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Cheap flights from Santo Domingo to Chicago from $186

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
3:25 pm - 10:40 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
9h 15m1 stop Punta Cana
Multiple Airlines Logo
4:20 am - 4:45 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
10h 25m1 stop Punta Cana
$367Multiple Airlines
Thu, Nov 5 - Sun, Nov 8
Multiple Airlines Logo
3:25 pm - 10:40 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
9h 15m1 stop Punta Cana
Multiple Airlines Logo
11:10 am - 9:40 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
8h 30m1 stop Punta Cana
$385Multiple Airlines
Thu, Dec 17 - Sat, Jan 9
Multiple Airlines Logo
1:55 pm - 11:20 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
10h 25m1 stop Punta Cana
Multiple Airlines Logo
12:10 pm - 9:40 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
8h 30m1 stop Punta Cana
$386Multiple Airlines
Sun, Oct 25 - Sat, Oct 31
Multiple Airlines Logo
1:40 am - 11:12 amSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
10h 32m1 stop Punta Cana
Multiple Airlines Logo
4:30 am - 4:55 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
11h 25m1 stop Punta Cana
$407Multiple Airlines
Fri, Oct 16 - Mon, Oct 26
JetBlue Logo
3:50 pm - 11:30 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
8h 40m1 stop Fort Lauderdale
JetBlue Logo
7:00 am - 3:18 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
7h 18m1 stop Fort Lauderdale
$538JetBlue
Thu, Oct 22 - Sun, Oct 25
JetBlue Logo
5:01 am - 1:50 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
9h 49m1 stop Fort Lauderdale
JetBlue Logo
7:00 am - 3:18 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
7h 18m1 stop Fort Lauderdale
$540JetBlue
Fri, Oct 23 - Sat, Oct 31
JetBlue Logo
1:32 pm - 11:30 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
10h 58m1 stop Fort Lauderdale
JetBlue Logo
7:00 am - 3:18 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
7h 18m1 stop Fort Lauderdale
$540JetBlue
Sat, Oct 24 - Sat, Oct 31
American Airlines Logo
3:55 pm - 11:56 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
10h 01m1 stop Miami
American Airlines Logo
5:00 am - 3:58 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
8h 58m1 stop Miami
$559American Airlines
Thu, Nov 5 - Tue, Nov 10
American Airlines Logo
6:00 am - 2:30 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
10h 30m2 stops Miami Charlotte Douglas
American Airlines Logo
4:43 pm - 11:59 amORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
17h 16m1 stop Miami
$564American Airlines
Thu, Nov 5 - Mon, Nov 9
American Airlines Logo
6:00 am - 2:20 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
10h 20m2 stops Miami Philadelphia
American Airlines Logo
7:20 pm - 1:55 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
16h 35m1 stop Philadelphia
$564American Airlines
Thu, Nov 5 - Mon, Nov 9

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Copa Airlines flights from Santo Domingo to Chicago

Our best Copa Airlines deals on Santo Domingo to Chicago flight tickets
Copa Airlines
Nov 5
SDQ12:10 pmSanto Domingo Las Americas
14h 01m
1 stop
ORD12:11 amChicago O'Hare Intl
Nov 9
ORD2:13 pmChicago O'Hare Intl
9h 55m
1 stop
SDQ2:08 amSanto Domingo Las Americas
$526
Copa Airlines
Oct 29
SDQ12:12 pmSanto Domingo Las Americas
13h 53m
1 stop
ORD1:05 amChicago O'Hare Intl
Nov 5
ORD2:13 pmChicago O'Hare Intl
20h 57m
1 stop
SDQ1:10 pmSanto Domingo Las Americas
$544
Copa Airlines
Nov 6
SDQ2:24 pmSanto Domingo Las Americas
11h 47m
1 stop
ORD12:11 amChicago O'Hare Intl
Nov 13
ORD2:13 pmChicago O'Hare Intl
19h 32m
1 stop
SDQ11:45 amSanto Domingo Las Americas
$547

JetBlue flights from Santo Domingo to Chicago

Our best JetBlue deals on Santo Domingo to Chicago flight tickets
JetBlue
Oct 22
SDQ3:50 pmSanto Domingo Las Americas
8h 40m
1 stop
ORD11:30 pmChicago O'Hare Intl
Oct 25
ORD7:00 amChicago O'Hare Intl
7h 18m
1 stop
SDQ3:18 pmSanto Domingo Las Americas
$538
JetBlue
Oct 23
SDQ5:01 amSanto Domingo Las Americas
9h 49m
1 stop
ORD1:50 pmChicago O'Hare Intl
Oct 31
ORD7:00 amChicago O'Hare Intl
7h 18m
1 stop
SDQ3:18 pmSanto Domingo Las Americas
$540
JetBlue
Oct 27
SDQ5:01 amSanto Domingo Las Americas
9h 43m
1 stop
ORD1:44 pmChicago O'Hare Intl
Oct 29
ORD2:42 pmChicago O'Hare Intl
8h 09m
1 stop
SDQ11:51 pmSanto Domingo Las Americas
$555

momondo Fare Finder

 
Use the filters below to find and compare flights from Santo Domingo to Chicago that are best for you.

