$143+ Cheap flights from Midway (MDW) to Santo Domingo (SDQ)
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 4/11. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SDQ
Mar 13 — Mar 201
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Midway to Santo Domingo with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Midway to Santo Domingo
Cheapest
Best
Last-minute
One-way
Cheapest flights from Midway to Santo DomingoExplore the most affordable flight options available from Midway to Santo Domingo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 11, 2026.
Explore the most affordable flight options available from Midway to Santo Domingo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/96:00 am
MDW
- SDQ
1 stop9h 29m
Multiple Airlines
Mon 3/1610:46 am
SDQ
- MDW
1 stop11h 07m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$317
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/167:30 am
MDW
- SDQ
1 stop20h 59m
Multiple Airlines
Wed 4/226:10 am
SDQ
- MDW
1 stop7h 50m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$351
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/62:41 pm
MDW
- SDQ
2 stops18h 10m
Frontier
Sat 3/1410:56 am
SDQ
- MDW
1 stop11h 49m
Frontier
Deal found 2/10![Frontier logo]()
$353
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/96:00 am
MDW
- SDQ
1 stop9h 29m
Multiple Airlines
Thu 3/126:10 am
SDQ
- MDW
1 stop7h 52m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$359
This Expedia deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/239:22 pm
MDW
- SDQ
1 stop12h 34m
Frontier
Thu 2/2612:31 pm
SDQ
- MDW
1 stop27h 55m
Frontier
Deal found 2/9![Frontier logo]()
$360
This CheapOair deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/288:00 am
MDW
- SDQ
1 stop23h 39m
Frontier
Sat 3/711:56 am
SDQ
- MDW
1 stop11h 49m
Frontier
Deal found 2/8![Frontier logo]()
$372
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/16:15 am
MDW
- SDQ
1 stop15h 05m
Multiple Airlines
Sat 3/711:56 am
SDQ
- MDW
1 stop11h 49m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$374
This Kiwi.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/88:00 am
MDW
- SDQ
1 stop24h 41m
Multiple Airlines
Thu 3/122:52 am
SDQ
- MDW
2 stops11h 16m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$377
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/17:30 am
MDW
- SDQ
1 stop20h 59m
Multiple Airlines
Mon 5/47:10 pm
SDQ
- MDW
1 stop18h 50m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$380
Best flights from Midway to Santo DomingoDiscover carefully curated flight deals from Midway to Santo Domingo that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 11, 2026.
Discover carefully curated flight deals from Midway to Santo Domingo that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/207:30 am
MDW
- SDQ
1 stop8h 00m
Multiple Airlines
Fri 4/246:10 am
SDQ
- MDW
1 stop7h 50m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$351
This Expedia deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/239:22 pm
MDW
- SDQ
1 stop12h 34m
Frontier
Thu 2/2612:31 pm
SDQ
- MDW
1 stop27h 55m
Frontier
Deal found 2/9![Frontier logo]()
$360
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/196:00 am
MDW
- SDQ
1 stop6h 12m
Delta
Sat 4/252:37 pm
SDQ
- MDW
1 stop8h 51m
Delta
Deal found 2/9![Delta logo]()
$411
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/16:15 am
MDW
- SDQ
1 stop15h 05m
Multiple Airlines
Sat 3/711:56 am
SDQ
- MDW
1 stop11h 49m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$374
This CheapOair deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/288:00 am
MDW
- SDQ
1 stop23h 39m
Frontier
Sat 3/711:56 am
SDQ
- MDW
1 stop11h 49m
Frontier
Deal found 2/9![Frontier logo]()
$394
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/176:00 am
MDW
- SDQ
1 stop6h 12m
Delta
Sat 4/252:37 pm
SDQ
- MDW
1 stop8h 51m
Delta
Deal found 2/9![Delta logo]()
$411
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/17:30 am
MDW
- SDQ
1 stop20h 59m
Multiple Airlines
Mon 5/47:10 pm
SDQ
- MDW
1 stop18h 50m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$380
This Orbitz deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/16:00 am
MDW
- SDQ
1 stop7h 53m
Frontier
Mon 4/134:08 pm
SDQ
- MDW
1 stop28h 23m
Frontier
Deal found 2/11![Frontier logo]()
$398
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:00 am
MDW
- SDQ
1 stop6h 17m
Delta
Wed 3/182:35 pm
SDQ
- MDW
1 stop8h 56m
Delta
