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Cheap flights from Santo Domingo to Chicago from $183

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 9/4. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

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
1:40 am - 11:12 am
SDQ
-
ORD
10h 32m
1 stop
Multiple Airlines Logo
12:12 pm - 9:40 pm
ORD
-
SDQ
8h 28m
1 stop
$451Multiple Airlines
Fri, Aug 14 - Sat, Aug 29
United Airlines Logo
3:20 pm - 12:28 am
SDQ
-
ORD
10h 08m
1 stop
United Airlines Logo
5:00 am - 2:10 pm
ORD
-
SDQ
8h 10m
1 stop
$503United Airlines
Thu, Sep 10 - Thu, Sep 17
United Airlines Logo
3:20 pm - 9:00 pm
SDQ
-
ORD
30h 40m
1 stop
United Airlines Logo
5:45 pm - 11:55 am
ORD
-
SDQ
17h 10m
1 stop
$505United Airlines
Fri, Sep 11 - Fri, Sep 18
United Airlines Logo
3:20 pm - 11:21 pm
SDQ
-
ORD
9h 01m
1 stop
United Airlines Logo
9:35 pm - 11:55 am
ORD
-
SDQ
13h 20m
1 stop
$505United Airlines
Sat, Oct 10 - Fri, Oct 16
American Airlines Logo
10:27 am - 12:35 am
SDQ
-
ORD
15h 08m
1 stop
American Airlines Logo
7:11 pm - 1:00 pm
ORD
-
SDQ
16h 49m
1 stop
$514American Airlines
Mon, Aug 24 - Mon, Aug 31
American Airlines Logo
10:21 am - 12:33 am
SDQ
-
ORD
15h 12m
1 stop
American Airlines Logo
5:29 pm - 9:21 am
ORD
-
SDQ
14h 52m
1 stop
$514American Airlines
Mon, Sep 28 - Sat, Oct 3
American Airlines Logo
4:20 pm - 7:48 am
SDQ
-
ORD
16h 28m
1 stop
American Airlines Logo
5:29 pm - 9:21 am
ORD
-
SDQ
14h 52m
1 stop
$514American Airlines
Wed, Sep 9 - Sun, Sep 20
JetBlue Logo
12:36 pm - 11:44 pm
SDQ
-
ORD
12h 08m
2 stops
JetBlue Logo
7:00 am - 8:31 pm
ORD
-
SDQ
12h 31m
2 stops
$625JetBlue
Wed, Sep 2 - Fri, Sep 4
JetBlue Logo
5:01 am - 1:39 pm
SDQ
-
ORD
9h 38m
1 stop
JetBlue Logo
2:35 pm - 11:53 am
ORD
-
SDQ
20h 18m
2 stops
$648JetBlue
Thu, Sep 3 - Fri, Sep 4
JetBlue Logo
12:36 pm - 11:44 pm
SDQ
-
ORD
12h 08m
2 stops
JetBlue Logo
7:00 am - 8:31 pm
ORD
-
SDQ
12h 31m
2 stops
$664JetBlue
Thu, Sep 3 - Fri, Sep 4

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American Airlines flights from Santo Domingo to Chicago

Our best American Airlines deals on Santo Domingo to Chicago flight tickets
American Airlines
Sep 28
SDQ10:21 amSanto Domingo Las Americas
12h 39m
2 stops
ORD10:00 pmChicago O'Hare Intl
Oct 3
ORD6:59 amChicago O'Hare Intl
7h 18m
1 stop
SDQ3:17 pmSanto Domingo Las Americas
$519
American Airlines
Sep 9
SDQ9:30 amSanto Domingo Las Americas
16h 03m
1 stop
ORD12:33 amChicago O'Hare Intl
Sep 16
ORD5:00 amChicago O'Hare Intl
9h 17m
1 stop
SDQ3:17 pmSanto Domingo Las Americas
$520
American Airlines
Sep 8
SDQ2:00 pmSanto Domingo Las Americas
8h 30m
1 stop
ORD9:30 pmChicago O'Hare Intl
Sep 15
ORD5:00 amChicago O'Hare Intl
12h 34m
1 stop
SDQ6:34 pmSanto Domingo Las Americas
$524