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Route

Depart

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Price

Cheapest round-trip

Santo DomingoChicago

SDQ Santo Domingo Las Americas - ORD Chicago O'Hare Intl

SDQORD

Santo Domingo Las Americas

Thu 11/5

3:25 pm-10:40 pm

1 stop9h 15m

Chicago O'Hare Intl

Sun 11/8

4:20 am-4:45 pm

1 stop10h 25m

$367

Santo DomingoChicago

SDQ Santo Domingo Las Americas - ORD Chicago O'Hare Intl

SDQORD

Santo Domingo Las Americas

Thu 12/17

3:25 pm-10:40 pm

1 stop9h 15m

Chicago O'Hare Intl

Sat 1/9

11:10 am-9:40 pm

1 stop8h 30m

$385

Santo DomingoChicago

SDQ Santo Domingo Las Americas - ORD Chicago O'Hare Intl

SDQORD

Santo Domingo Las Americas

Sun 10/25

1:55 pm-11:20 pm

1 stop10h 25m

Chicago O'Hare Intl

Sat 10/31

12:10 pm-9:40 pm

1 stop8h 30m

$386

Santo DomingoChicago

SDQ Santo Domingo Las Americas - ORD Chicago O'Hare Intl

SDQORD

Santo Domingo Las Americas

Fri 10/16

1:40 am-11:12 am

1 stop10h 32m

Chicago O'Hare Intl

Mon 10/26

4:30 am-4:55 pm

1 stop11h 25m

$407
Quickest round-trip

Santo DomingoChicago

SDQ Santo Domingo Las Americas - ORD Chicago O'Hare Intl

SDQORD

Santo Domingo Las Americas

Thu 10/22

3:50 pm-11:30 pm

1 stop8h 40m

Chicago O'Hare Intl

Sun 10/25

7:00 am-3:18 pm

1 stop7h 18m

$538

Santo DomingoChicago

SDQ Santo Domingo Las Americas - ORD Chicago O'Hare Intl

SDQORD

Santo Domingo Las Americas

Fri 10/23

5:01 am-1:50 pm

1 stop9h 49m

Chicago O'Hare Intl

Sat 10/31

7:00 am-3:18 pm

1 stop7h 18m

$540

Santo DomingoChicago

SDQ Santo Domingo Las Americas - ORD Chicago O'Hare Intl

SDQORD

Santo Domingo Las Americas

Sat 10/24

1:32 pm-11:30 pm

1 stop10h 58m

Chicago O'Hare Intl

Sat 10/31

7:00 am-3:18 pm

1 stop7h 18m

$540

Santo DomingoChicago

SDQ Santo Domingo Las Americas - ORD Chicago O'Hare Intl

SDQORD

Santo Domingo Las Americas

Thu 11/5

3:55 pm-11:56 pm

1 stop10h 01m

Chicago O'Hare Intl

Tue 11/10

5:00 am-3:58 pm

1 stop8h 58m

$559

Santo DomingoChicago

SDQ Santo Domingo Las Americas - ORD Chicago O'Hare Intl

SDQORD

Santo Domingo Las Americas

Thu 11/5

6:00 am-2:30 pm

2 stops10h 30m

Chicago O'Hare Intl

Mon 11/9

4:43 pm-11:59 am

1 stop17h 16m

$564

Santo DomingoChicago

SDQ Santo Domingo Las Americas - ORD Chicago O'Hare Intl

SDQORD

Santo Domingo Las Americas

Thu 11/5

6:00 am-2:20 pm

2 stops10h 20m

Chicago O'Hare Intl

Mon 11/9

7:20 pm-1:55 pm

1 stop16h 35m

$564

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?

Prices are currently typical for flights on this route.

Typical prices usually range from $367 to $547.
The lowest price recently found on this route was $367.

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 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 6% 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 September 2026, prices for Santo Domingo to Chicago flights are approximately 16% 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

Best Price Found

$186

Fastest flight time

8h 22m

Direct flights

None
The best one-way flight to Chicago from Santo Domingo in the past 72 hours is $186. The best round-trip flight deal from Santo Domingo to Chicago found on momondo in the last 72 hours is $367.
The fastest flight from Santo Domingo to Chicago takes 8h 22m
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 22m.

  • 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
3,038 reviews
Search JetBlue flights
American AirlinesPriceFrom $483Free CancellationRating
7.1
12,061 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
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Porter
Crown Point
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

Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport