Cheap flights from the Dominican Republic to Chicago (CHI) from $100

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/4. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
SDQ — CHI
Jun 18 — Jun 251

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

To save on the cost of your flight from Dominican Republic to Chicago, book at least 52 days before your planned departure. Booking around this time can save you about 83% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $272 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $473.

What is the cheapest month to fly from Dominican Republic to Chicago?

Due to multiple factors, expect to potentially pay more when booking in December. For low rates, January can be a great choice for travel to Chicago. Flights to Chicago from Dominican Republic in January are about $416 on average during January, but can be found for as low as $181.

What is the cheapest time of day to fly from DO to CHI?

When flying from Dominican Republic to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap Dominican Republic to Chicago flights in June & July 2024

Find cheap flight options from Dominican Republic to Chicago specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,214,720 searches. Prices were last updated on June 13, 2024.
Check out some of the best flight deals from Dominican Republic to Chicago in 2024. For more flight deals, be sure to check back very soon.
Mon 7/19:58 amSDQ - MDW
1 stop14h 41mFrontier
Thu 8/15:55 pmMDW - SDQ
1 stop13h 43mFrontier
Deal found 6/13$230
Thu 7/115:49 pmPUJ - MDW
1 stop15h 47mFrontier
Mon 7/155:14 pmMDW - PUJ
1 stop15h 14mFrontier
Deal found 6/12$230
Mon 7/19:58 amSDQ - MDW
1 stop14h 41mFrontier
Wed 7/319:31 amMDW - SDQ
1 stop22h 58mFrontier
Deal found 6/12$236
Mon 7/19:58 amSDQ - MDW
1 stop14h 41mFrontier
Wed 7/319:31 amMDW - SDQ
1 stop22h 58mFrontier
Deal found 6/12$243
Fri 6/1412:14 pmPUJ - ORD
Nonstop5h 09mFrontier
Thu 6/275:01 amORD - PUJ
1 stop28h 53mFrontier
Deal found 6/12$243
Sun 6/3010:44 amSDQ - MDW
1 stop21h 47mFrontier
Thu 8/15:55 pmMDW - SDQ
1 stop13h 43mFrontier
Deal found 6/13$244
Thu 7/1810:52 amPUJ - MDW
1 stop14h 25mFrontier
Sun 7/287:40 amMDW - PUJ
1 stop26h 16mFrontier
Deal found 6/11$245
Fri 7/199:58 amSDQ - MDW
1 stop29h 20mFrontier
Fri 8/25:12 pmMDW - SDQ
1 stop14h 36mFrontier
Deal found 6/13$246
Sun 6/3010:44 amSDQ - MDW
1 stop21h 47mFrontier
Wed 7/319:31 amMDW - SDQ
1 stop22h 58mFrontier
Deal found 6/13$250

Dominican Republic to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Dominican Republic and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,214,720 searches. Data last updated June 13, 2024.
Check out some of the best flight deals from Dominican Republic to Chicago in 2024. For more flight deals, be sure to check back very soon.
Mon 9/92:45 amSDQ - ORD
1 stop8h 10mSpirit Airlines
Mon 9/165:36 pmORD - SDQ
1 stop6h 53mSpirit Airlines
Deal found 6/13$220
Mon 7/19:58 amSDQ - MDW
1 stop14h 41mFrontier
Thu 8/15:55 pmMDW - SDQ
1 stop13h 43mFrontier
Deal found 6/13$230
Thu 7/115:49 pmPUJ - MDW
1 stop15h 47mFrontier
Mon 7/155:14 pmMDW - PUJ
1 stop15h 14mFrontier
Deal found 6/12$230
Mon 7/19:58 amSDQ - MDW
1 stop14h 41mFrontier
Wed 7/319:31 amMDW - SDQ
1 stop22h 58mFrontier
Deal found 6/12$236
Tue 9/107:29 amSDQ - ORD
1 stop13h 13mSpirit Airlines
Mon 9/168:30 amORD - SDQ
1 stop15h 59mSpirit Airlines
Deal found 6/13$238
Mon 7/19:58 amSDQ - MDW
1 stop14h 41mFrontier
Wed 7/319:31 amMDW - SDQ
1 stop22h 58mFrontier
Deal found 6/12$243
Fri 6/1412:14 pmPUJ - ORD
Nonstop5h 09mFrontier
Thu 6/275:01 amORD - PUJ
1 stop28h 53mFrontier
Deal found 6/12$243
Sun 6/3010:44 amSDQ - MDW
1 stop21h 47mFrontier
Thu 8/15:55 pmMDW - SDQ
1 stop13h 43mFrontier
Deal found 6/13$244
Thu 7/1810:52 amPUJ - MDW
1 stop14h 25mFrontier
Sun 7/287:40 amMDW - PUJ
1 stop26h 16mFrontier
Deal found 6/11$245