Delta flights from Santo Domingo to Chicago

Our best Delta deals on Santo Domingo to Chicago flight tickets
Delta
Sep 8
SDQ2:53 pmSanto Domingo Las Americas
18h 03m
2 stops
ORD7:56 amChicago O'Hare Intl
Sep 15
ORD5:30 amChicago O'Hare Intl
11h 37m
2 stops
SDQ6:07 pmSanto Domingo Las Americas
$557
Delta
Nov 2
SDQ8:35 pmSanto Domingo Las Americas
14h 52m
1 stop
ORD9:27 amChicago O'Hare Intl
Nov 9
ORD11:29 amChicago O'Hare Intl
12h 06m
2 stops
SDQ1:35 amSanto Domingo Las Americas
$580
Delta
Sep 25
SDQ2:53 pmSanto Domingo Las Americas
18h 04m
2 stops
ORD7:57 amChicago O'Hare Intl
Sep 29
ORD7:05 amChicago O'Hare Intl
10h 02m
2 stops
SDQ6:07 pmSanto Domingo Las Americas
$604

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 July 28, 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

Fri 8/14

1:40 am-11:12 am

1 stop10h 32m

Chicago O'Hare Intl

Sat 8/29

12:12 pm-9:40 pm

1 stop8h 28m

$451
Quickest round-trip

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Thu 9/10

3:20 pm-12:28 am

1 stop10h 08m

Chicago O'Hare Intl

Thu 9/17

5:00 am-2:10 pm

1 stop8h 10m

$503

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Fri 9/11

3:20 pm-9:00 pm

1 stop30h 40m

Chicago O'Hare Intl

Fri 9/18

5:45 pm-11:55 am

1 stop17h 10m

$505

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Sat 10/10

3:20 pm-11:21 pm

1 stop9h 01m

Chicago O'Hare Intl

Fri 10/16

9:35 pm-11:55 am

1 stop13h 20m

$505

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Mon 8/24

10:27 am-12:35 am

1 stop15h 08m

Chicago O'Hare Intl

Mon 8/31

7:11 pm-1:00 pm

1 stop16h 49m

$514

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Mon 9/28

10:21 am-12:33 am

1 stop15h 12m

Chicago O'Hare Intl

Sat 10/3

5:29 pm-9:21 am

1 stop14h 52m

$514

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Wed 9/9

4:20 pm-7:48 am

1 stop16h 28m

Chicago O'Hare Intl

Sun 9/20

5:29 pm-9:21 am

1 stop14h 52m

$514

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Wed 9/2

12:36 pm-11:44 pm

2 stops12h 08m

Chicago O'Hare Intl

Fri 9/4

7:00 am-8:31 pm

2 stops12h 31m

$625

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Thu 9/3

5:01 am-1:39 pm

1 stop9h 38m

Chicago O'Hare Intl

Fri 9/4

2:35 pm-11:53 am

2 stops20h 18m

$648

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Thu 9/3

12:36 pm-11:44 pm

2 stops12h 08m

Chicago O'Hare Intl

Fri 9/4

7:00 am-8:31 pm

2 stops12h 31m

$664

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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2

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?

Prices are currently low for flights on this route.

Typical prices usually range from $458 to $569.
The lowest price recently found on this route was $451.

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 $384. 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 $417.

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

As of July 2026, prices for Santo Domingo to Chicago flights are approximately 25% cheaper 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

8h 29m

Direct flights

None
The fastest flight from Santo Domingo to Chicago takes 8h 29m
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 8h 29m.

  • 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
JetBluePriceFrom $375Free CancellationRating
7.1
3,025 reviews
Search JetBlue flights
American AirlinesPriceFrom $468Free CancellationRating
7.1
11,845 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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Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
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