HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news

Cheap flights from the Dominican Republic to Midway (MDW) from $172

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 9/6. 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.
PUJ — MDW
May 26 — Jun 21
From?
To?
Sun 5/26
Sun 6/2
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

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

To save on the cost of your flight from Dominican Republic to Chicago Midway Airport, book at least 52 days before your planned departure. Booking around this time can save you about 87% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $286 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 Midway Airport?

January can be a great time to fly to Chicago Midway Airport from Dominican Republic with a flight ticket averaging about $416. Cheapflights users have found deals in the month of January for as cheap as $181. The most expensive prices can be found in the month of July.

When is the cheapest time to fly from Dominican Republic to Chicago Midway Airport (DO - MDW)?

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.

Cheap Frontier flights from Dominican Republic to Midway

Explore cheap flight options specifically provided by Frontier for the route between Dominican Republic and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,663,308 searches. Data last updated May 21, 2024.
Check out some of the cheapest Frontier flights we've come across from Dominican Republic to Chicago. Come back soon if you're not finding the exact deal you're looking for.
Tue 7/910:35 amPUJ - MDW
1 stop23h 01mFrontier
Mon 7/155:14 pmMDW - PUJ
1 stop15h 14mFrontier
Deal found 5/20$228
Fri 7/269:58 amSDQ - MDW
1 stop29h 20mFrontier
Wed 7/319:31 amMDW - SDQ
1 stop22h 58mFrontier
Deal found 5/20$252
Thu 8/19:50 amPUJ - MDW
1 stop23h 46mFrontier
Sat 8/178:13 pmMDW - PUJ
1 stop12h 49mFrontier
Deal found 5/20$269
Tue 7/910:35 amPUJ - MDW
1 stop23h 01mFrontier
Sun 7/147:40 amMDW - PUJ
1 stop26h 16mFrontier
Deal found 5/20$271
Tue 7/910:35 amPUJ - MDW
1 stop23h 01mFrontier
Fri 7/127:25 amMDW - PUJ
1 stop25h 55mFrontier
Deal found 5/20$272
Tue 7/910:35 amPUJ - MDW
1 stop23h 01mFrontier
Fri 7/127:25 amMDW - PUJ
1 stop25h 55mFrontier
Deal found 5/20$273
Thu 8/19:50 amPUJ - MDW
1 stop23h 46mFrontier
Fri 8/1612:34 pmMDW - PUJ
1 stop20h 14mFrontier
Deal found 5/20$280
Tue 7/910:35 amPUJ - MDW
1 stop23h 01mFrontier
Wed 7/179:31 amMDW - PUJ
1 stop22h 04mFrontier
Deal found 5/20$281
Tue 7/910:35 amPUJ - MDW
1 stop23h 01mFrontier
Sat 7/139:31 amMDW - PUJ
1 stop23h 02mFrontier
Deal found 5/20$311

Cheap Delta flights from Dominican Republic to Midway

Explore cheap flight options specifically provided by Delta for the route between Dominican Republic and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,663,308 searches. Data last updated May 21, 2024.
Browse through some of the cheapest Delta flights traveling from Dominican Republic to Chicago. If these deals don't fit your criteria, make sure to check back soon as new deals are always added.
Thu 10/242:56 pmSDQ - MDW
1 stop7h 48mDelta
Mon 10/286:15 pmMDW - SDQ
1 stop18h 08mDelta
Deal found 5/20$422
Tue 9/246:40 pmSDQ - MDW
2 stops19h 22mDelta
Sun 9/296:00 amMDW - SDQ
1 stop6h 23mDelta
Deal found 5/20$452
Thu 10/244:23 pmPUJ - MDW
2 stops17h 22mDelta
Mon 10/286:00 amMDW - PUJ
1 stop8h 03mDelta
Deal found 5/20$461
Thu 9/194:23 pmPUJ - MDW
1 stop17h 54mDelta
Tue 9/246:00 amMDW - PUJ
1 stop8h 03mDelta
Deal found 5/19$485
Wed 10/234:23 pmPUJ - MDW
2 stops17h 22mDelta
Sun 10/276:00 amMDW - PUJ
1 stop8h 03mDelta
Deal found 5/20$509
Wed 9/254:23 pmPUJ - MDW
2 stops17h 22mDelta
Sun 9/296:00 amMDW - PUJ
1 stop8h 03mDelta
Deal found 5/20$513
Wed 10/234:23 pmPUJ - MDW
1 stop17h 54mDelta
Sun 10/276:00 amMDW - PUJ
1 stop8h 03mDelta
Deal found 5/20$537
Wed 9/254:23 pmPUJ - MDW
1 stop17h 54mDelta
Sun 9/296:00 amMDW - PUJ
1 stop8h 03mDelta
Deal found 5/19$543
Tue 9/106:40 pmSDQ - MDW
2 stops19h 22mDelta
Mon 9/165:59 pmMDW - SDQ
2 stops17h 28mDelta
Deal found 5/20$551

Cheap Dominican Republic to Midway flights in May & June 2024

Find cheap flight options from Dominican Republic to Midway specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,663,308 searches. Prices were last updated on May 21, 2024.
Scroll through some of the best deals on flights from Dominican Republic to Chicago in 2024. Check back in a little while for more flight options.
Fri 6/712:11 pmPUJ - MDW
1 stop23h 44mFrontier
Tue 6/1110:16 pmMDW - PUJ
1 stop11h 38mFrontier
Deal found 5/20$324
Thu 6/1310:34 amSDQ - MDW
1 stop12h 22mFrontier
Tue 6/187:36 pmMDW - SDQ
2 stops18h 21mFrontier
Deal found 5/20$362
Sat 6/83:00 pmSDQ - MDW
2 stops18h 48mDelta
Mon 6/101:24 pmMDW - SDQ
2 stops10h 46mDelta
Deal found 5/20$770
Sat 6/83:00 pmSDQ - MDW
1 stop7h 48mDelta
Mon 6/101:24 pmMDW - SDQ
2 stops10h 46mDelta
Deal found 5/20$858
Thu 6/136:00 amSDQ - MDW
2 stops12h 04mDelta
Tue 6/186:00 amMDW - SDQ
2 stops18h 10mDelta
Deal found 5/20$863
Sat 6/83:00 pmSDQ - MDW
1 stop7h 48mDelta
Mon 6/106:49 pmMDW - SDQ
1 stop17h 36mDelta
Deal found 5/20$1,108
Fri 6/74:07 pmPUJ - MDW
2 stops17h 41mDelta
Tue 6/115:45 pmMDW - PUJ
2 stops18h 22mDelta
Deal found 5/20$1,200

Dominican Republic to Midway 2024 flight deals

Discover exclusive flight deals for travel between Dominican Republic and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,663,308 searches. Data last updated May 21, 2024.
Scroll through some of the best deals on flights from Dominican Republic to Chicago in 2024. Check back in a little while for more flight options.
Thu 7/259:50 amPUJ - MDW
1 stop23h 46mFrontier
Mon 7/295:14 pmMDW - PUJ
1 stop15h 14mFrontier
Deal found 5/20$216
Tue 7/910:35 amPUJ - MDW
1 stop23h 01mFrontier
Mon 7/155:14 pmMDW - PUJ
1 stop15h 14mFrontier
Deal found 5/20$228
Fri 7/269:58 amSDQ - MDW
1 stop29h 20mFrontier
Wed 7/319:31 amMDW - SDQ
1 stop22h 58mFrontier
Deal found 5/20$252
Thu 7/259:50 amPUJ - MDW
1 stop23h 46mFrontier
Tue 7/3010:20 pmMDW - PUJ
1 stop11h 17mFrontier
Deal found 5/20$255
Thu 7/259:50 amPUJ - MDW
1 stop23h 46mFrontier
Sat 7/277:00 amMDW - PUJ
1 stop26h 41mFrontier
Deal found 5/20$264
Tue 7/2310:43 amPUJ - MDW
1 stop27h 01mFrontier
Tue 7/3010:20 pmMDW - PUJ
1 stop11h 17mFrontier
Deal found 5/20$266
Thu 8/19:50 amPUJ - MDW
1 stop23h 46mFrontier
Sat 8/178:13 pmMDW - PUJ
1 stop12h 49mFrontier
Deal found 5/20$269
Tue 7/910:35 amPUJ - MDW
1 stop23h 01mFrontier
Sun 7/147:40 amMDW - PUJ
1 stop26h 16mFrontier
Deal found 5/20$271
Tue 7/910:35 amPUJ - MDW
1 stop23h 01mFrontier
Fri 7/127:25 amMDW - PUJ
1 stop25h 55mFrontier
Deal found 5/20$272

