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PUJ - MDW

$122 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 5/22. 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
0 bags
Tue 6/4
Tue 6/11

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
In the last 7 days travelers have searched 43,369,418 times on KAYAK, and here is why:

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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.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
10:42 am - 6:27 pmPUJ-MDW
8h 45m1 stop
5:14 pm - 9:28 amMDW-PUJ
15h 14m1 stop
$266Frontier
Find Deal
Mon, Jun 3 - Mon, Jun 10
6:16 pm - 6:27 pmPUJ-MDW
25h 11m1 stop
7:23 pm - 4:40 pmMDW-PUJ
20h 17m1 stop
$268Frontier
Find Deal
Tue, May 21 - Fri, May 24
10:42 am - 6:27 pmPUJ-MDW
8h 45m1 stop
10:16 pm - 10:54 amMDW-PUJ
11h 38m1 stop
$275Frontier
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Wed, May 22 - Tue, Jun 11
10:58 am - 12:31 amPUJ-MDW
14h 33m1 stop
5:45 pm - 9:48 amMDW-PUJ
15h 03m1 stop
$292Frontier
Find Deal
Tue, May 21 - Sat, May 25
10:42 am - 6:27 pmPUJ-MDW
8h 45m1 stop
5:45 pm - 9:48 amMDW-PUJ
15h 03m1 stop
$293Frontier
Find Deal
Wed, May 22 - Sat, May 25
10:42 am - 6:27 pmPUJ-MDW
8h 45m1 stop
8:53 pm - 1:01 pmMDW-PUJ
15h 08m1 stop
$328
Find Deal
Wed, May 22 - Sun, Jun 9
4:23 pm - 8:45 amPUJ-MDW
17h 22m2 stops
6:00 am - 3:03 pmMDW-PUJ
8h 03m1 stop
$461Delta
Find Deal
Thu, Sep 19 - Tue, Sep 24
4:23 pm - 8:45 amPUJ-MDW
17h 22m2 stops
5:59 pm - 12:36 pmMDW-PUJ
17h 37m2 stops
$520Delta
Find Deal
Thu, Sep 19 - Tue, Sep 24
3:05 pm - 4:17 pmPUJ-MDW
26h 12m2 stops
8:00 am - 1:45 pmMDW-PUJ
28h 45m2 stops
$1,146
Find Deal
Tue, May 21 - Sat, May 25
1:30 am - 9:17 amPUJ-MDW
32h 47m2 stops
6:50 pm - 3:00 pmMDW-PUJ
19h 10m2 stops
$2,039LATAM Airlines
Find Deal
Tue, Oct 22 - Sun, Oct 27

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 price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the best return deals on flights connecting Punta Cana to Chicago Midway Airport were found on Frontier ($266) and Delta ($461). Frontier proposed the cheapest one-way flight at $122.

How many flights are there between Punta Cana and Chicago Midway Airport per day?

There is a maximum of 1 nonstop flight a day that takes off from Punta Cana and lands in Chicago Midway Airport, with an average flight time of 5h 05m. The most common departure time is 3:00 pm and most flights take off in the afternoon. Each week, there are 7 flights.

What’s the earliest departure time from Punta Cana to Chicago Midway Airport?

Early birds can take the earliest flight from Punta Cana at 3:30 pm and will be landing in Chicago Midway Airport at 7:35 pm.

What’s the latest departure time from Punta Cana to Chicago Midway Airport?

If you prefer to fly at night, the latest flight from Punta Cana to Chicago Midway Airport jets off at 4:15 pm and lands at 8:15 pm.

Good to know

Cheapest flight

$122
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 $122 for a one-way ticket and $266 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

Prefer to fly non-stop from Punta Cana to Chicago Midway Airport?

Find which airlines fly direct from Punta Cana to Midway, which days they fly and book direct flights.

Nonstop 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

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Nonstop 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

Book cheap flights from Punta Cana to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Punta Cana to Chicago found on KAYAK in the last 72 hours.
5/22Wed
1 stopFrontier
8h 45mPUJ-MDW
$122
5/21Tue
1 stopFrontier
14h 33mPUJ-MDW
$126
5/21Tue
1 stopFrontier
25h 11mPUJ-MDW
$127
6/12Wed
1 stopFrontier
19h 18mPUJ-MDW
$140
5/24Fri
1 stopFrontier
8h 45mPUJ-MDW
$156
5/23Thu
1 stopFrontier
25h 11mPUJ-MDW
$157
6/1Sat
1 stop
9h 15mPUJ-MDW
$171
9/19Thu
2 stopsDelta
17h 22mPUJ-MDW
$248
9/19Thu
1 stopDelta
17h 54mPUJ-MDW
$307
8/18Sun
2 stopsDelta
17h 21mPUJ-MDW
$374

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Last minute flights from Punta Cana to Midway

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Punta Cana to Chicago that are departing in the next 10 days.
5/7Tue
multi-stopFrontier
8h 28mPUJ-MDW
5/9Thu
multi-stopFrontier
12h 43mMDW-PUJ
$343
5/7Tue
multi-stopFrontier
8h 28mPUJ-MDW
5/9Thu
multi-stopFrontier
16h 31mMDW-PUJ
$696
5/7Tue
multi-stopDelta
17h 42mPUJ-MDW
5/9Thu
multi-stopDelta
16h 54mMDW-PUJ
$1,428

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Punta Cana - Chicago Midway Airport Flights

Departure:

Punta Cana (PUJ)Dominican Republic

Destination:

Chicago Midway Airport (MDW)United States

Return flight deals:

Chicago Midway Airport - Punta Cana

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