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Flight Deals from Santo Domingo to Chicago from $186

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Stops

  • Up to 1 stop
    $432

Airlines

  • Aeromexico
    $930
  • American Airlines
    $508
  • COPA Airlines
    $480
  • Delta Air Lines
    $456
  • JetBlue
    $505
  • Spirit Airlines
    $432
  • United Airlines
    $452

Cabin Class

  • Economy
    $432

Departure Airports

  • Las Américas International Airport
    $432

Arrival Airports

  • Chicago Midway Airport
    $505
  • Chicago O Hare Airport
    $432

Layover Airports

  • Fort Lauderdale Hollywood International Airport
    $432
  • Hartsfield Jackson Atlanta International Airport
    $456
  • Licenciado Benito Juarez International Airport
    $930
  • Miami International Airport
    $508
  • New York John F Kennedy Airport
    $456
  • Newark Liberty Airport
    $452
  • Orlando International Airport
    $432
  • Tocumen International Airport
    $480

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Spirit Airlines Logo
Spirit Airlines

06/04/25

SDQ
6h 59m
FLL

06/04/25

ORD
Spirit Airlines Logo
Spirit Airlines

06/18/25

ORD
15h 35m
MCO

06/19/25

SDQ
$432
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

06/14/25

SDQ
8h 11m
FLL

06/14/25

ORD
Spirit Airlines Logo
Spirit Airlines

06/21/25

ORD
9h 34m
FLL

06/21/25

SDQ
$435
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/24/25

SDQ
8h 15m
FLL

05/25/25

ORD
Spirit Airlines Logo
Spirit Airlines

06/07/25

ORD
9h 30m
FLL

06/07/25

SDQ
$435
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

05/21/25

SDQ
8h 55m
EWR

05/21/25

ORD
United Airlines Logo
United Airlines

06/04/25

ORD
28h 5m
EWR

06/06/25

SDQ
$452
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

05/31/25

SDQ
10h 24m
JFK

05/31/25

ORD
Delta Air Lines Logo
Delta Air Lines

06/14/25

ORD
8h 42m
JFK

06/15/25

SDQ
$456
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

05/21/25

SDQ
9h 17m
ATL

05/21/25

ORD
Delta Air Lines Logo
Delta Air Lines

06/04/25

ORD
11h 28m
JFK

06/04/25

SDQ
$456
Free cancellation within 83 hours of booking
COPA Airlines Logo
COPA Airlines

05/31/25

SDQ
28h 54m
PTY

06/01/25

ORD
COPA Airlines Logo
COPA Airlines

06/14/25

ORD
22h 3m
PTY

06/15/25

SDQ
$480
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/21/25

SDQ
6h 59m
FLL

05/21/25

ORD
Spirit Airlines Logo
Spirit Airlines

06/04/25

ORD
9h 55m
FLL

06/04/25

SDQ
$486
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

05/24/25

SDQ
16h 12m
EWR

05/24/25

ORD
United Airlines Logo
United Airlines

06/07/25

ORD
16h 25m
EWR

06/08/25

SDQ
$494
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

05/30/25

SDQ
6h 46m
ATL

05/30/25

MDW
Delta Air Lines Logo
Delta Air Lines

06/13/25

MDW
7h 21m
ATL

06/13/25

SDQ
$505
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

06/11/25

SDQ
6h 59m
ATL

06/11/25

MDW
Delta Air Lines Logo
Delta Air Lines

06/25/25

MDW
7h 21m
ATL

06/25/25

SDQ
$505
Free cancellation within 83 hours of booking
JetBlue Logo
JetBlue

05/31/25

SDQ
11h 55m
JFK

05/31/25

ORD
JetBlue Logo
JetBlue

06/14/25

ORD
13h 24m
JFK

06/14/25

SDQ
$505
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

SDQ
13h 11m
MIA

05/29/25

ORD
American Airlines Logo
American Airlines

06/12/25

ORD
8h 23m
MIA

06/12/25

SDQ
$508
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

06/03/25

SDQ
9h 41m
MIA

06/03/25

ORD
American Airlines Logo
American Airlines

06/17/25

ORD
14h 45m
MIA

06/17/25

SDQ
$508
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/21/25

SDQ
11h 5m
MIA

05/21/25

ORD
American Airlines Logo
American Airlines

06/04/25

ORD
8h 59m
MIA

06/04/25

SDQ
$508
Free cancellation within 83 hours of booking
COPA Airlines Logo
COPA Airlines

05/21/25

SDQ
8h 26m
PTY

05/21/25

ORD
COPA Airlines Logo
COPA Airlines

06/04/25

ORD
25h 10m
PTY

06/05/25

SDQ
$512
Free cancellation within 83 hours of booking
COPA Airlines Logo
COPA Airlines

