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Cheap flights from Punta Cana to Chicago from $242

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Punta Cana to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
4:45 pm - 10:22 pmPUJ  Punta Cana-MDW Chicago Midway
7h 37m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 4:42 pmMDW  Chicago Midway-PUJ Punta Cana
8h 42m1 stop Atlanta Hartsfield-Jackson
$451Delta
Tue, Dec 22 - Mon, Jan 4
Southwest Logo
4:05 pm - 11:15 pmPUJ  Punta Cana-MDW Chicago Midway
9h 10m1 stop Baltimore/Washington
Southwest Logo
5:05 am - 3:10 pmMDW  Chicago Midway-PUJ Punta Cana
8h 05m1 stop Baltimore/Washington
$470Southwest
Thu, Nov 5 - Mon, Nov 9
Delta Logo
4:49 pm - 10:22 pmPUJ  Punta Cana-MDW Chicago Midway
7h 33m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 4:49 pmMDW  Chicago Midway-PUJ Punta Cana
8h 49m1 stop Atlanta Hartsfield-Jackson
$498Delta
Thu, Dec 24 - Fri, Jan 1
Delta Logo
4:45 pm - 10:22 pmPUJ  Punta Cana-MDW Chicago Midway
7h 37m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 4:41 pmMDW  Chicago Midway-PUJ Punta Cana
8h 41m1 stop Atlanta Hartsfield-Jackson
$498Delta
Thu, Dec 24 - Fri, Jan 1
Delta Logo
3:40 pm - 10:22 pmPUJ  Punta Cana-MDW Chicago Midway
8h 42m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 4:41 pmMDW  Chicago Midway-PUJ Punta Cana
8h 41m1 stop Atlanta Hartsfield-Jackson
$498Delta
Thu, Dec 24 - Fri, Jan 1
Southwest Logo
2:40 pm - 9:40 amPUJ  Punta Cana-MDW Chicago Midway
21h 00m2 stops Baltimore/Washington Orlando
Southwest Logo
5:05 am - 3:10 pmMDW  Chicago Midway-PUJ Punta Cana
8h 05m1 stop Baltimore/Washington
$521Southwest
Thu, Nov 5 - Mon, Nov 9
Southwest Logo
4:05 pm - 9:40 amPUJ  Punta Cana-MDW Chicago Midway
19h 35m2 stops Baltimore/Washington Orlando
Southwest Logo
5:05 am - 3:10 pmMDW  Chicago Midway-PUJ Punta Cana
8h 05m1 stop Baltimore/Washington
$521Southwest
Thu, Nov 5 - Mon, Nov 9
Frontier Logo
4:28 pm - 7:02 amPUJ  Punta Cana-MDW Chicago Midway
16h 34m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
3:50 pm - 11:50 amMDW  Chicago Midway-PUJ Punta Cana
18h 00m2 stops Atlanta Hartsfield-Jackson Philadelphia
$553Frontier
Thu, Nov 26 - Thu, Dec 3

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Southwest flights from Punta Cana to Chicago Midway Airport

Our best Southwest deals on Punta Cana to Chicago Midway Airport flight tickets
Southwest
Nov 5
PUJ4:05 pmPunta Cana
9h 10m
1 stop
MDW11:15 pmChicago Midway
Nov 9
MDW5:05 amChicago Midway
8h 05m
1 stop
PUJ3:10 pmPunta Cana
$470
Southwest
Nov 5
PUJ4:05 pmPunta Cana
19h 35m
2 stops
MDW9:40 amChicago Midway
Nov 9
MDW5:05 amChicago Midway
8h 05m
1 stop
PUJ3:10 pmPunta Cana
$521
Southwest
Feb 18
PUJ2:30 pmPunta Cana
20h 00m
2 stops
MDW8:30 amChicago Midway
Feb 22
MDW5:10 amChicago Midway
8h 25m
1 stop
PUJ3:35 pmPunta Cana
$602

Frontier flights from Punta Cana to Chicago Midway Airport

Our best Frontier deals on Punta Cana to Chicago Midway Airport flight tickets
Frontier
Nov 26
PUJ4:28 pmPunta Cana
16h 34m
1 stop
MDW7:02 amChicago Midway
Dec 3
MDW3:50 pmChicago Midway
18h 00m
2 stops
PUJ11:50 amPunta Cana
$553
Frontier
Nov 26
PUJ4:28 pmPunta Cana
16h 34m
1 stop
MDW7:02 amChicago Midway
Dec 3
MDW2:04 pmChicago Midway
19h 51m
2 stops
PUJ11:55 amPunta Cana
$573
Frontier
Nov 26
PUJ4:28 pmPunta Cana
16h 34m
1 stop
MDW7:02 amChicago Midway
Dec 3
MDW3:50 pmChicago Midway
18h 00m
2 stops
PUJ11:50 amPunta Cana
$578