Deal found 2/9![Delta logo]()
$411
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/56:00 am
MDW
- SDQ
1 stop6h 17m
Delta
Tue 3/102:35 pm
SDQ
- MDW
1 stop8h 56m
Delta
Deal found 2/9![Delta logo]()
$411
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1010:46 am
MDW
- SDQ
2 stops13h 06m
Delta
Sat 5/232:45 pm
SDQ
- MDW
1 stop7h 24m
Delta
Deal found 2/9![Delta logo]()
$415
Last-minute flights from Midway to Santo DomingoDiscover last-minute flight deals from Midway to Santo Domingo. Data last updated February 11, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Santo Domingo. Data last updated February 11, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/239:22 pm
MDW
- SDQ
1 stop12h 34m
Frontier
Thu 2/2612:31 pm
SDQ
- MDW
1 stop27h 55m
Frontier
Deal found 2/9![Frontier logo]()
$360
This CheapOair deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/288:00 am
MDW
- SDQ
1 stop23h 39m
Frontier
Sat 3/711:56 am
SDQ
- MDW
1 stop11h 49m
Frontier
Deal found 2/8![Frontier logo]()
$372
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/16:15 am
MDW
- SDQ
1 stop15h 05m
Multiple Airlines
Sat 3/711:56 am
SDQ
- MDW
1 stop11h 49m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$374
This Kiwi.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/37:30 am
MDW
- SDQ
2 stops19h 55m
Multiple Airlines
Wed 3/187:10 pm
SDQ
- MDW
1 stop18h 52m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$396
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/62:41 pm
MDW
- SDQ
2 stops18h 10m
Frontier
Sat 3/1410:56 am
SDQ
- MDW
1 stop11h 49m
Frontier
Deal found 2/10![Frontier logo]()
$353
This Priceline deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/69:51 pm
MDW
- SDQ
1 stop11h 00m
Frontier
Mon 3/910:46 am
SDQ
- MDW
1 stop11h 07m
Frontier
Deal found 2/10![Frontier logo]()
$399
This Kiwi.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/88:00 am
MDW
- SDQ
1 stop24h 41m
Multiple Airlines
Thu 3/122:52 am
SDQ
- MDW
2 stops11h 16m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$377
This Kiwi.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/96:00 am
MDW
- SDQ
1 stop9h 29m
Multiple Airlines
Mon 3/1610:46 am
SDQ
- MDW
1 stop11h 07m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$317
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/96:00 am
MDW
- SDQ
1 stop9h 29m
Multiple Airlines
Thu 3/126:10 am
SDQ
- MDW
1 stop7h 52m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$359
One-way flights from Midway to Santo DomingoSearch for one-way flight options from Midway to Santo Domingo. Find affordable one-way fares based on user searches. Data last updated February 11, 2026.
Search for one-way flight options from Midway to Santo Domingo. Find affordable one-way fares based on user searches. Data last updated February 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/116:30 am
MDW
- SDQ
1 stop14h 15m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/207:30 am
MDW
- SDQ
1 stop8h 00m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$148
This Frontier deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/106:00 am
MDW
- SDQ
1 stop7h 53m
Frontier
Deal found 2/10![Frontier logo]()
$153
This Super.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/86:00 am
MDW
- SDQ
1 stop7h 53m
Frontier
Deal found 2/9![Frontier logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/129:00 am
MDW
- SDQ
1 stop24h 07m
Frontier
Deal found 2/10![Frontier logo]()
$161
This Priceline deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/72:56 pm
MDW
- SDQ
1 stop22h 57m
Frontier
Deal found 2/10![Frontier logo]()
$175
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/71:10 pm
MDW
- SDQ
2 stops9h 43m
Delta
Deal found 2/9![Delta logo]()
$194
This Priceline deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/59:20 am
MDW
- SDQ
1 stop23h 47m
Frontier
Deal found 2/10![Frontier logo]()
$199
Find flight deals from Midway to Santo Domingo
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Santo Domingo (SDQ). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $317 (Kiwi.com) |
One-way from | $143 (Kiwi.com) |
Popular in | December |
Cheapest in | February |
Average price | $404 |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Santo Domingo 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 2,558,603 searches. Data last updated February 11, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Santo Domingo that are best for you.
