$185+ Cheap flights from the Dominican Republic to Midway (MDW)
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 2/4. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Dominican Republic to Midway 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 Dominican Republic to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Dominican Republic (DO0) to Midway (MDW). 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 January 21, 2025.
Round-trip from | $418 (Booking.com) |
|---|---|
One-way from | $185 (Kiwi.com) |
Find flight deals from Dominican Republic to Midway
Cheapest flights from Dominican Republic to MidwayExplore the most affordable flight options available from Dominican Republic to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.
Explore the most affordable flight options available from Dominican Republic to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.
This Booking.com deal was found by Cheapflights users on 1/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 1/21. 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.
This Kiwi.com deal was found by Cheapflights users on 1/20. 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.
This Frontier deal was found by Cheapflights users on 1/19. 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.
This Delta deal was found by Cheapflights users on 1/20. 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.
This Southwest deal was found by Cheapflights users on 1/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This WestJet deal was found by Cheapflights users on 1/20. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This LATAM Airlines deal was found by Cheapflights users on 1/20. 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 LATAM Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Find flights from Dominican Republic to Midway within your budget
Customize your flight search to find flights from Dominican Republic to Midway 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 January 21, 2025.
Fly from
Fly to
Route
Depart
Return
Price
Santo DomingoChicago
SDQ - MDW
SDQMDW
Santo Domingo Las Americas
Thu 2/13
2:20 pm-6:20 pm
2 stops30h 00m
Chicago Midway
Mon 2/17
12:43 pm-2:40 pm
1 stop23h 57m
Santo DomingoChicago
SDQ - MDW
SDQMDW
Santo Domingo Las Americas
Thu 2/13
7:05 am-6:11 pm
2 stops13h 06m
Chicago Midway
Mon 2/17
6:00 am-1:57 pm
1 stop5h 57m
Santo DomingoChicago
SDQ - MDW
SDQMDW
Santo Domingo Las Americas
Thu 2/13
10:00 am-6:20 pm
1 stop10h 20m
Chicago Midway
Mon 2/17
7:25 pm-2:30 pm
1 stop17h 05m
Punta CanaChicago
PUJ - MDW
PUJMDW
Punta Cana
Sat 2/15
12:00 pm-10:04 pm
1 stop12h 04m
Chicago Midway
Sat 2/22
7:10 pm-1:14 pm
2 stops16h 04m
Punta CanaChicago
PUJ - MDW
PUJMDW
Punta Cana
Wed 3/5
4:50 pm-10:20 pm
1 stop7h 30m
Chicago Midway
Wed 3/12
6:00 am-1:10 pm
1 stop6h 10m
Punta CanaChicago
PUJ - MDW
PUJMDW
Punta Cana
Thu 4/10
1:40 pm-10:00 pm
1 stop9h 20m
Chicago Midway
Sat 4/19
5:35 am-1:35 pm
1 stop7h 00m
Punta CanaChicago
PUJ - MDW
PUJMDW
Punta Cana
Sun 4/13
2:45 am-10:29 pm
2 stops20h 44m
Chicago Midway
Mon 4/21
6:50 pm-3:15 pm
2 stops19h 25m
Santo DomingoChicago
SDQ - MDW
SDQMDW
Santo Domingo Las Americas
Tue 2/4
4:59 pm-7:06 pm
2 stops28h 07m
Punta CanaChicago
PUJ - MDW
PUJMDW
Punta Cana
Mon 2/3
2:15 pm-12:17 am
2 stops36h 02m
Santo DomingoChicago
SDQ - MDW
SDQMDW
Santo Domingo Las Americas
Mon 2/24
12:54 pm-7:32 am
2 stops20h 38m
Best time to book a flight from Dominican Republic to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Dominican Republic with our price prediction graph.
Travel insights for flights from Dominican Republic to Midway
Get recent, data-driven insights about flights from Dominican Republic to Midway including ideal travel times, pricing trends, and more.
What is the cheapest time of day to fly from DO to MDW?
Find hourly flight availability from Dominican Republic to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 21, 2025.
When flying from Dominican Republic to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Rainfall in Midway by month
Plan your trip to Midway by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.
Temperature in Midway by month
Plan your trip to Midway by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
Reviews of airlines servicing Midway
Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated January 21, 2025.
Get a feel of what it's like to fly with Frontier and Delta from Dominican Republic to Chicago by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
Boarding
Comfort
Overall
Entertainment
Crew
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Food
Boarding
Comfort
Overall
Entertainment
Crew
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Food
Boarding
Comfort
Overall
Entertainment
Crew
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Food
Boarding
Comfort
Overall
Entertainment
Crew
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Food
Boarding
Comfort
Overall
Entertainment
Crew
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Food
Boarding
Comfort
Overall
Entertainment
Crew
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.