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Cheap flights from Punta Cana to Chicago from $230

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
1:59 pm - 10:22 pmPUJ  Punta Cana-MDW Chicago Midway
10h 23m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 2:23 pmMDW  Chicago Midway-PUJ Punta Cana
6h 23m1 stop Atlanta Hartsfield-Jackson
$439Delta
Fri, Dec 25 - Mon, Jan 4
Delta Logo
4:55 pm - 10:54 pmPUJ  Punta Cana-MDW Chicago Midway
7h 59m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 3:30 pmMDW  Chicago Midway-PUJ Punta Cana
7h 30m1 stop Atlanta Hartsfield-Jackson
$463Delta
Sat, Nov 21 - Sat, Nov 28
Frontier Logo
4:00 pm - 12:01 amPUJ  Punta Cana-MDW Chicago Midway
10h 01m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
5:41 pm - 1:24 pmMDW  Chicago Midway-PUJ Punta Cana
17h 43m1 stop Atlanta Hartsfield-Jackson
$497Frontier
Tue, Dec 22 - Wed, Jan 6
Delta Logo
3:40 pm - 10:22 pmPUJ  Punta Cana-MDW Chicago Midway
8h 42m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 3:24 pmMDW  Chicago Midway-PUJ Punta Cana
7h 24m1 stop Atlanta Hartsfield-Jackson
$510Delta
Thu, Dec 24 - Fri, Jan 1
Southwest Logo
2:40 pm - 9:20 pmPUJ  Punta Cana-MDW Chicago Midway
8h 40m1 stop Orlando
Southwest Logo
5:25 am - 4:00 pmMDW  Chicago Midway-PUJ Punta Cana
8h 35m1 stop Baltimore/Washington
$517Southwest
Thu, Nov 19 - Sat, Nov 28
Delta Logo
3:40 pm - 10:22 pmPUJ  Punta Cana-MDW Chicago Midway
8h 42m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 4:50 pmMDW  Chicago Midway-PUJ Punta Cana
8h 50m1 stop Atlanta Hartsfield-Jackson
$534Delta
Tue, Dec 22 - Fri, Jan 22
Southwest Logo
2:40 pm - 9:20 pmPUJ  Punta Cana-MDW Chicago Midway
8h 40m1 stop Orlando
Southwest Logo
5:25 am - 4:00 pmMDW  Chicago Midway-PUJ Punta Cana
8h 35m1 stop Baltimore/Washington
$535Southwest
Thu, Nov 19 - Sat, Nov 28
Southwest Logo
2:40 pm - 9:35 pmPUJ  Punta Cana-MDW Chicago Midway
8h 55m2 stops Orlando Lambert-St Louis
Southwest Logo
5:25 am - 4:00 pmMDW  Chicago Midway-PUJ Punta Cana
8h 35m1 stop Baltimore/Washington
$539Southwest
Thu, Nov 19 - Sat, Nov 28
Southwest Logo
2:40 pm - 9:35 pmPUJ  Punta Cana-MDW Chicago Midway
8h 55m2 stops Orlando Lambert-St Louis
Southwest Logo
5:25 am - 4:00 pmMDW  Chicago Midway-PUJ Punta Cana
8h 35m1 stop Baltimore/Washington
$551Southwest
Thu, Nov 19 - Sat, Nov 28
Delta Logo
1:59 pm - 10:22 pmPUJ  Punta Cana-MDW Chicago Midway
10h 23m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 2:23 pmMDW  Chicago Midway-PUJ Punta Cana
6h 23m1 stop Atlanta Hartsfield-Jackson
$555Delta
Thu, Dec 24 - Mon, Jan 4

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Delta flights from Punta Cana to Chicago Midway Airport

Our best Delta deals on Punta Cana to Chicago Midway Airport flight tickets
Delta
Dec 25
PUJ1:59 pmPunta Cana
10h 23m
1 stop
MDW10:22 pmChicago Midway
Jan 4
MDW6:00 amChicago Midway
6h 23m
1 stop
PUJ2:23 pmPunta Cana
$439
Delta
Nov 21
PUJ3:53 pmPunta Cana
9h 01m
1 stop
MDW10:54 pmChicago Midway
Nov 28
MDW6:00 amChicago Midway
6h 28m
1 stop
PUJ2:28 pmPunta Cana
$463
Delta
Nov 7
PUJ2:10 pmPunta Cana
10h 23m
1 stop
MDW10:33 pmChicago Midway
Nov 14
MDW6:00 amChicago Midway
7h 30m
1 stop
PUJ3:30 pmPunta Cana
$492

