 4/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Santo Domingo to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
2:35 pm - 12:24 am
SDQ
-
ORD
10h 49m
1 stop
Multiple Airlines Logo
5:30 pm - 7:18 pm
ORD
-
SDQ
24h 48m
2 stops
$362Multiple Airlines
Thu, Apr 30 - Fri, May 8
Multiple Airlines Logo
5:02 pm - 11:56 pm
SDQ
-
ORD
7h 54m
1 stop
Multiple Airlines Logo
1:49 pm - 5:29 am
ORD
-
SDQ
14h 40m
1 stop
$372Multiple Airlines
Thu, May 28 - Tue, Jun 2
Multiple Airlines Logo
10:19 am - 7:55 am
SDQ
-
ORD
22h 36m
2 stops
Multiple Airlines Logo
1:49 pm - 5:29 am
ORD
-
SDQ
14h 40m
1 stop
$390Multiple Airlines
Wed, May 27 - Tue, Jun 2
Multiple Airlines Logo
2:35 pm - 12:24 am
SDQ
-
ORD
10h 49m
1 stop
Multiple Airlines Logo
9:20 am - 11:05 am
ORD
-
SDQ
24h 45m
2 stops
$398Multiple Airlines
Sat, May 2 - Sun, May 10
Multiple Airlines Logo
5:02 pm - 11:56 pm
SDQ
-
ORD
7h 54m
1 stop
Multiple Airlines Logo
8:05 am - 5:29 am
ORD
-
SDQ
20h 24m
2 stops
$405Multiple Airlines
Thu, May 28 - Tue, Jun 2
Delta Logo
2:49 pm - 9:09 pm
SDQ
-
MDW
7h 20m
1 stop
Delta Logo
6:00 am - 1:12 pm
MDW
-
SDQ
6h 12m
1 stop
$585Delta
Mon, May 11 - Wed, Sep 9
Delta Logo
2:37 pm - 10:28 pm
SDQ
-
MDW
8h 51m
1 stop
Delta Logo
9:22 am - 12:38 am
MDW
-
SDQ
14h 16m
2 stops
$602Delta
Sat, May 2 - Sun, May 10
Delta Logo
2:49 pm - 9:09 pm
SDQ
-
MDW
7h 20m
1 stop
Delta Logo
6:00 am - 6:04 pm
MDW
-
SDQ
11h 04m
2 stops
$613Delta
Mon, May 11 - Wed, Sep 9
Frontier Logo
12:21 pm - 10:11 pm
SDQ
-
MDW
34h 50m
2 stops
Frontier Logo
12:04 pm - 11:06 am
MDW
-
SDQ
22h 02m
2 stops
$648Frontier
Thu, Jun 18 - Wed, Jun 24
Frontier Logo
12:21 pm - 10:11 pm
SDQ
-
MDW
34h 50m
2 stops
Frontier Logo
12:04 pm - 11:06 am
MDW
-
SDQ
22h 02m
2 stops
$687Frontier
Thu, Jun 18 - Mon, Jun 22

Spirit Airlines flights from Santo Domingo to Chicago

Our best Spirit Airlines deals on Santo Domingo to Chicago flight tickets
Spirit Airlines
May 7
SDQ4:01 pmSanto Domingo Las Americas
8h 14m
1 stop
ORD11:15 pmChicago O'Hare Intl
May 17
ORD5:05 amChicago O'Hare Intl
9h 01m
1 stop
SDQ3:06 pmSanto Domingo Las Americas
$441
Spirit Airlines
May 7
SDQ4:01 pmSanto Domingo Las Americas
17h 21m
1 stop
ORD8:22 amChicago O'Hare Intl
May 17
ORD5:05 amChicago O'Hare Intl
9h 01m
1 stop
SDQ3:06 pmSanto Domingo Las Americas
$444
Spirit Airlines
Apr 30
SDQ2:35 pmSanto Domingo Las Americas
10h 49m
1 stop
ORD12:24 amChicago O'Hare Intl
May 8
ORD7:33 pmChicago O'Hare Intl
18h 06m
1 stop
SDQ2:39 pmSanto Domingo Las Americas
$458

JetBlue flights from Santo Domingo to Chicago

Our best JetBlue deals on Santo Domingo to Chicago flight tickets
JetBlue
May 1
SDQ5:01 amSanto Domingo Las Americas
17h 35m
1 stop
ORD9:36 pmChicago O'Hare Intl
May 5
ORD7:21 amChicago O'Hare Intl
17h 33m
1 stop
SDQ1:54 amSanto Domingo Las Americas
$582
JetBlue
May 1
SDQ5:01 amSanto Domingo Las Americas
17h 35m
1 stop
ORD9:36 pmChicago O'Hare Intl
May 5
ORD7:21 amChicago O'Hare Intl
17h 33m
1 stop
SDQ1:54 amSanto Domingo Las Americas
$599

momondo Fare Finder

 
Customize your flight search to find flights from Santo Domingo to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated April 17, 2026.
Use the filters below to find and compare flights from Santo Domingo to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Thu 4/30

