PUJ - MDW

$174 Find Cheap Flights from Punta Cana to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Punta Cana to Midway departing on 10/18. 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.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Punta Cana to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Punta Cana to Chicago, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Punta Cana to Midway (PUJ-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Punta Cana to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Punta Cana to Midway

Thu, Feb 19 - Sun, Feb 22
Delta Logo
6:05 pm - 9:56 amPUJ-MDW
17h 51m1 stop
Delta Logo
6:45 pm - 2:30 pmMDW-PUJ
17h 45m1 stop
$396Delta
Find Deal
Sat, Feb 14 - Sat, Feb 21
Frontier Logo
4:11 pm - 11:25 pmPUJ-MDW
9h 14m1 stop
Frontier Logo
6:00 am - 2:56 pmMDW-PUJ
6h 56m1 stop
$433Frontier
Find Deal
Fri, Oct 31 - Sun, Nov 9
Southwest Logo
1:40 pm - 9:10 pmPUJ-MDW
8h 30m1 stop
Southwest Logo
5:50 am - 3:00 pmMDW-PUJ
7h 10m1 stop
$458Southwest
Find Deal
Wed, Nov 26 - Wed, Dec 3
Southwest Logo
4:10 pm - 11:05 pmPUJ-MDW
8h 55m1 stop
Southwest Logo
5:05 am - 3:00 pmMDW-PUJ
7h 55m1 stop
$466Southwest
Find Deal
Fri, Oct 31 - Sun, Nov 9
Frontier Logo
1:24 pm - 9:45 pmPUJ-MDW
9h 21m2 stops
Frontier Logo
6:15 am - 3:27 pmMDW-PUJ
7h 12m1 stop
$471Frontier
Find Deal
Sat, Feb 14 - Fri, Feb 20
Logo
9:38 am - 11:25 pmPUJ-MDW
15h 47m2 stops
Logo
8:56 pm - 12:54 pmMDW-PUJ
13h 58m1 stop
$535
Find Deal
Wed, Nov 26 - Wed, Dec 3
Southwest Logo
4:00 pm - 11:50 pmPUJ-MDW
9h 50m2 stops
Southwest Logo
5:05 am - 3:00 pmMDW-PUJ
7h 55m1 stop
$547Southwest
Find Deal
Sun, Oct 26 - Sun, Nov 2
Logo
8:15 pm - 10:05 amPUJ-MDW
14h 50m2 stops
Logo
8:32 am - 12:00 pmMDW-PUJ
25h 28m1 stop
$573
Find Deal
Thu, Feb 19 - Sun, Feb 22
Delta Logo
6:05 pm - 9:56 amPUJ-MDW
17h 51m1 stop
Delta Logo
1:05 pm - 3:53 pmMDW-PUJ
24h 48m2 stops
$574Delta
Find Deal
Thu, Feb 12 - Thu, Feb 19
WestJet Logo
4:30 pm - 1:08 pmPUJ-MDW
22h 38m2 stops
WestJet Logo
2:00 pm - 6:20 amMDW-PUJ
14h 20m2 stops
$3,799WestJet
Find Deal

Everything you should know

Our travelers' advice
AI-generated summary based on content written by travel experts
Check in via app for a quicker departure at PUJ.
Use the CTA Orange Line from MDW for easy downtown access.
Expert advice
Expert advice
Expert advice
Expert advice
Nonstop flights
1 day a week
There are direct flights from Punta Cana to Midway 1 day a week: Sat.
Direct flights
Direct flights
Direct flights
Direct flights
Cheapest round-trip
$396
Delta
Thu 2/19Sun 2/22
PUJ - MDW • 1 stop
Cheapest one-way
$174
Multiple Airlines
Sat 10/18
PUJ - MDW • 1 stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
Expert advice

Expert advice for your flight from Punta Cana to Midway

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airports
PUJ

Check in using your airline’s app and skip the ticket counters for a quicker departure at PUJ.

Read more about PUJby Mark Chesnut
MDW

Take the CTA Orange Line from MDW to downtown Chicago for a quick, traffic-free journey.

Read more about MDWby Stefanie Waldek
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on MDW

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Mark Chesnut

Mark Chesnut

Expert on PUJ

Mark Chesnut

Mark Chesnut

Mark Chesnut is a travel writer and public speaker with more than 30 years of experience. The 2019 winner of the NLGJA Excellence in Travel Writing Award, Mark is the author of the book “Prepare for Departure” and has covered air travel for multiple top consumer and trade media outlets.

Read more
Booking Insights

KAYAK's insights & trends for Punta Cana to Midway flights

Get data-powered insights and trends into flights from Punta Cana to Midway to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Punta Cana to Chicago Midway Airport?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Punta Cana to Chicago Midway Airport were found on Delta ($396) and Frontier ($433).

Find deals

Good to know

Low seasonAugust
Cheapest flight$174
Best time to beat the crowds with an average 63% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from Punta Cana to Chicago Midway Airport

When to book flights from Punta Cana to Midway

Are your dates flexible? Find out the best times to travel from Punta Cana to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Punta Cana to Chicago Midway Airport flights

  • What is the cheapest flight from Punta Cana to Chicago Midway Airport?

    In the last 3 days, the lowest price for a flight from Punta Cana to Chicago Midway Airport was $174 for a one-way ticket and $396 for a round-trip.

  • Do I need a passport to fly between Punta Cana and Chicago Midway Airport?

    Yes

  • Which airports will I be using when flying from Punta Cana to Chicago Midway Airport?

    Punta Cana and Chicago Midway Airport are both served by 1 main airport. You will leave Punta Cana from Punta Cana and will be arriving at Chicago Midway.

  • Which aircraft models fly most regularly from Punta Cana to Chicago Midway Airport?

    The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Punta Cana to Chicago Midway Airport flight route.

  • Which airline alliances offer flights from Punta Cana to Chicago Midway Airport?

    SkyTeam is the only airline alliance operating flights between Punta Cana and Chicago Midway Airport.

  • How does KAYAK find such low prices on flights from Punta Cana to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Punta Cana to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Punta Cana to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Punta Cana is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Punta Cana to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Punta Cana with another airline. Booking your flights between Punta Cana and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Punta Cana to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Punta Cana up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Punta Cana to Chicago Midway Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $549 or less one-way.

Prefer to fly direct from Punta Cana to Chicago Midway Airport?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Punta Cana to Chicago Midway.
Find which airlines fly direct from Punta Cana Airport to Chicago Midway Airport, which days they fly and book direct flights.

Direct departures

Punta Cana to Chicago Midway

Saturday

Southwest

Southwest

See more direct flights

Direct returns

Chicago Midway to Punta Cana

Saturday

Southwest

Southwest

See more direct flights

Everything you need to know for your flight from Punta Cana to Midway

Information on your arrival and departure airports

Punta Cana (PUJ)
Midway (MDW)

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