Fly from
Midway
Fly to
Santo Domingo
Route
Depart
Return
Price
ChicagoSanto Domingo
MDW - SDQ
MDWSDQ
Chicago Midway
Mon 4/20
7:30 am-4:30 pm
1 stop8h 00m
Santo Domingo Las Americas
Fri 4/24
6:10 am-1:00 pm
1 stop7h 50m
$351
ChicagoSanto Domingo
MDW - SDQ
MDWSDQ
Chicago Midway
Mon 2/23
9:22 pm-11:56 am
1 stop12h 34m
Santo Domingo Las Americas
Thu 2/26
12:31 pm-2:26 pm
1 stop27h 55m
$360
ChicagoSanto Domingo
MDW - SDQ
MDWSDQ
Chicago Midway
Sun 3/1
6:15 am-11:20 pm
1 stop15h 05m
Santo Domingo Las Americas
Sat 3/7
11:56 am-9:45 pm
1 stop11h 49m
$374
ChicagoSanto Domingo
MDW - SDQ
MDWSDQ
Chicago Midway
Fri 5/1
7:30 am-5:29 am
1 stop20h 59m
Santo Domingo Las Americas
Mon 5/4
7:10 pm-1:00 pm
1 stop18h 50m
$380
ChicagoSanto Domingo
MDW - SDQ
MDWSDQ
Chicago Midway
Sat 2/28
8:00 am-9:39 am
1 stop23h 39m
Santo Domingo Las Americas
Sat 3/7
11:56 am-9:45 pm
1 stop11h 49m
$394
ChicagoSanto Domingo
MDW - SDQ
MDWSDQ
Chicago Midway
Wed 4/1
6:00 am-2:53 pm
1 stop7h 53m
Santo Domingo Las Americas
Mon 4/13
4:08 pm-7:31 pm
1 stop28h 23m
$398
ChicagoSanto Domingo
MDW - SDQ
MDWSDQ
Chicago Midway
Sun 4/19
6:00 am-1:12 pm
1 stop6h 12m
Santo Domingo Las Americas
Sat 4/25
2:37 pm-10:28 pm
1 stop8h 51m
$411
ChicagoSanto Domingo
MDW - SDQ
MDWSDQ
Chicago Midway
Fri 4/17
6:00 am-1:12 pm
1 stop6h 12m
Santo Domingo Las Americas
Sat 4/25
2:37 pm-10:28 pm
1 stop8h 51m
$411
ChicagoSanto Domingo
MDW - SDQ
MDWSDQ
Chicago Midway
Tue 3/3
6:00 am-2:17 pm
1 stop6h 17m
Santo Domingo Las Americas
Wed 3/18
2:35 pm-10:31 pm
1 stop8h 56m
$411
ChicagoSanto Domingo
MDW - SDQ
MDWSDQ
Chicago Midway
Thu 3/5
6:00 am-2:17 pm
1 stop6h 17m
Santo Domingo Las Americas
Tue 3/10
2:35 pm-10:31 pm
1 stop8h 56m
$411
Showing 1-10 of 17 results
Compare providers for flights from Midway to Santo Domingo
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Santo Domingo in February.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-Santo Domingo flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Santo Domingo flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Santo Domingo flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-Santo Domingo flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Santo Domingo flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Midway to Santo Domingo
Have a flexible travel schedule? Discover the best time to fly to Santo Domingo from Midway with our price prediction graph.
MDW-SDQ
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 Santo Domingo
Get insights into the airlines that provide service to Santo Domingo. 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 Santo Domingo. Reviews last updated February 11, 2026.
Read reviews from past customers who have flown Delta from Chicago Midway Airport to Santo Domingo. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.8
Overall
7.9
Crew
8.5
Food
7.2
Boarding
8.1
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Overall
7.9
Crew
8.5
Food
7.2
Boarding
8.1
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Related info for your journey
Find useful and relevant information for your journey from Midway to Santo Domingo. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Santo Domingo?
Book flights to Santo Domingo if you plan to visit one of these locationsJuan Dolio
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Midway
Popular flights
Santo Domingo flight routes
Alternative routes for Midway to Santo Domingo
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Santo Domingo by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Midway to Santo Domingo by cabin class
Find flights from Midway to Santo Domingo, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Midway and Santo Domingo flights
Browse other Midway and Santo Domingo flight options. Last updated on February 11, 2026.
Other flights from Midway
Browse through other flights departing from Midway. Flights are based on user searches made on Cheapflights and were last updated on February 11, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to Santo Domingo
Explore flights to Santo Domingo departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on February 11, 2026.
Top airline flying from Midway to Santo Domingo
Discover the top airline that operate flights from Midway to Santo Domingo. 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 2,558,603 searches. Data last updated February 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$406 | Average$465 | FlexibilityNo cancel fee | On-timeN/A |