06/04/25

SDQ
15h 41m
PTY

06/05/25

ORD
COPA Airlines Logo
COPA Airlines

06/18/25

ORD
31h 20m
PTY

06/19/25

SDQ
$512
Free cancellation within 83 hours of booking
COPA Airlines Logo
COPA Airlines

05/27/25

SDQ
23h 42m
PTY

05/28/25

ORD
COPA Airlines Logo
COPA Airlines

06/10/25

ORD
18h 51m
PTY

06/11/25

SDQ
$512
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

06/03/25

SDQ
17h 19m
EWR

06/04/25

ORD
United Airlines Logo
United Airlines

06/17/25

ORD
18h 40m
EWR

06/18/25

SDQ
$514
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/24/25

SDQ
9h 52m
MIA

05/24/25

ORD
American Airlines Logo
American Airlines

06/07/25

ORD
20h 25m
MIA

06/08/25

SDQ
$519
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

06/16/25

SDQ
7h 8m
FLL

06/16/25

ORD
Spirit Airlines Logo
Spirit Airlines

06/30/25

ORD
15h 35m
MCO

07/01/25

SDQ
$520
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

05/31/25

SDQ
16h 12m
EWR

05/31/25

ORD
United Airlines Logo
United Airlines

06/14/25

ORD
28h 5m
EWR

06/16/25

SDQ
$521
Free cancellation within 83 hours of booking
JetBlue Logo
JetBlue

05/24/25

SDQ
18h
JFK

05/25/25

ORD
JetBlue Logo
JetBlue

06/07/25

ORD
18h 42m
JFK

06/08/25

SDQ
$526
Free cancellation within 83 hours of booking
JetBlue Logo
JetBlue

06/04/25

SDQ
11h 55m
JFK

06/04/25

ORD
JetBlue Logo
JetBlue

06/18/25

ORD
15h 46m
JFK

06/18/25

SDQ
$538
Free cancellation within 83 hours of booking
JetBlue Logo
JetBlue

05/21/25

SDQ
11h 24m
JFK

05/21/25

ORD
JetBlue Logo
JetBlue

06/04/25

ORD
10h 10m
JFK

06/04/25

SDQ
$541
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/31/25

SDQ
8h 15m
FLL

06/01/25

ORD
Spirit Airlines Logo
Spirit Airlines

06/14/25

ORD
15h 35m
MCO

06/15/25

SDQ
$569
Free cancellation within 83 hours of booking
Aeromexico Logo
Aeromexico

06/05/25

SDQ
12h 51m
MEX

06/05/25

ORD
Aeromexico Logo
Aeromexico

06/19/25

ORD
13h 48m
MEX

06/20/25

SDQ
$930
Free cancellation within 83 hours of booking
Aeromexico Logo
Aeromexico

06/13/25

SDQ
12h 51m
MEX

06/13/25

ORD
Aeromexico Logo
Aeromexico

06/27/25

ORD
14h 15m
MEX

06/28/25

SDQ
$930
Free cancellation within 83 hours of booking
Aeromexico Logo
Aeromexico

06/03/25

SDQ
12h 51m
MEX

06/03/25

ORD
Aeromexico Logo
Aeromexico

06/17/25

ORD
13h 48m
MEX

06/18/25

SDQ
$930
Free cancellation within 83 hours of booking
Aeromexico Logo
Aeromexico

06/16/25

SDQ
12h 51m
MEX

06/16/25

ORD
Aeromexico Logo
Aeromexico

06/30/25

ORD
14h 20m
MEX

07/01/25

SDQ
$930
Free cancellation within 83 hours of booking

Top Deals on flights from Santo Domingo to Chicago

Santo Domingo, DO (SDQ) - Chicago, US (CHI)

Spirit Airlines Logo
Spirit Airlines

Jun 2

SDQ
16h
FLL

Jun 3

ORD

as low as

$186

Santo Domingo, DO (SDQ) - Chicago, US (CHI)

Spirit Airlines Logo
Spirit Airlines

Jun 15

SDQ
11h 29m
MCO

Jun 15

ORD

as low as

$229

Santo Domingo, DO (SDQ) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Jun 2

SDQ
16h 24m
MIA

Jun 2

ORD

as low as

$234

Santo Domingo, DO (SDQ) - Chicago, US (CHI)

Delta Air Lines Logo
Delta Air Lines

Jun 14

SDQ
11h 46m
JFK

Jun 14

ORD

as low as

$239

Santo Domingo, DO (SDQ) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 11

SDQ
11h 13m
MIA
DCA

May 11

ORD

as low as

$244

Santo Domingo, DO (SDQ) - Chicago, US (CHI)

