PUJ - MDW

$141 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 6/5. 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

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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Cheap Flights from Punta Cana to Midway

 
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

KAYAK's recommended round-trip deals from the most popular airlines that fly from Punta Cana to Midway.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
Frontier Logo
2:59 pm - 11:39 pmPUJ-MDW
9h 40m1 stop
Frontier Logo
6:15 am - 5:38 pmMDW-PUJ
10h 23m2 stops
$461Frontier
Find Deal
Thu, May 8 - Mon, May 12
Frontier Logo
2:59 pm - 11:39 pmPUJ-MDW
9h 40m1 stop
Frontier Logo
6:15 am - 5:38 pmMDW-PUJ
10h 23m2 stops
$474Frontier
Find Deal
Thu, May 1 - Mon, May 5
Southwest Logo
4:05 pm - 7:55 pmPUJ-MDW
4h 50mnonstop
Southwest Logo
6:35 am - 1:55 pmMDW-PUJ
6h 20m1 stop
$562Southwest
Find Deal
Thu, Jul 24 - Mon, Aug 25
Delta Logo
3:55 pm - 10:22 pmPUJ-MDW
7h 27m1 stop
Delta Logo
6:04 am - 2:30 pmMDW-PUJ
7h 26m1 stop
$610Delta
Find Deal
Thu, May 1 - Mon, May 5
Southwest Logo
4:05 pm - 7:55 pmPUJ-MDW
4h 50mnonstop
Southwest Logo
8:35 pm - 1:55 pmMDW-PUJ
16h 20m2 stops
$618Southwest
Find Deal
Thu, Jul 24 - Mon, Aug 25
Delta Logo
2:47 pm - 9:28 pmPUJ-MDW
7h 41m1 stop
Delta Logo
6:00 am - 2:45 pmMDW-PUJ
7h 45m1 stop
$709Delta
Find Deal
Thu, May 8 - Mon, May 12
WestJet Logo
3:35 pm - 1:09 pmPUJ-MDW
22h 34m2 stops
WestJet Logo
1:05 pm - 8:57 amMDW-PUJ
18h 52m2 stops
$1,797WestJet
Find Deal
Mon, Sep 8 - Fri, Sep 12
LATAM Airlines Logo
2:45 am - 9:51 amPUJ-MDW
32h 06m2 stops
LATAM Airlines Logo
3:40 pm - 6:15 pmMDW-PUJ
25h 35m2 stops
$2,399LATAM Airlines
Find Deal
Wed, Jul 23 - Mon, Aug 25
WestJet Logo
12:25 pm - 9:51 amPUJ-MDW
22h 26m2 stops
WestJet Logo
1:05 pm - 11:28 amMDW-PUJ
21h 23m2 stops
$3,564WestJet
Find Deal
Tue, Aug 19 - Tue, Aug 26
LATAM Airlines Logo
5:35 pm - 9:51 amPUJ-MDW
17h 16m2 stops
LATAM Airlines Logo
3:40 pm - 3:20 pmMDW-PUJ
22h 40m2 stops
$4,587LATAM Airlines
Find Deal
Mon, Sep 1 - Thu, Sep 4

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 Frontier ($461) and Southwest ($562).

Good to know

Cheapest flight

$141
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 $141 for a one-way ticket and $461 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.

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

    You can catch a nonstop flight from Punta Cana to Chicago Midway Airport on Saturday.

  • 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 $497 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

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