One-way flights to Midway from Dominican Republic

Search for one-way flight options from Dominican Republic to Midway. 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 2,663,308 searches. Data last updated May 21, 2024.
Users in need of a one-way flight from Dominican Republic to Chicago can choose from these deals. For those needing a return trip from Dominican Republic, there is a search form available above.
Fri 9/611:17 amPUJ - MDW
1 stop9h 01mFrontier
Deal found 5/19$172
Fri 6/79:58 amSDQ - MDW
1 stop29h 17mFrontier
Deal found 5/20$174
Sat 6/2210:07 amPUJ - MDW
1 stop24h 24mFrontier
Deal found 5/18$184
Sat 6/2210:07 amPUJ - MDW
1 stop24h 24mFrontier
Deal found 5/19$187
Wed 6/124:10 amSDQ - MDW
2 stops19h 20mMultiple Airlines
Deal found 5/20$197
Fri 6/74:10 pmSDQ - MDW
2 stops28h 43mMultiple Airlines
Deal found 5/20$215
Tue 9/246:40 pmSDQ - MDW
2 stops19h 22mDelta
Deal found 5/20$228
Thu 9/194:23 pmPUJ - MDW
2 stops17h 22mDelta
Deal found 5/20$248
Sat 5/257:17 amSDQ - MDW
1 stop24h 37mMultiple Airlines
Deal found 5/20$251

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 2,663,308 searches. Data last updated May 21, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$228 - $452

Route

Depart

Return

Price

Punta CanaChicago Midway

PUJ - MDW

PUJMDW

Punta Cana

Tue 7/9

1 stop23h 01m

Chicago Midway

Mon 7/15

1 stop15h 14m

$228

Santo Domingo Las AmericasChicago Midway

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Fri 7/26

1 stop29h 20m

Chicago Midway

Wed 7/31

1 stop22h 58m

$252

Punta CanaChicago Midway

PUJ - MDW

PUJMDW

Punta Cana

Thu 8/1

1 stop23h 46m

Chicago Midway

Sat 8/17

1 stop12h 49m

$269

Punta CanaChicago Midway

PUJ - MDW

PUJMDW

Punta Cana

Tue 7/9

1 stop23h 01m

Chicago Midway

Sun 7/14

1 stop26h 16m

$271

Punta CanaChicago Midway

PUJ - MDW

PUJMDW

Punta Cana

Tue 7/9

1 stop23h 01m

Chicago Midway

Fri 7/12

1 stop25h 55m

$272

Punta CanaChicago Midway

PUJ - MDW

PUJMDW

Punta Cana

Tue 7/9

1 stop23h 01m

Chicago Midway

Fri 7/12

1 stop25h 55m

$273

Punta CanaChicago Midway

PUJ - MDW

PUJMDW

Punta Cana

Thu 8/1

1 stop23h 46m

Chicago Midway

Fri 8/16

1 stop20h 14m

$280

Santo Domingo Las AmericasChicago Midway

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Thu 10/24

1 stop7h 48m

Chicago Midway

Mon 10/28

1 stop18h 08m

$422

Santo Domingo Las AmericasChicago Midway

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Tue 9/24

2 stops19h 22m

Chicago Midway

Sun 9/29

1 stop6h 23m

$452

Flights are sorted by cheapest first

Deals found on 5/20

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

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 May 21, 2024.
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.
Delta
8.0
Very good
10,615 reviews
Check prices

Food

7.4

Boarding

8.2

Entertainment

8.0

Overall

8.0

Crew

8.6

Comfort

7.9

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.

Delta
8.0
Very good
10,615 reviews
Delta
8.0
Very good
10,615 reviews
Check prices

Food

7.4

Boarding

8.2

Entertainment

8.0

Overall

8.0

Crew

8.6

Comfort

7.9

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.

LATAM Airlines
7.6
Good
2,394 reviews
Delta
8.0
Very good
10,615 reviews
Check prices

Food

7.4

Boarding

8.2

Entertainment

8.0

Overall

8.0

Crew

8.6

Comfort

7.9

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.

Frontier
6.3
Okay
4,051 reviews
Delta
8.0
Very good
10,615 reviews
Check prices

Food

7.4

Boarding

8.2

Entertainment

8.0

Overall

8.0

Crew

8.6

Comfort

7.9

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 Midway. 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 Midway Airport for under $300 on Cheapflights?

    Yes, there are multiple flights from Dominican Republic to Chicago Midway Airport for under $300. The cheapest flight booked recently is on Frontier for just $228, but on average you can expect to pay $303.

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

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $172. Users have also found prices from $228 and $1,686 on Delta and LATAM Airlines, respectively.

  • What does PUJ to MDW mean?

    These are just IATA (International Air Transport Association) codes. They are used in aviation to identify and differentiate airports. That’s why a Punta Cana Airport to Chicago Midway Airport flight would often be abbreviated as a PUJ to MDW flight. While you’re still figuring out your travel plans, it’s not a bad idea to learn the names and codes of other airports around these areas: Santo Domingo Las Americas Airport (SDQ), Santiago de los Caballeros Airport (STI), Puerto Plata La Union Airport (POP), La Romana Airport (LRM), Nagua Samaná El Catey Airport (AZS).

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

    The amount of baggage you can bring on your Dominican Republic to Midway 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 Midway with specific airlines?

    Yes, Cheapflights allows you to browse and filter Dominican Republic to Midway 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 Midway that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Dominican Republic to Midway 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 Midway that allow pets onboard?

    Many airlines flying from Dominican Republic to Midway 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 Midway?

    Yes, you can often find last-minute deals on Dominican Republic to Midway 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 Midway Airport flight deals updated?

    The Dominican Republic to Chicago Midway Airport flight deals you see on this page were last updated on 5/20.

See more FAQs

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 for Dominican Republic to Midway
See prices for flight routes from nearby airports that may be better suited for you.

Luis Munoz Marin Intl to O'Hare Intl flights
Luis Munoz Marin Intl to Midway flights
Santo Domingo to O'Hare Intl flights
Punta Cana to O'Hare Intl flights
Santo Domingo to Midway flights
Montego Bay to O'Hare Intl flights
Port of Spain to O'Hare Intl flights
Nassau to O'Hare Intl flights
Bridgetown to O'Hare Intl flights
Kingston to O'Hare Intl flights
Punta Cana to Midway flights
George Town to O'Hare Intl flights
Montego Bay to Midway flights
Saint Thomas Island to O'Hare Intl flights
Oranjestad to O'Hare Intl flights
Santiago de los Caballeros to O'Hare Intl flights
Aguadilla to O'Hare Intl flights
Simpson Bay to O'Hare Intl flights
Nassau to Midway flights
Aguadilla to Midway flights
Willemstad to O'Hare Intl flights
Christiansted to O'Hare Intl flights
Simpson Bay to Midway flights
Port Au Prince to O'Hare Intl flights
Port Au Prince to Midway flights
Road Town to O'Hare Intl flights
Roseau to O'Hare Intl flights
Culebra to O'Hare Intl flights
St. John's to O'Hare Intl flights
Vieques to O'Hare Intl flights
USA to Germany flights
Philadelphia to Chicago flights
Seattle to Denver flights
USA to Spain flights
Boston to Atlanta flights
New York to Rome flights
Phoenix to Dallas flights
Charlotte to Cancún flights
New York to Florida flights
Los Angeles to Europe flights
San Francisco to Paris flights
Dominican Republic to Mexico City flights

Search flights from Dominican Republic to Midway by cabin class

Find flights from Dominican Republic to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

Hourly flight availability from Dominican Republic to Midway

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 May 21, 2024.
0%of flight departuresEarly morningMidnight to 6 am
0%of flight departuresMorning6 am to noon
100%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Book a flight to one of these trending destinations

User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Flights to Neiva La Marguita
Flights to Hyannis Barnstable
Flights to Laayoune Hassan I
Flights to Edremit/Korfez
Flights to Vava'u Lupepau'U
Flights to Surigao
Flights to Melilla
Flights to Virac
Flights to Rhinelander Oneida County
Flights to Cornwall Newquay
Flights to Parikia Paros
Flights to Cortez Montezuma County
Flights to Mason City
Flights to Ningbo Lishe Intl
Flights to Miyakojima Hirara
Flights to Kirkwall Arpt
Flights to Girona Costa Brava
Flights to Provincetown
Flights to Perugia Sant Egidio
Flights to Samos
Flights to Constanţa Mihail Kogalniceanu
Flights to Dharamshala Kangra
Flights to Dalaman
Flights to Pellston Emmet County

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Dominican Republic to Midway?

When you search for this flight from Dominican Republic to Midway, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Dominican Republic to Midway?

Cheapflights helps you find that perfect flight to Midway from Dominican Republic by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Dominican Republic to Midway with no change fees?

Yes! Cheapflights helps users easily find flights from Dominican Republic to Midway with no change fees.

Can Cheapflights notify me if prices for flights from Dominican Republic to Midway become cheaper?

Yes! Start tracking prices for Dominican Republic to Midway flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
View all available airlines