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Cheap flights from Santo Domingo to Chicago from $152

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 5/1. 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
1:45 pm - 11:40 pm
SDQ
-
ORD
10h 55m
1 stop
Multiple Airlines Logo
4:30 am - 4:55 pm
ORD
-
SDQ
11h 25m
1 stop
$264Multiple Airlines
Thu, Apr 23 - Mon, Apr 27
Multiple Airlines Logo
1:45 pm - 11:40 pm
SDQ
-
ORD
10h 55m
1 stop
Multiple Airlines Logo
4:30 am - 4:55 pm
ORD
-
SDQ
11h 25m
1 stop
$279Multiple Airlines
Thu, Apr 30 - Mon, May 4
Spirit Airlines Logo
3:44 pm - 12:14 am
SDQ
-
ORD
9h 30m
1 stop
Spirit Airlines Logo
5:05 am - 2:39 pm
ORD
-
SDQ
8h 34m
1 stop
$330Spirit Airlines
Thu, May 7 - Sun, May 17
Multiple Airlines Logo
10:19 am - 10:14 pm
SDQ
-
MDW
12h 55m
2 stops
Multiple Airlines Logo
7:30 am - 4:30 pm
MDW
-
SDQ
8h 00m
1 stop
$342Multiple Airlines
Wed, Apr 15 - Wed, Apr 22
Multiple Airlines Logo
2:20 pm - 11:17 am
SDQ
-
ORD
21h 57m
1 stop
Multiple Airlines Logo
4:51 pm - 4:29 pm
ORD
-
SDQ
22h 38m
1 stop
$346Multiple Airlines
Tue, Apr 7 - Tue, Apr 14
Multiple Airlines Logo
2:35 pm - 11:55 pm
SDQ
-
ORD
10h 20m
1 stop
Multiple Airlines Logo
4:30 am - 4:55 pm
ORD
-
SDQ
11h 25m
1 stop
$350Multiple Airlines
Mon, Apr 20 - Mon, Apr 27
Multiple Airlines Logo
6:10 am - 1:00 pm
SDQ
-
MDW
7h 50m
1 stop
Multiple Airlines Logo
2:20 pm - 4:29 pm
MDW
-
SDQ
25h 09m
2 stops
$352Multiple Airlines
Tue, May 5 - Tue, May 12
Multiple Airlines Logo
10:19 am - 1:05 pm
SDQ
-
ORD
27h 46m
1 stop
Multiple Airlines Logo
6:45 am - 3:45 pm
ORD
-
SDQ
8h 00m
1 stop
$353Multiple Airlines
Wed, Apr 15 - Fri, Apr 17
Multiple Airlines Logo
6:10 am - 1:00 pm
SDQ
-
MDW
7h 50m
1 stop
Multiple Airlines Logo
7:30 am - 5:29 am
MDW
-
SDQ
20h 59m
1 stop
$354Multiple Airlines
Tue, May 5 - Tue, May 12
Spirit Airlines Logo
2:20 pm - 11:17 pm
SDQ
-
ORD
9h 57m
1 stop
Spirit Airlines Logo
4:36 pm - 1:38 am
ORD
-
SDQ
8h 02m
1 stop
$360Spirit Airlines
Thu, Mar 12 - Wed, Mar 25

Spirit Airlines flights from Santo Domingo to Chicago

Our best Spirit Airlines deals on Santo Domingo to Chicago flight tickets
Spirit Airlines
May 7
SDQ3:44 pmSanto Domingo Las Americas
9h 30m
1 stop
ORD12:14 amChicago O'Hare Intl
May 17
ORD5:05 amChicago O'Hare Intl
8h 34m
1 stop
SDQ2:39 pmSanto Domingo Las Americas
$330
Spirit Airlines
May 5
SDQ3:44 pmSanto Domingo Las Americas
9h 30m
1 stop
ORD12:14 amChicago O'Hare Intl
May 12
ORD7:49 pmChicago O'Hare Intl
17h 50m
2 stops
SDQ2:39 pmSanto Domingo Las Americas
$354
Spirit Airlines
Mar 12
SDQ2:20 pmSanto Domingo Las Americas
9h 57m
1 stop
ORD11:17 pmChicago O'Hare Intl
Mar 25
ORD4:36 pmChicago O'Hare Intl
8h 02m
1 stop
SDQ1:38 amSanto Domingo Las Americas
$360