Dominican Republic to Chicago flights leaving soon

Find last-minute flight options from Dominican Republic to Chicago for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,214,720 searches. Data last updated June 13, 2024.
Check out these flights departing soon from Dominican Republic to Chicago. Users should examine the flight details to ensure there are no surprises.
Fri 6/219:58 amSDQ - MDW
1 stop14h 39mFrontier
Mon 6/242:35 pmMDW - SDQ
1 stop23h 15mFrontier
Deal found 6/13$369
Fri 6/214:07 pmSDQ - ORD
2 stops28h 42mMultiple Airlines
Mon 6/246:40 pmORD - SDQ
1 stop6h 39mMultiple Airlines
Deal found 6/13$449
Fri 6/214:07 pmSDQ - MDW
2 stops17h 27mFrontier
Mon 6/242:35 pmMDW - SDQ
1 stop23h 15mFrontier
Deal found 6/13$458
Fri 6/214:07 pmSDQ - ORD
1 stop19h 02mMultiple Airlines
Mon 6/246:40 pmORD - SDQ
1 stop6h 39mMultiple Airlines
Deal found 6/13$485
Fri 6/217:00 amSDQ - ORD
2 stops17h 58mAmerican Airlines
Mon 6/242:48 pmORD - SDQ
2 stops17h 32mAmerican Airlines
Deal found 6/13$508
Fri 6/214:10 amSDQ - ORD
3 stops18h 42mSpirit Airlines
Mon 6/247:05 amORD - SDQ
2 stops18h 14mSpirit Airlines
Deal found 6/13$560
Fri 6/214:10 amSDQ - MDW
3 stops17h 08mMultiple Airlines
Mon 6/249:08 pmMDW - SDQ
2 stops28h 11mMultiple Airlines
Deal found 6/13$655
Fri 6/214:10 amSDQ - MDW
2 stops15h 50mMultiple Airlines
Mon 6/249:08 pmMDW - SDQ
2 stops28h 11mMultiple Airlines
Deal found 6/13$720
Thu 6/201:32 amSDQ - ORD
1 stop9h 18mJetBlue
Mon 6/2410:35 amORD - SDQ
1 stop12h 38mJetBlue
Deal found 6/13$748

One-way flights to Chicago from Dominican Republic

Search for one-way flight options from Dominican Republic to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,214,720 searches. Data last updated June 13, 2024.
Some of the best available deals we've found on one-way flights from Dominican Republic to Chicago. Users can also find round-trip Dominican Republic to Chicago flights by using the search form above.
Thu 7/41:00 pmPUJ - ORD
Nonstop5h 17mFrontier
Deal found 6/12$100
Thu 7/41:00 pmPUJ - ORD
Nonstop5h 17mFrontier
Deal found 6/12$101
Thu 7/41:00 pmPUJ - ORD
Nonstop5h 17mFrontier
Deal found 6/13$120
Thu 7/41:00 pmPUJ - ORD
Nonstop5h 17mFrontier
Deal found 6/12$122
Wed 7/312:14 pmPUJ - ORD
Nonstop5h 09mFrontier
Deal found 6/12$123
Thu 7/119:50 amPUJ - MDW
1 stop12h 56mFrontier
Deal found 6/13$135
Fri 7/129:58 amSDQ - MDW
1 stop29h 20mFrontier
Deal found 6/12$139
Fri 9/202:45 amSDQ - ORD
1 stop8h 10mSpirit Airlines
Deal found 6/12$145
Thu 7/115:49 pmPUJ - ORD
1 stop16h 14mMultiple Airlines
Deal found 6/13$163

Find flights from Dominican Republic to Chicago within your budget

Customize your flight search to find flights from Dominican Republic 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, Cheapflights users made 3,214,720 searches. Data last updated June 13, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$220 - $457

Route

Depart

Return

Price

Santo Domingo Las AmericasChicago O'Hare Intl

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Mon 9/9

1 stop8h 10m

Chicago O'Hare Intl

Mon 9/16

1 stop8h 09m

$220

Santo Domingo Las AmericasChicago Midway

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Mon 7/1

1 stop14h 41m

Chicago Midway

Thu 8/1

1 stop13h 43m

$230

Punta CanaChicago Midway

PUJ - MDW

PUJMDW

Punta Cana

Thu 7/11

1 stop15h 47m

Chicago Midway

Mon 7/15

1 stop15h 14m

$230

Santo Domingo Las AmericasChicago O'Hare Intl

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Tue 9/10

1 stop13h 13m

Chicago O'Hare Intl

Mon 9/16

1 stop8h 09m

$238

Punta CanaChicago O'Hare Intl

PUJ - ORD

PUJORD

Punta Cana

Wed 7/31

Nonstop5h 06m

Chicago O'Hare Intl

Wed 8/7

1 stop9h 07m

$284

Punta CanaChicago O'Hare Intl

PUJ - ORD

PUJORD

Punta Cana

Thu 10/31

Nonstop5h 10m

Chicago O'Hare Intl

Tue 11/5

1 stop6h 40m

$317

Santo Domingo Las AmericasChicago O'Hare Intl

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Wed 9/18

1 stop13h 18m

Chicago O'Hare Intl

Sun 9/22

1 stop16h 49m

$429

Santo Domingo Las AmericasChicago O'Hare Intl

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Thu 10/24

2 stops17h 30m

Chicago O'Hare Intl

Mon 10/28

2 stops17h 42m

$433

Santo Domingo Las AmericasChicago O'Hare Intl

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Tue 9/10

1 stop12h 16m

Chicago O'Hare Intl

Mon 9/16

2 stops11h 15m

$457

Flights are sorted by cheapest first

Deals found on 6/12

No data available for this route at this time. Please check back soon.