2:35 pm-12:24 am

1 stop10h 49m

Chicago O'Hare Intl

Fri 5/8

5:30 pm-7:18 pm

2 stops24h 48m

$362

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Thu 5/28

5:02 pm-11:56 pm

1 stop7h 54m

Chicago O'Hare Intl

Tue 6/2

1:49 pm-5:29 am

1 stop14h 40m

$372

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Wed 5/27

10:19 am-7:55 am

2 stops22h 36m

Chicago O'Hare Intl

Tue 6/2

1:49 pm-5:29 am

1 stop14h 40m

$390

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Sat 5/2

2:35 pm-12:24 am

1 stop10h 49m

Chicago O'Hare Intl

Sun 5/10

9:20 am-11:05 am

2 stops24h 45m

$398

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Thu 5/28

5:02 pm-11:56 pm

1 stop7h 54m

Chicago O'Hare Intl

Tue 6/2

8:05 am-5:29 am

2 stops20h 24m

$405
Quickest round-trip

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Mon 5/11

2:49 pm-9:09 pm

1 stop7h 20m

Chicago Midway

Wed 9/9

6:00 am-1:12 pm

1 stop6h 12m

$585

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Sat 5/2

2:37 pm-10:28 pm

1 stop8h 51m

Chicago Midway

Sun 5/10

9:22 am-12:38 am

2 stops14h 16m

$602

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Mon 5/11

2:49 pm-9:09 pm

1 stop7h 20m

Chicago Midway

Wed 9/9

6:00 am-6:04 pm

2 stops11h 04m

$613

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Thu 6/18

12:21 pm-10:11 pm

2 stops34h 50m

Chicago Midway

Wed 6/24

12:04 pm-11:06 am

2 stops22h 02m

$648

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Thu 6/18

12:21 pm-10:11 pm

2 stops34h 50m

Chicago Midway

Mon 6/22

12:04 pm-11:06 am

2 stops22h 02m

$687

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Santo Domingo to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Santo Domingo and Chicago?

What is the cheapest month to fly to Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from Santo Domingo, with most prices found around $309. If you’re not able to fly to Chicago in February, then January is your next best option. Flight prices from Santo Domingo to Chicago during January average around $441.

Can stopping save me money on Santo Domingo to Chicago flights?

You could potentially save up to 18% on your flight if you consider stops on a Santo Domingo to Chicago flight.

How have Santo Domingo to Chicago flight prices changed over time?

As of April 2026, prices for Santo Domingo to Chicago flights are approximately 72% more expensive when compared to flights at the same time last year.

When to book flights from Santo Domingo to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Santo Domingo to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Santo Domingo to Chicago (SDQ to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Santo Domingo to Chicago

Fastest flight time

7h 20m

Direct flights

None
The fastest flight from Santo Domingo to Chicago takes 7h 20m
There are no direct flights from Santo Domingo to Chicago. There are no popular flight routes from Santo Domingo to Chicago.
Search flight deals

Frequently asked questions about flying from Santo Domingo to Chicago

  • How far is Santo Domingo Las Americas to Chicago by plane?

    There are 1921.0 mi between Santo Domingo Las Americas and Chicago. In terms of flight time, this usually takes a little over 7h 20m.

  • When did momondo last update prices for flights from Santo Domingo Las Americas Airport to Chicago?

    Prices for flights from Santo Domingo Las Americas Airport to Chicago refresh daily.

  • How many operators does momondo search for flights from Santo Domingo Las Americas Airport to Chicago?

  • How old do you have to be to fly from Santo Domingo Las Americas Airport to Chicago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Santo Domingo Las Americas Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Santo Domingo to Chicago?

Best airlines flying from Santo Domingo to Chicago

Compare and see reviews for airlines that fly from Santo Domingo to Chicago with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $189Free CancellationRating
6.3
8,618 reviews
Search Spirit Airlines flights
DeltaPriceFrom $191Free CancellationRating
7.9
8,406 reviews
Search Delta flights
American AirlinesPriceFrom $468Free CancellationRating
7.1
11,595 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Hammond
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Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Santo Domingo to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Santo Domingo.

Can I find flights from Santo Domingo to Chicago with flexible booking policies on momondo?

Flights from Santo Domingo to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Santo Domingo to Chicago?

momondo helps you find the best flight between Santo Domingo and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Santo Domingo to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Santo Domingo. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport