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Cheap flights from the Dominican Republic to Midway (MDW) from $140

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 7/18. 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 — MDW
may. 29 — jun. 51
From?
To?
mié. 5/29
mié. 6/5
1 adult, Economy
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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 $415. 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 December.

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 2,725,499 searches. Data last updated mayo 24, 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.
jue. 7/259:50 amPUJ - MDW
1 stop23h 46mFrontier
lun. 7/295:14 pmMDW - PUJ
1 stop15h 14mFrontier
Deal found 5/22$216
jue. 7/259:50 amPUJ - MDW
1 stop23h 46mFrontier
dom. 8/119:04 pmMDW - PUJ
1 stop17h 42mFrontier
Deal found 5/21$256
lun. 9/1611:17 amPUJ - MDW
1 stop9h 01mFrontier
sáb. 9/218:13 pmMDW - PUJ
1 stop12h 49mFrontier
Deal found 5/22$258
jue. 7/259:50 amPUJ - MDW
1 stop12h 56mFrontier
lun. 7/291:05 pmMDW - PUJ
2 stops20h 51mFrontier
Deal found 5/22$291
vie. 6/219:58 amSDQ - MDW
1 stop14h 39mFrontier
vie. 6/285:12 pmMDW - SDQ
1 stop14h 26mFrontier
Deal found 5/22$301
jue. 6/2010:33 amPUJ - MDW
1 stop12h 23mFrontier
jue. 6/276:56 amMDW - PUJ
1 stop26h 45mFrontier
Deal found 5/21$302
lun. 8/1911:26 amSDQ - MDW
1 stop8h 22mFrontier
dom. 8/252:45 pmMDW - SDQ
1 stop18h 31mFrontier
Deal found 5/22$306
dom. 6/910:50 amPUJ - MDW
1 stop11h 56mFrontier
jue. 6/1310:28 amMDW - PUJ
1 stop23h 26mFrontier
Deal found 5/22$314
dom. 6/910:50 amPUJ - MDW
1 stop11h 56mFrontier
mié. 6/126:20 amMDW - PUJ
1 stop26h 22mFrontier
Deal found 5/22$324

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 2,725,499 searches. Data last updated mayo 24, 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.
jue. 10/242:56 pmSDQ - MDW
1 stop7h 48mDelta
lun. 10/286:00 amMDW - SDQ
1 stop6h 23mDelta
Deal found 5/22$422
jue. 10/244:23 pmPUJ - MDW
2 stops17h 22mDelta
lun. 10/286:00 amMDW - PUJ
1 stop8h 03mDelta
Deal found 5/23$461
mié. 10/234:23 pmPUJ - MDW
2 stops17h 22mDelta
dom. 10/276:00 amMDW - PUJ
1 stop8h 03mDelta
Deal found 5/23$477
jue. 10/242:56 pmSDQ - MDW
2 stops18h 49mDelta
lun. 10/286:00 amMDW - SDQ
1 stop6h 23mDelta
Deal found 5/22$485
mié. 10/234:23 pmPUJ - MDW
2 stops17h 22mDelta
dom. 10/276:00 amMDW - PUJ
1 stop8h 03mDelta
Deal found 5/22$492
jue. 9/194:23 pmPUJ - MDW
1 stop17h 54mDelta
mar. 9/246:00 amMDW - PUJ
1 stop8h 03mDelta
Deal found 5/22$513
mié. 10/234:23 pmPUJ - MDW
1 stop17h 54mDelta
dom. 10/276:00 amMDW - PUJ
1 stop8h 03mDelta
Deal found 5/22$529
mié. 9/254:23 pmPUJ - MDW
2 stops17h 22mDelta
dom. 9/296:00 amMDW - PUJ
1 stop8h 03mDelta
Deal found 5/22$543
jue. 10/242:56 pmSDQ - MDW
2 stops18h 49mDelta
mar. 10/296:00 amMDW - SDQ
2 stops15h 40mDelta
Deal found 5/21$549

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 2,725,499 searches. Prices were last updated on mayo 24, 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.
jue. 6/1310:34 amSDQ - MDW
1 stop12h 22mFrontier
mar. 6/187:36 pmMDW - SDQ
2 stops18h 21mFrontier
Deal found 5/23$331
sáb. 6/293:58 pmSDQ - MDW
2 stops30h 48mFrontier
sáb. 7/139:31 amMDW - SDQ
1 stop23h 13mFrontier
Deal found 5/23$334
mié. 6/54:52 pmPUJ - MDW
1 stop17h 39mFrontier
mié. 6/128:27 amMDW - PUJ
1 stop23h 49mFrontier
Deal found 5/23$348
mié. 6/54:52 pmPUJ - MDW
2 stops28h 04mFrontier
mié. 6/128:27 amMDW - PUJ
1 stop23h 49mFrontier
Deal found 5/23$361
mar. 6/114:00 pmSDQ - MDW
1 stop22h 32mFrontier
lun. 7/292:23 pmMDW - SDQ
1 stop23h 27mFrontier
Deal found 5/22$391
mar. 6/114:00 pmSDQ - MDW
1 stop22h 32mFrontier
lun. 7/291:05 pmMDW - SDQ
2 stops49h 29mFrontier
Deal found 5/22$466
sáb. 6/293:58 pmSDQ - MDW
2 stops30h 48mFrontier
sáb. 7/131:58 pmMDW - SDQ
2 stops18h 46mFrontier
Deal found 5/23$483
sáb. 6/153:58 pmSDQ - MDW
2 stops18h 33mFrontier
dom. 7/2112:03 pmMDW - SDQ
2 stops19h 35mFrontier
Deal found 5/22$512
sáb. 5/255:55 pmPUJ - MDW
1 stop25h 33mFrontier
jue. 5/309:12 pmMDW - PUJ
1 stop12h 50mFrontier
Deal found 5/23$663

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 2,725,499 searches. Data last updated mayo 24, 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.
lun. 9/1611:17 amPUJ - MDW
1 stop9h 01mFrontier
sáb. 9/218:13 pmMDW - PUJ
1 stop12h 49mFrontier
Deal found 5/22$258
jue. 7/1810:39 amSDQ - MDW
1 stop12h 07mFrontier
lun. 7/222:23 pmMDW - SDQ
1 stop23h 27mFrontier
Deal found 5/23$302
jue. 6/1310:34 amSDQ - MDW
1 stop12h 22mFrontier
mar. 6/187:36 pmMDW - SDQ
2 stops18h 21mFrontier
Deal found 5/23$331
sáb. 6/293:58 pmSDQ - MDW
2 stops30h 48mFrontier
sáb. 7/139:31 amMDW - SDQ
1 stop23h 13mFrontier
Deal found 5/23$334
jue. 7/410:33 amPUJ - MDW
1 stop12h 23mFrontier
lun. 7/155:14 pmMDW - PUJ
1 stop15h 14mFrontier
Deal found 5/23$335
mar. 7/96:47 pmPUJ - MDW
1 stop14h 49mFrontier
jue. 7/1810:26 amMDW - PUJ
1 stop23h 16mFrontier
Deal found 5/23$342
mié. 6/54:52 pmPUJ - MDW
1 stop17h 39mFrontier
mié. 6/128:27 amMDW - PUJ
1 stop23h 49mFrontier
Deal found 5/23$348
jue. 7/410:33 amPUJ - MDW
2 stops29h 04mFrontier
lun. 7/155:14 pmMDW - PUJ
1 stop15h 14mFrontier
Deal found 5/23$358
mié. 6/54:52 pmPUJ - MDW
2 stops28h 04mFrontier
mié. 6/128:27 amMDW - PUJ
1 stop23h 49mFrontier
Deal found 5/23$361

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 2,725,499 searches. Data last updated mayo 24, 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.
jue. 7/189:50 amPUJ - MDW
1 stop12h 56mFrontier
Deal found 5/22$140
vie. 7/199:58 amSDQ - MDW
1 stop14h 38mFrontier
Deal found 5/22$143
mar. 6/43:46 pmSDQ - MDW
2 stops22h 46mMultiple Airlines
Deal found 5/22$163
vie. 7/1910:35 amPUJ - MDW
1 stop23h 01mFrontier
Deal found 5/22$171
mar. 6/43:51 pmSDQ - MDW
1 stop22h 41mFrontier
Deal found 5/22$174
sáb. 6/2210:07 amPUJ - MDW
1 stop24h 24mFrontier
Deal found 5/22$179
mié. 6/54:10 amSDQ - MDW
2 stops19h 20mMultiple Airlines
Deal found 5/22$184
sáb. 6/2210:07 amPUJ - MDW
1 stop24h 24mFrontier
Deal found 5/23$186
mar. 5/286:16 pmPUJ - MDW
1 stop25h 11mFrontier
Deal found 5/23$194

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 2,725,499 searches. Data last updated mayo 24, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$216 - $478

Route

Depart

Return

Price

Punta CanaChicago Midway

PUJ - MDW

PUJMDW

Punta Cana

jue. 7/25

1 stop23h 46m

Chicago Midway

lun. 7/29

1 stop15h 14m

$216

Punta CanaChicago Midway

PUJ - MDW

PUJMDW

Punta Cana

jue. 7/25

1 stop23h 46m

Chicago Midway

dom. 8/11

1 stop17h 42m

$256

Punta CanaChicago Midway

PUJ - MDW

PUJMDW

Punta Cana

lun. 9/16

1 stop9h 01m

Chicago Midway

sáb. 9/21

1 stop12h 49m

$258

Punta CanaChicago Midway

PUJ - MDW

PUJMDW

Punta Cana

jue. 7/25

1 stop12h 56m

Chicago Midway

lun. 7/29

2 stops20h 51m

$291

Santo Domingo Las AmericasChicago Midway

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

vie. 6/21

1 stop14h 39m

Chicago Midway

vie. 6/28

1 stop14h 26m

$301

Punta CanaChicago Midway

PUJ - MDW

PUJMDW

Punta Cana

jue. 6/20

1 stop12h 23m

Chicago Midway

jue. 6/27

1 stop26h 45m

$302

Santo Domingo Las AmericasChicago Midway

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

jue. 10/24

1 stop7h 48m

Chicago Midway

lun. 10/28

1 stop6h 23m

$422

Punta CanaChicago Midway

PUJ - MDW

PUJMDW

Punta Cana

jue. 10/24

2 stops17h 22m

Chicago Midway

lun. 10/28

1 stop8h 03m

$461

Punta CanaChicago Midway

PUJ - MDW

PUJMDW

Punta Cana

lun. 9/16

1 stop9h 01m

Chicago Midway

vie. 9/20

1 stop15h 32m

$478

Flights are sorted by cheapest first

Deals found on 5/22

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

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.
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 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 mayo 24, 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
10,561 reviews
Check prices

Crew

8.6

Overall

8.0

Entertainment

8.0

Food

7.4

Boarding

8.2

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
10,561 reviews
Delta
8.0
Very good
10,561 reviews
Check prices

Crew

8.6

Overall

8.0

Entertainment

8.0

Food

7.4

Boarding

8.2

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
2,386 reviews
Delta
8.0
Very good
10,561 reviews
Check prices

Crew

8.6

Overall

8.0

Entertainment

8.0

Food

7.4

Boarding

8.2

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
4,039 reviews
Delta
8.0
Very good
10,561 reviews
Check prices

Crew

8.6

Overall

8.0

Entertainment

8.0

Food

7.4

Boarding

8.2

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 $216, but on average you can expect to pay $329.

  • What does SDQ 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 Santo Domingo Las Americas Airport to Chicago Midway Airport flight would often be abbreviated as a SDQ 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: Punta Cana Airport (PUJ), 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 5/23.

  • When is the best time to book a flight from Dominican Republic to Chicago Midway Airport?

    Currently, December is the cheapest month in which you can book a flight from Dominican Republic to Chicago Midway Airport (average of $141). Flying from Dominican Republic to Chicago Midway Airport in July is currently the most expensive (average of $250). 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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Alternative routes for Dominican Republic to Midway
See prices for flight routes from nearby airports that may be better suited for you.

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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 mayo 24, 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

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Fly with Cheapflights

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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.

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