Best time to book a flight from Dominican Republic to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Dominican Republic with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated June 13, 2024.
See what other customers who have flown with United Airlines, American Airlines and Frontier from Dominican Republic to Chicago have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good
10,000 reviews

Overall

8.0

Boarding

8.2

Entertainment

8.0

Food

7.4

Comfort

7.9

Crew

8.6

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

8.0
Very good
10,000 reviews
8.0
Very good
10,000 reviews

Overall

8.0

Boarding

8.2

Entertainment

8.0

Food

7.4

Comfort

7.9

Crew

8.6

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

8.0
Very good
2,517 reviews
8.0
Very good
10,000 reviews

Overall

8.0

Boarding

8.2

Entertainment

8.0

Food

7.4

Comfort

7.9

Crew

8.6

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

7.6
Good
4,260 reviews
8.0
Very good
10,000 reviews

Overall

8.0

Boarding

8.2

Entertainment

8.0

Food

7.4

Comfort

7.9

Crew

8.6

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

7.6
Good
2,397 reviews
8.0
Very good
10,000 reviews

Overall

8.0

Boarding

8.2

Entertainment

8.0

Food

7.4

Comfort

7.9

Crew

8.6

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

7.5
Good
2,307 reviews
8.0
Very good
10,000 reviews

Overall

8.0

Boarding

8.2

Entertainment

8.0

Food

7.4

Comfort

7.9

Crew

8.6

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Related info for your journey

Find useful and relevant information for your journey from Dominican Republic to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • Can I find flights from Dominican Republic to Chicago for under $300 on Cheapflights?

    Yes, there are multiple flights from Dominican Republic to Chicago for under $300. The cheapest flight booked recently is on Spirit Airlines for just $220, but on average you can expect to pay $254.

  • Are there nonstop flights from Dominican Republic to Chicago for under $300 on Cheapflights?

    Cheapflights has at least 20 direct flights from Dominican Republic to Chicago under $300. A good price for a nonstop flight from Dominican Republic to Chicago is less than $366.

  • Are there last-minute flights available from Dominican Republic to Chicago for under $400?

    There are currently 14+ open flights from Dominican Republic to Chicago within the next 7 days for less than $400.

  • What are the cheapest airlines to fly from Dominican Republic to Chicago one-way?

    The cheapest airlines for a one-way flight from Dominican Republic to Chicago are Frontier ($100), Spirit Airlines ($145), and American Airlines ($170).

  • What are the most popular routes from Dominican Republic to Chicago?

  • What does SDQ to ORD mean?

    SDQ stands for Santo Domingo Las Americas Airport, while ORD stands for Chicago O'Hare Intl Airport. These codes are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are some additional IATA codes for airports related to your trip.

  • Can I find deals for flights from Dominican Republic to Chicago that include extra baggage allowance?

    The amount of baggage you can bring on your Dominican Republic to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Dominican Republic to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter Dominican Republic to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Dominican Republic to Chicago that include hotel bookings?

    Yes. In addition to deals on Dominican Republic to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Dominican Republic to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Dominican Republic to Chicago.

  • Can I find deals for business class flights from Dominican Republic to Chicago?

    Yes. Cheapflights offers flight deals from Dominican Republic to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Dominican Republic to Chicago that allow pets onboard?

    Many airlines flying from Dominican Republic to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Dominican Republic to Chicago?

    Yes, you can often find last-minute deals on Dominican Republic to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Dominican Republic to Chicago flight deals updated?

    The Dominican Republic to Chicago flight deals you see on this page were last updated on 6/13.

  • What are the most popular airlines that fly from Dominican Republic to Chicago?

  • What is the cheapest month to book a flight from Dominican Republic to Chicago?

    Currently, February is the cheapest month in which you can book a flight from Dominican Republic to Chicago (average of $244). Flying from Dominican Republic to Chicago in July is currently the most expensive (average of $320). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 6 airlines flying from Dominican Republic to Chicago

Discover the top 6 airlines that operate flights from Dominican Republic to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 3,214,720 searches. Data last updated June 13, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$180Average$339FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$195Average$409FlexibilityNo cancel feeOn-time69%
Spirit AirlinesCheapest$240Average$344FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$279Average$554FlexibilityNo cancel feeOn-time71%
DeltaCheapest$341Average$566FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$359Average$568FlexibilityNo cancel feeOn-time70%

Search flights from Dominican Republic to Chicago by cabin class

Find flights from Dominican Republic to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Hourly flight availability from Dominican Republic to Chicago

Find hourly flight availability from Dominican Republic to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 13, 2024.
0%of flight departuresEarly morningMidnight to 6 am
20%of flight departuresMorning6 am to noon
80%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM
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