COPA Airlines Logo
COPA Airlines

Jun 2

SDQ
10h 29m
PTY

Jun 3

ORD

as low as

$249

Santo Domingo, DO (SDQ) - Chicago, US (CHI)

United Airlines Logo
United Airlines

Jun 4

SDQ
8h 55m
EWR

Jun 4

ORD

as low as

$287

Santo Domingo, DO (SDQ) - Chicago, US (CHI)

Delta Air Lines Logo
Delta Air Lines

Jun 3

SDQ
6h 46m
ATL

Jun 3

MDW

as low as

$322

Santo Domingo, DO (SDQ) - Chicago, US (CHI)

JetBlue Logo
JetBlue

Jun 10

SDQ
11h 24m
JFK

Jun 10

ORD

as low as

$322

Santo Domingo, DO (SDQ) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Jun 2

SDQ
18h 44m
MIA
CLT

Jun 3

ORD

as low as

$337

Santo Domingo, DO (SDQ) - Chicago, US (CHI)

JetBlue Logo
JetBlue

Jun 29

SDQ
26h 54m
BOS

Jun 30

ORD

as low as

$339

Santo Domingo, DO (SDQ) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 15

SDQ
10h 3m
MIA
PHL

May 15

ORD

as low as

$344

Frequently Asked Questions

What is the typical flight duration from Santo Domingo to Chicago?
The typical flight duration from Santo Domingo (SDQ) to Chicago (CHI) is about 4 to 5 hours on a direct flight. However, if you choose a connecting option, the total travel time can extend to anywhere between 6 to 8 hours. Weather conditions, flight schedules, and layover times may influence the overall duration. It is advisable to compare flight itineraries during booking, and always factor in extra time for possible delays or transit formalities for a stress‐free journey.
Are there any direct flights from Santo Domingo to Chicago?
Yes, there are occasional direct flight options from Santo Domingo (SDQ) to Chicago (CHI). Although these non-stop flights are available during certain seasons or on specific days, many travelers find that most options include a layover. It is important to check flight schedules through your preferred booking platform, as availability can change. If a direct flight is a priority, consider filtering your search and booking well in advance, which might also result in better pricing options and a more convenient travel experience.
What are the best transportation options from Chicago airport to downtown?
The best transportation options from Chicago’s airport to downtown include several practical methods. The CTA Blue Line train offers a cost-effective route, with fares ranging from $5 to $7 and a travel time of about 45 minutes. Rideshare services such as Uber and Lyft are available too, with prices typically between $25 and $40, depending on traffic conditions. Taxis provide a more direct, though slightly pricier, alternative, costing approximately $30 to $50. Choose the option that best matches your budget, time constraints, and personal preferences.
What are the must-see attractions in Chicago for travelers arriving from Santo Domingo?
For travelers arriving from Santo Domingo, Chicago offers a wide array of must-see attractions that showcase its vibrant culture and skyline. Iconic spots include Millennium Park with the famous Cloud Gate sculpture, the expansive Art Institute, and the breathtaking views from Willis Tower’s Skydeck. Navy Pier provides family-friendly entertainment, and Lincoln Park Zoo offers free entry alongside scenic park spaces. Each site presents a unique perspective of the city and delivers engaging experiences that are distinctly different from those in Santo Domingo.
Which local dishes should travelers from Santo Domingo try when visiting Chicago?
Travelers from Santo Domingo should definitely try Chicago’s unique culinary offerings. Signature local dishes include the famous deep dish pizza, known for its thick, hearty crust and rich toppings, and the Italian beef sandwich, often served with spicy giardiniera. The city is also celebrated for its Chicago-style hot dogs, which come loaded with mustard, relish, onions, and pickles. These dishes are typically priced between $10 and $30 per meal, providing a distinct gastronomic experience that complements the familiar flavors of Santo Domingo while highlighting regional differences.
What are the best family-friendly activities in Chicago for visitors from Santo Domingo?
Family-friendly activities in Chicago are abundant and well-suited for visitors from Santo Domingo. Consider visiting attractions like the Shedd Aquarium, the Field Museum, and the free Lincoln Park Zoo, which offer educational and entertaining experiences for children and adults alike. Millennium Park and Navy Pier provide interactive exhibits and green spaces perfect for leisure strolls and outdoor fun. Options for guided city tours and river cruises are available too, usually costing between $20 and $40 per ticket. These activities ensure a memorable and diverse experience for every family member.
Are there any cultural festivals in Chicago that travelers from Santo Domingo should not miss?
Yes, Chicago hosts several cultural festivals that are a must-see for travelers from Santo Domingo. Events like the Taste of Chicago, held during summer, celebrate diverse culinary traditions, while neighborhood festivals and art fairs highlight local music, arts, and heritage. The Chicago Air and Water Show also provides a spectacular seasonal display. Festival admission prices generally range from free to around $10-$30 per event, depending on the attraction. Checking local event calendars before your trip will ensure you don’t miss these enriching cultural experiences that distinguish the city.
What are the most affordable dining options in Chicago for travelers from Santo Domingo?