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Punta CanaChicago

PUJ Punta Cana - MDW Chicago Midway

PUJMDW

Punta Cana

Tue 12/22

4:45 pm-10:22 pm

1 stop7h 37m

Chicago Midway

Mon 1/4

6:00 am-4:42 pm

1 stop8h 42m

$451

Punta CanaChicago

PUJ Punta Cana - MDW Chicago Midway

PUJMDW

Punta Cana

Thu 11/5

4:05 pm-11:15 pm

1 stop9h 10m

Chicago Midway

Mon 11/9

5:05 am-3:10 pm

1 stop8h 05m

$470

Punta CanaChicago

PUJ Punta Cana - MDW Chicago Midway

PUJMDW

Punta Cana

Thu 12/24

4:49 pm-10:22 pm

1 stop7h 33m

Chicago Midway

Fri 1/1

6:00 am-4:49 pm

1 stop8h 49m

$498
Quickest round-trip

Punta CanaChicago

PUJ Punta Cana - MDW Chicago Midway

PUJMDW

Punta Cana

Thu 12/24

4:45 pm-10:22 pm

1 stop7h 37m

Chicago Midway

Fri 1/1

6:00 am-4:41 pm

1 stop8h 41m

$498

Punta CanaChicago

PUJ Punta Cana - MDW Chicago Midway

PUJMDW

Punta Cana

Thu 12/24

3:40 pm-10:22 pm

1 stop8h 42m

Chicago Midway

Fri 1/1

6:00 am-4:41 pm

1 stop8h 41m

$498

Punta CanaChicago

PUJ Punta Cana - MDW Chicago Midway

PUJMDW

Punta Cana

Thu 11/5

2:40 pm-9:40 am

2 stops21h 00m

Chicago Midway

Mon 11/9

5:05 am-3:10 pm

1 stop8h 05m

$521

Punta CanaChicago

PUJ Punta Cana - MDW Chicago Midway

PUJMDW

Punta Cana

Thu 11/5

4:05 pm-9:40 am

2 stops19h 35m

Chicago Midway

Mon 11/9

5:05 am-3:10 pm

1 stop8h 05m

$521

Punta CanaChicago

PUJ Punta Cana - MDW Chicago Midway

PUJMDW

Punta Cana

Thu 11/26

4:28 pm-7:02 am

1 stop16h 34m

Chicago Midway

Thu 12/3

3:50 pm-11:50 am

2 stops18h 00m

$553
Cheapest one-way
Quickest one-way

Punta CanaChicago

PUJ Punta Cana - MDW Chicago Midway

PUJMDW

Punta Cana

Sat 12/19

4:10 pm-7:15 pm

Nonstop5h 05m

$242

Punta CanaChicago

PUJ Punta Cana - MDW Chicago Midway

PUJMDW

Punta Cana

Wed 12/16

7:30 pm-7:02 pm

2 stops25h 32m

$243

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 resultsSorted by cheapest first
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See travel insights to Chicago from

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

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 cheapest Punta Cana to Chicago Midway flight route?

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

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

There is only 1 cabin class available to choose from on Punta Cana to Chicago Midway Airport 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 Punta Cana to Chicago Midway Airport flights?

You could potentially save up to 2% on your flight if you consider stops on a Punta Cana to Chicago Midway Airport flight.

When to book flights from Punta Cana to Chicago Midway Airport

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

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

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

Best Price Found

$242

Fastest flight time

7h 28m

Direct flights

Wed, Thu, Fri, Sat and Sun
The best one-way flight to Chicago Midway Airport from Punta Cana in the past 72 hours is $242. The best round-trip flight deal from Punta Cana to Chicago Midway Airport found on momondo in the last 72 hours is $451.
The fastest flight from Punta Cana to Chicago Midway Airport takes 7h 28m
Direct flights go from Punta Cana to Chicago Midway Airport on Wednesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
Search flight deals

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

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

    The distance between Punta Cana and Chicago Midway is about 1957.5 mi. Typically, this will take 7h 28m by plane in normal conditions.

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

    Prices for flights from Punta Cana Airport to Chicago Midway Airport refresh daily.

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Punta Cana Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Saint John

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Punta Cana to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

momondo does allow users to show only those flights to Chicago from Punta Cana which offer a flexible booking policy as well as other useful filters and features.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Punta Cana.

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

Yes momondo offers price alerts on flights to Chicago from Punta Cana. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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