Find flights
Deals
Insights
When to book
FAQs & Tips
Direct Flights

PUJ - MDW

$133 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 4/7. 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

Search 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Cheap Flight Deals 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.

Recent round-trip flight deals from Punta Cana to Midway

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Punta Cana to Midway.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
3:07 pm - 11:39 pmPUJ-MDW
9h 32m1 stop
6:15 am - 5:38 pmMDW-PUJ
10h 23m2 stops
$279Frontier
Find Deal
Thu, May 1 - Mon, May 5
3:07 pm - 11:39 pmPUJ-MDW
9h 32m1 stop
6:15 am - 5:38 pmMDW-PUJ
10h 23m2 stops
$299Frontier
Find Deal
Thu, May 1 - Mon, May 5
2:40 pm - 10:26 pmPUJ-MDW
8h 46m1 stop
6:04 am - 2:30 pmMDW-PUJ
7h 26m1 stop
$430Delta
Find Deal
Wed, Apr 23 - Sun, Apr 27
2:40 pm - 10:26 pmPUJ-MDW
8h 46m1 stop
6:04 am - 1:15 pmMDW-PUJ
6h 11m1 stop
$506Delta
Find Deal
Thu, May 1 - Mon, May 5
2:40 pm - 7:55 amPUJ-MDW
18h 15m2 stops
5:55 am - 1:30 pmMDW-PUJ
6h 35m1 stop
$673Southwest
Find Deal
Tue, Apr 1 - Tue, Apr 8
2:50 pm - 10:25 pmPUJ-MDW
8h 35m1 stop
8:35 pm - 1:55 pmMDW-PUJ
16h 20m2 stops
$688Southwest
Find Deal
Thu, Aug 14 - Thu, Aug 21
5:00 pm - 5:43 pmPUJ-MDW
26h 43m2 stops
7:09 pm - 8:51 amMDW-PUJ
36h 42m2 stops
$2,384WestJet
Find Deal
Thu, Mar 6 - Wed, Mar 12
2:45 am - 9:07 amPUJ-MDW
31h 22m2 stops
6:45 pm - 6:15 pmMDW-PUJ
22h 30m2 stops
$2,460LATAM Airlines
Find Deal
Fri, Apr 11 - Sat, Apr 19
2:45 am - 9:18 amPUJ-MDW
31h 33m2 stops
3:40 pm - 6:15 pmMDW-PUJ
25h 35m2 stops
$2,468LATAM Airlines
Find Deal
Wed, Aug 13 - Thu, Aug 21
12:25 pm - 1:02 pmPUJ-MDW
25h 37m2 stops
2:00 pm - 1:43 pmMDW-PUJ
22h 43m2 stops
$3,588WestJet
Find Deal
Tue, Aug 19 - Tue, Aug 26

Flights from Punta Cana to Midway - Travel Insights & Trends

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 Frontier ($279) and Delta ($430).

Good to know

Cheapest flight

$133
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 $133 for a one-way ticket and $279 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?

    We unfortunately don’t have that data for this specific route.

  • On which days can I fly direct from Punta Cana to Chicago Midway Airport?

    There are nonstop flights from Punta Cana to Chicago Midway Airport on a daily basis.

  • 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.

See more FAQs

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 $308 or less one-way.

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

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

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Chicago Midway to Punta Cana

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights
See more direct flights

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

Information on your arrival and departure airports

Midway (MDW)
Punta Cana (PUJ)

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.