Affordable dining options in Chicago abound for visitors looking to enjoy local flavors without overspending. Budget-friendly choices include street vendors, food trucks, and casual dining spots where you can savor Chicago-style hot dogs, deep dish pizza, and Italian beef sandwiches for about $10 to $20 per meal. Neighborhoods like Pilsen and Logan Square offer diverse restaurants that serve international and fusion cuisines at reasonable prices. By exploring these areas, travelers can enjoy an authentic culinary experience that provides both variety and value, making it a great contrast to the food scene in Santo Domingo.
What are the best shopping districts in Chicago for travelers from Santo Domingo?
Chicago offers several shopping districts that cater well to travelers from Santo Domingo. The Magnificent Mile is popular for upscale retail and luxury brands, while State Street is ideal for more affordable department stores and local shops. In addition, neighborhoods such as Wicker Park and Fulton Market are known for their trendy boutiques, vintage stores, and local designer outlets. Whether you are looking for high-end fashion or unique handcrafted items, these areas provide a range of options with price points from around $20 to several hundred dollars, offering a diversified shopping experience.
Is there a specific time of year when Chicago is best visited by travelers from Santo Domingo?
Yes, there is an ideal time for visiting Chicago. Travelers from Santo Domingo will find the period between May and October to be particularly pleasant, as this timeframe typically offers milder weather and an abundance of outdoor festivals and events. Summers are lively with cultural happenings, while early fall provides comfortable temperatures with fewer crowds. However, keep in mind that peak summer may bring higher accommodation prices. Planning your visit based on seasonal events and weather forecasts can help you optimize your travel experience in this bustling city.
What are the customs requirements for travelers flying from Santo Domingo to Chicago?
Travelers flying from Santo Domingo (SDQ) to Chicago (CHI) must adhere to U.S. customs requirements. This includes carrying a valid passport and the appropriate visa or ESTA documentation, as stipulated by U.S. entry regulations. Upon arrival, you will be required to complete a customs declaration form for any items you are bringing into the country. It’s important to be aware of duty limits on items such as alcohol or tobacco, and to verify updated guidelines on the U.S. Customs and Border Protection website prior to departure to ensure a smooth clearance process.
Are there any health precautions travelers from Santo Domingo should take before visiting Chicago?
Before visiting Chicago, it is important for travelers from Santo Domingo to take certain health precautions. Check for any recommended vaccinations and review current health advisories, as seasonal flu or weather-related illnesses can differ from what you’re accustomed to. It is also advisable to have travel insurance that covers medical emergencies and to bring along any essential prescription medications. Preparing for Chicago’s climate—whether it’s layering for cooler weather or preparing for summer heat—will help you stay comfortable and healthy during your visit.
What are the best car rental options in Chicago for travelers from Santo Domingo?
Chicago offers excellent car rental services from well-known providers such as Enterprise, Hertz, Avis, and Budget. Rental rates usually range between $40 and $80 per day, with variations based on car type, rental duration, and additional insurance. It is beneficial to book in advance or look out for weekend deals to secure the best rates. Additionally, reviewing rental policies regarding mileage limits and fuel usage could help you avoid extra fees. This flexibility offers travelers the convenience to explore the city’s neighborhoods and surrounding areas at their own pace.
What unique airport amenities can travelers expect at Chicago airport when arriving from Santo Domingo?
Travelers arriving at Chicago’s airport will find a range of unique amenities designed to enhance comfort and convenience. The terminals offer free Wi-Fi, a variety of dining and shopping options including local specialties, and comfortable lounges available for purchase with day passes costing around $25 to $50. Some terminals feature art exhibits and interactive digital kiosks, which help navigate services and flight information. Efficient baggage services and well-organized transit areas further contribute to a smooth arrival experience, setting a welcoming tone for your visit.
What are the best seasonal travel tips for visiting Chicago from Santo Domingo?
When planning a visit from Santo Domingo, seasonal travel tips for Chicago include preparing for its distinct weather changes. During winter, temperatures can drop to between 20°F and 40°F, so warm clothing and waterproof boots are essential. In contrast, spring and fall offer milder temperatures around 40°F to 70°F, suitable for outdoor exploration. Summer provides a vibrant atmosphere full of festivals, though it can be humid and crowded. Additionally, monitoring local event calendars and booking accommodations early during peak seasons can help secure better deals and ensure a smoother travel experience.

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