Delta flights from Santo Domingo to Chicago

Our best Delta deals on Santo Domingo to Chicago flight tickets
Delta
Mar 5
SDQ3:42 pmSanto Domingo Las Americas
7h 19m
1 stop
ORD9:01 pmChicago O'Hare Intl
Mar 8
ORD7:00 amChicago O'Hare Intl
10h 55m
1 stop
SDQ6:55 pmSanto Domingo Las Americas
$501
Delta
Apr 23
SDQ6:05 amSanto Domingo Las Americas
12h 53m
2 stops
MDW5:58 pmChicago Midway
Apr 27
MDW6:00 amChicago Midway
11h 34m
2 stops
SDQ6:34 pmSanto Domingo Las Americas
$541
Delta
Apr 14
SDQ6:05 amSanto Domingo Las Americas
11h 24m
2 stops
MDW4:29 pmChicago Midway
Apr 21
MDW9:27 amChicago Midway
13h 50m
2 stops
SDQ12:17 amSanto Domingo Las Americas
$588

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 March 1, 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

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Thu 4/23

1:45 pm-11:40 pm

1 stop10h 55m

Chicago O'Hare Intl

Mon 4/27

4:30 am-4:55 pm

1 stop11h 25m

$264

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Thu 4/30

1:45 pm-11:40 pm

1 stop10h 55m

Chicago O'Hare Intl

Mon 5/4

4:30 am-4:55 pm

1 stop11h 25m

$279

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Thu 5/7

3:44 pm-12:14 am

1 stop9h 30m

Chicago O'Hare Intl

Sun 5/17

5:05 am-2:39 pm

1 stop8h 34m

$330

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Wed 4/15

10:19 am-10:14 pm

2 stops12h 55m

Chicago Midway

Wed 4/22

7:30 am-4:30 pm

1 stop8h 00m

$342

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Tue 4/7

2:20 pm-11:17 am

1 stop21h 57m

Chicago O'Hare Intl

Tue 4/14

4:51 pm-4:29 pm

1 stop22h 38m

$346

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Mon 4/20

2:35 pm-11:55 pm

1 stop10h 20m

Chicago O'Hare Intl

Mon 4/27

4:30 am-4:55 pm

1 stop11h 25m

$350

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Tue 5/5

6:10 am-1:00 pm

1 stop7h 50m

Chicago Midway

Tue 5/12

2:20 pm-4:29 pm

2 stops25h 09m

$352

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Wed 4/15

10:19 am-1:05 pm

1 stop27h 46m

Chicago O'Hare Intl

Fri 4/17

6:45 am-3:45 pm

1 stop8h 00m

$353

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Tue 5/5

6:10 am-1:00 pm

1 stop7h 50m

Chicago Midway

Tue 5/12

7:30 am-5:29 am

1 stop20h 59m

$354

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Thu 3/12

2:20 pm-11:17 pm

1 stop9h 57m

Chicago O'Hare Intl

Wed 3/25

4:36 pm-1:38 am

1 stop8h 02m

$360

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 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 $403. If you’re not able to fly to Chicago in February, then September is your next best option. Flight prices from Santo Domingo to Chicago during September average around $449.

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

You are more likely to see cheaper flights to Chicago from Santo Domingo when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $454 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Santo Domingo for as low as $186 on momondo.

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

You could potentially save up to 35% 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 March 2026, prices for Santo Domingo to Chicago flights are approximately 64% 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 50m

Direct flights

None
The fastest flight from Santo Domingo to Chicago takes 7h 50m
There are no direct flights from Santo Domingo to Chicago. There are no popular flight routes from Santo Domingo to Chicago.
Search flight deals

  • 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 50m.

  • 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
8,490 reviews
Search Spirit Airlines flights
DeltaPriceFrom $191Free CancellationRating
7.9
8,244 reviews
Search Delta flights
American AirlinesPriceFrom $468Free CancellationRating
7.1
11,370 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Valparaiso
Schererville
Munster
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