Southwest flights from Punta Cana to Chicago Midway Airport

Our best Southwest deals on Punta Cana to Chicago Midway Airport flight tickets
Southwest
Nov 19
PUJ2:40 pmPunta Cana
8h 40m
1 stop
MDW9:20 pmChicago Midway
Nov 28
MDW5:25 amChicago Midway
8h 35m
1 stop
PUJ4:00 pmPunta Cana
$517
Southwest
Nov 19
PUJ2:40 pmPunta Cana
8h 40m
1 stop
MDW9:20 pmChicago Midway
Nov 28
MDW5:25 amChicago Midway
8h 35m
1 stop
PUJ4:00 pmPunta Cana
$535
Southwest
Nov 19
PUJ2:40 pmPunta Cana
8h 55m
2 stops
MDW9:35 pmChicago Midway
Nov 28
MDW5:25 amChicago Midway
8h 35m
1 stop
PUJ4:00 pmPunta Cana
$539

momondo Fare Finder

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

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Route

Depart

Return

Price

Cheapest round-trip

Punta CanaChicago

PUJ Punta Cana - MDW Chicago Midway

PUJMDW

Punta Cana

Fri 12/25

1:59 pm-10:22 pm

1 stop10h 23m

Chicago Midway

Mon 1/4

6:00 am-2:23 pm

1 stop6h 23m

$439
Quickest round-trip

Punta CanaChicago

PUJ Punta Cana - MDW Chicago Midway

PUJMDW

Punta Cana

Sat 11/21

4:55 pm-10:54 pm

1 stop7h 59m

Chicago Midway

Sat 11/28

6:00 am-3:30 pm

1 stop7h 30m

$463

Punta CanaChicago

PUJ Punta Cana - MDW Chicago Midway

PUJMDW

Punta Cana

Tue 12/22

4:00 pm-12:01 am

1 stop10h 01m

Chicago Midway

Wed 1/6

5:41 pm-1:24 pm

1 stop17h 43m

$497

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-3:24 pm

1 stop7h 24m

$510

Punta CanaChicago

PUJ Punta Cana - MDW Chicago Midway

PUJMDW

Punta Cana

Thu 11/19

2:40 pm-9:20 pm

1 stop8h 40m

Chicago Midway

Sat 11/28

5:25 am-4:00 pm

1 stop8h 35m

$517

Punta CanaChicago

PUJ Punta Cana - MDW Chicago Midway

PUJMDW

Punta Cana

Tue 12/22

3:40 pm-10:22 pm

1 stop8h 42m

Chicago Midway

Fri 1/22

6:00 am-4:50 pm

1 stop8h 50m

$534

Punta CanaChicago

PUJ Punta Cana - MDW Chicago Midway

PUJMDW

Punta Cana

Thu 11/19

2:40 pm-9:20 pm

1 stop8h 40m

Chicago Midway

Sat 11/28

5:25 am-4:00 pm

1 stop8h 35m

$535

Punta CanaChicago

PUJ Punta Cana - MDW Chicago Midway

PUJMDW

Punta Cana

Thu 11/19

2:40 pm-9:35 pm

2 stops8h 55m

Chicago Midway

Sat 11/28

5:25 am-4:00 pm

1 stop8h 35m

$539

Punta CanaChicago

PUJ Punta Cana - MDW Chicago Midway

PUJMDW

Punta Cana

Thu 11/19

2:40 pm-9:35 pm

2 stops8h 55m

Chicago Midway

Sat 11/28

5:25 am-4:00 pm

1 stop8h 35m

$551

Punta CanaChicago

PUJ Punta Cana - MDW Chicago Midway

PUJMDW

Punta Cana

Thu 12/24

1:59 pm-10:22 pm

1 stop10h 23m

Chicago Midway

Mon 1/4

6:00 am-2:23 pm

1 stop6h 23m

$555

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 24% 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

$230

Fastest flight time

5h 05m

Direct flights

Wed, Fri, Sat and Sun
The best one-way flight to Chicago Midway Airport from Punta Cana in the past 72 hours is $230. The best round-trip flight deal from Punta Cana to Chicago Midway Airport found on momondo in the last 72 hours is $439.
The fastest flight from Punta Cana to Chicago Midway Airport takes 5h 05m
Direct flights go from Punta Cana to Chicago Midway Airport on Wednesday, 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 5h 05m 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?

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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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