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Cheap flights from Chicago Midway Airport to Punta Cana from $188

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago Midway Airport to Punta Cana

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:00 am - 2:20 pmMDW  Chicago Midway-PUJ Punta Cana
6h 20m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:06 pm - 9:52 amPUJ  Punta Cana-MDW Chicago Midway
17h 46m1 stop Atlanta Hartsfield-Jackson
$410Delta
Mon, Jan 18 - Fri, Jan 29
Delta Logo
6:00 am - 4:42 pmMDW  Chicago Midway-PUJ Punta Cana
8h 42m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:06 pm - 9:52 amPUJ  Punta Cana-MDW Chicago Midway
17h 46m1 stop Atlanta Hartsfield-Jackson
$410Delta
Thu, Jan 21 - Fri, Jan 29
Delta Logo
6:00 am - 3:30 pmMDW  Chicago Midway-PUJ Punta Cana
7h 30m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:20 pm - 8:49 amPUJ  Punta Cana-MDW Chicago Midway
18h 29m1 stop Minneapolis St Paul
$410Delta
Mon, Jan 18 - Mon, Jan 25
Delta Logo
6:00 am - 4:42 pmMDW  Chicago Midway-PUJ Punta Cana
8h 42m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:06 pm - 9:52 amPUJ  Punta Cana-MDW Chicago Midway
17h 46m1 stop Atlanta Hartsfield-Jackson
$410Delta
Sat, Jan 23 - Fri, Jan 29
Southwest Logo
5:05 am - 1:45 pmMDW  Chicago Midway-PUJ Punta Cana
6h 40m1 stop Baltimore/Washington
Southwest Logo
4:10 pm - 7:15 pmPUJ  Punta Cana-MDW Chicago Midway
5h 05mnonstop
$440Southwest
Sun, Nov 15 - Sat, Nov 21
Southwest Logo
5:05 am - 3:10 pmMDW  Chicago Midway-PUJ Punta Cana
8h 05m1 stop Baltimore/Washington
Southwest Logo
3:20 pm - 12:45 amPUJ  Punta Cana-MDW Chicago Midway
11h 25m1 stop Houston Hobby
$450Southwest
Sun, Nov 15 - Sat, Nov 21
Southwest Logo
5:00 am - 1:55 pmMDW  Chicago Midway-PUJ Punta Cana
7h 55m1 stop Baltimore/Washington
Southwest Logo
1:45 pm - 9:00 pmPUJ  Punta Cana-MDW Chicago Midway
8h 15m1 stop Orlando
$464Southwest
Sun, Sep 13 - Wed, Sep 16
Frontier Logo
6:05 am - 2:27 pmMDW  Chicago Midway-PUJ Punta Cana
7h 22m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
1:59 pm - 11:44 pmPUJ  Punta Cana-MDW Chicago Midway
10h 45m2 stops San Juan Luis Munoz Marin Intl Atlanta Hartsfield-Jackson
$555Frontier
Sat, Sep 5 - Thu, Sep 10
Frontier Logo
6:05 am - 2:27 pmMDW  Chicago Midway-PUJ Punta Cana
7h 22m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
1:59 pm - 5:46 pmPUJ  Punta Cana-MDW Chicago Midway
28h 47m2 stops San Juan Luis Munoz Marin Intl Atlanta Hartsfield-Jackson
$574Frontier
Sat, Sep 5 - Sat, Sep 12
Frontier Logo
6:05 am - 2:27 pmMDW  Chicago Midway-PUJ Punta Cana
7h 22m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
1:59 pm - 5:46 pmPUJ  Punta Cana-MDW Chicago Midway
28h 47m2 stops San Juan Luis Munoz Marin Intl Atlanta Hartsfield-Jackson
$574Frontier
Sat, Sep 5 - Sat, Sep 12

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Southwest flights from Chicago Midway Airport to Punta Cana

Our best Southwest deals on Chicago Midway Airport to Punta Cana flight tickets
Southwest
Nov 15
MDW5:05 amChicago Midway
6h 40m
1 stop
PUJ1:45 pmPunta Cana
Nov 21
PUJ4:10 pmPunta Cana
5h 05m
MDW7:15 pmChicago Midway
$440
Southwest
Nov 15
MDW5:05 amChicago Midway
8h 05m
1 stop
PUJ3:10 pmPunta Cana
Nov 21
PUJ3:20 pmPunta Cana
11h 25m
1 stop
MDW12:45 amChicago Midway
$450
Southwest
Sep 13
MDW5:00 amChicago Midway
7h 55m
1 stop
PUJ1:55 pmPunta Cana
Sep 16
PUJ1:45 pmPunta Cana
8h 15m
1 stop
MDW9:00 pmChicago Midway
$464

Frontier flights from Chicago Midway Airport to Punta Cana

Our best Frontier deals on Chicago Midway Airport to Punta Cana flight tickets
Frontier
Sep 5
MDW6:05 amChicago Midway
7h 22m
1 stop
PUJ2:27 pmPunta Cana
Sep 10
PUJ1:59 pmPunta Cana
10h 45m
2 stops
MDW11:44 pmChicago Midway
$555
Frontier
Sep 5
MDW6:05 amChicago Midway
7h 22m
1 stop
PUJ2:27 pmPunta Cana
Sep 12
PUJ1:59 pmPunta Cana
28h 47m
2 stops
MDW5:46 pmChicago Midway
$574
Frontier
Sep 5
MDW6:05 amChicago Midway
7h 22m
1 stop
PUJ2:27 pmPunta Cana
Sep 12
PUJ1:59 pmPunta Cana
28h 47m
2 stops
MDW5:46 pmChicago Midway
$584

momondo Fare Finder

 
Use the filters below to find and compare flights from Chicago Midway Airport to Punta Cana that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoPunta Cana

MDW Chicago Midway - PUJ Punta Cana

MDWPUJ

Chicago Midway

Mon 1/18

6:00 am-2:20 pm

1 stop6h 20m

Punta Cana

Fri 1/29

6:06 pm-9:52 am

1 stop17h 46m

$410

ChicagoPunta Cana

MDW Chicago Midway - PUJ Punta Cana

MDWPUJ

Chicago Midway

Thu 1/21

6:00 am-4:42 pm

1 stop8h 42m

Punta Cana

Fri 1/29

6:06 pm-9:52 am

1 stop17h 46m

$410

ChicagoPunta Cana

MDW Chicago Midway - PUJ Punta Cana

MDWPUJ

Chicago Midway

Mon 1/18

6:00 am-3:30 pm

1 stop7h 30m

Punta Cana

Mon 1/25

4:20 pm-8:49 am

1 stop18h 29m

$410

ChicagoPunta Cana

MDW Chicago Midway - PUJ Punta Cana

MDWPUJ

Chicago Midway

Sat 1/23

6:00 am-4:42 pm

1 stop8h 42m

Punta Cana

Fri 1/29

6:06 pm-9:52 am

1 stop17h 46m

$410
Quickest round-trip

ChicagoPunta Cana

MDW Chicago Midway - PUJ Punta Cana

MDWPUJ

Chicago Midway

Sun 11/15

5:05 am-1:45 pm

1 stop6h 40m

Punta Cana

Sat 11/21

4:10 pm-7:15 pm

Nonstop5h 05m

$440

ChicagoPunta Cana

MDW Chicago Midway - PUJ Punta Cana

MDWPUJ

Chicago Midway

Sun 11/15

5:05 am-3:10 pm

1 stop8h 05m

Punta Cana

Sat 11/21

3:20 pm-12:45 am

1 stop11h 25m

$450

ChicagoPunta Cana

MDW Chicago Midway - PUJ Punta Cana

MDWPUJ

Chicago Midway

Sun 9/13

5:00 am-1:55 pm

1 stop7h 55m

Punta Cana

Wed 9/16

1:45 pm-9:00 pm

1 stop8h 15m

$464

ChicagoPunta Cana

MDW Chicago Midway - PUJ Punta Cana

MDWPUJ

Chicago Midway

Sat 9/5

6:05 am-2:27 pm

1 stop7h 22m

Punta Cana

Thu 9/10

1:59 pm-11:44 pm

2 stops10h 45m

$555

ChicagoPunta Cana

MDW Chicago Midway - PUJ Punta Cana

MDWPUJ

Chicago Midway

Sat 9/5

6:05 am-2:27 pm

1 stop7h 22m

Punta Cana

Sat 9/12

1:59 pm-5:46 pm

2 stops28h 47m

$574

ChicagoPunta Cana

MDW Chicago Midway - PUJ Punta Cana

MDWPUJ

Chicago Midway

Sat 9/5

6:05 am-2:27 pm

1 stop7h 22m

Punta Cana

Sat 9/12

1:59 pm-5:46 pm

2 stops28h 47m

$574

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Punta Cana from

How to get the cheapest flight ticket from Chicago Midway Airport to Punta Cana

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago Midway Airport and Punta Cana?

Prices are currently low for flights on this route.

Typical prices usually range from $720 to $760.
The lowest price recently found on this route was $410.

What is the cheapest month to fly to Punta Cana?

If you’re not able to fly to Punta Cana in April, then October is your next best option. Flight prices from Chicago Midway Airport to Punta Cana during October average around $546.

What is the cheapest day to depart on your flight to Punta Cana?

The cheapest day to depart from Chicago Midway Airport to Punta Cana is on a Monday when prices can be found for as low as $531. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Punta Cana on Sunday is $637.

What is the cheapest time of day to depart on your flight to Punta Cana?

In the evening is the cheapest time of day to fly from Chicago Midway Airport to Punta Cana when you can find flight prices for as low as $452. Flying to Punta Cana in the evening is an ideal time because this is during off-peak travel hours. In the morning is when there is more demand to fly to Punta Cana, so prices are often more expensive at around $581 per ticket.

What is the cheapest Chicago Midway to Punta Cana flight route?

Fly from Chicago Midway to Punta Cana for the best Chicago Midway - Punta Cana flight prices

What cabin class options are available on Chicago Midway Airport to Punta Cana flights?

There is only 1 cabin class available to choose from on Chicago Midway Airport to Punta Cana flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago Midway Airport to Punta Cana flights?

No. A direct flight is the cheapest option for a flight between Chicago Midway Airport to Punta Cana.

When to book flights from Chicago Midway Airport to Punta Cana

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Punta Cana according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Punta Cana (MDW to PUJ) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Punta Cana

Best Price Found

$188

Fastest flight time

4h 30m

Direct flights

Sun

Airports in Punta Cana

1 airport
The best one-way flight to Punta Cana from Chicago Midway Airport in the past 72 hours is $188. The best round-trip flight deal from Chicago Midway Airport to Punta Cana found on momondo in the last 72 hours is $410.
The fastest flight from Chicago Midway Airport to Punta Cana takes 4h 30m
Direct flights go from Chicago Midway Airport to Punta Cana on Sunday. There are no airlines offering direct flights.
There is 1 airport in Punta Cana. From Chicago Midway Airport there are direct flights to Punta Cana (PUJ).
Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to Punta Cana

  • How far is Chicago Midway to Punta Cana by plane?

    The straight-line distance from Chicago Midway to Punta Cana is 1957.5 mi. A reasonable flight in good conditions will take 4h 30m.

  • When did momondo last update prices for flights from Chicago Midway Airport to Punta Cana Airport?

    Prices for flights from Chicago Midway Airport to Punta Cana Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Chicago Midway Airport to Punta Cana Airport?

  • How old do you have to be to fly from Chicago Midway Airport to Punta Cana Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Punta Cana Airport.

  • What documentation or ID do you need to fly to Punta Cana Airport?

    The necessary travel and health documents for your Punta Cana Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago Midway Airport to Punta Cana?

  • What is the most popular airline from Chicago Midway Airport to Punta Cana?

Best airlines flying from Chicago Midway Airport to Punta Cana

Compare and see reviews for airlines that fly from Chicago Midway Airport to Punta Cana with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $478Free CancellationRating
5.6
2,659 reviews
Search Frontier flights
SouthwestPriceFrom $503Free CancellationRating
8.0
4,215 reviews
Search Southwest flights

Traveling to a place near Punta Cana?

Book flights to Punta Cana if you plan to visit one of these locations
Bavaro

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Punta Cana?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Punta Cana from Chicago.

Can I find flights from Chicago to Punta Cana with flexible booking policies on momondo?

All flight searches from Chicago to Punta Cana on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Chicago to Punta Cana?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Punta Cana.

I’m not ready to book a flight from Chicago to Punta Cana right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Punta Cana, momondo offers a useful price alert feature which will track prices for flights to Punta Cana from Chicago and alert you when they change.

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