Cheap flights from Punta Cana to Chicago Midway from $157

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Cheap Punta Cana - Chicago Midway flight offers

Find cheap flight tickets and last-minute flight deals from Punta Cana to Chicago Midway

Frontier Airlines
Mon, 08/03 (PUJ) Punta Cana -> (MDW) Chicago
Frontier Airlines
Mon, 08/17 (MDW) Chicago -> (PUJ) Punta Cana
Price found 11 days ago
from $124
Southwest Airlines
Thu, 07/30 (PUJ) Punta Cana -> (MDW) Chicago
Southwest Airlines
Thu, 08/13 (MDW) Chicago -> (PUJ) Punta Cana
Price found 13 days ago
from $329
Southwest Airlines
Tue, 08/11 (PUJ) Punta Cana -> (MDW) Chicago
Southwest Airlines
Tue, 08/18 (MDW) Chicago -> (PUJ) Punta Cana
Price found 11 days ago
from $351
Southwest Airlines
Tue, 08/04 (PUJ) Punta Cana -> (MDW) Chicago
Direct
Southwest Airlines
Mon, 08/17 (MDW) Chicago -> (PUJ) Punta Cana
Direct
Price found 10 days ago
from $397
Southwest Airlines
Thu, 07/30 (PUJ) Punta Cana -> (MDW) Chicago
Direct
Price found 15 days ago
from $157
Southwest Airlines
Tue, 08/04 (PUJ) Punta Cana -> (MDW) Chicago
Direct
Southwest Airlines
Mon, 08/17 (MDW) Chicago -> (PUJ) Punta Cana
Direct
Price found 10 days ago
from $397

Info about flights from Punta Cana to Chicago Midway

Some useful info about flights from Punta Cana to Chicago Midway to help you plan your next trip

Best price last 15 days $157
Average flight duration 5h 23m
Cheapest month February
Average number of flights per week 2
First flight time 02:45
Last flight time 21:29
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Top airlines on the route Punta Cana - Chicago Midway

Airlines providing flights to Chicago Midway from Punta Cana

DELTA
DELTA
Frontier Airlines
Frontier Airlines

How to estimate the price of a flight from Punta Cana to Chicago Midway?

It depends. Prices for flights from Punta Cana to Chicago fluctuate based on several factors.

$157 is the best price recorded in the last 15 days.

Checking fares across several nearby dates can help you see which days offer the best deals. Jetcost lets you track price changes and grab the best opportunities.

Planning flights between Punta Cana and Chicago? Don’t forget the airport options

Especially when flying to medium or large cities, it's worth checking all possible airport combinations before booking.

  • Airports in Punta Cana: Punta Cana is the only airport in this city.
  • Airports in Chicago: Chicago features 3 airports - Midway, O'Hare, Rockford.

Check for differences in transport costs to and from each airport — they affect your total spend. Choosing the right airport can make a real difference in price and timing.

Flights from Punta Cana to Chicago - Midway

Plan your journey from Punta Cana to Chicago Midway with ease

Use Jetcost to tailor your search — direct or connecting flights, round-trip or one-way, filtered by airline, price, travel time, or agency.

Other popular destinations

Exploring options in United States? These cities are trending: Atlanta, Los Angeles, Miami, New York City, Orlando.

Flight availability can change quickly — refresh the results if you’ve been away from the page for a while.
Frequently Asked Questions

Frequently asked questions about flights from Punta Cana to Chicago Midway.

How much does an airline ticket from Punta Cana to Chicago Midway cost?

The lowest price recorded in the last 15 days for a flight from Punta Cana to Chicago Midway is $157.

How far is Punta Cana from Chicago?

Punta Cana is about 1968 mi from Chicago.

What are the airports in Chicago?

Chicago has 3 airports: Midway, O'Hare, Rockford.

What are the airports in Punta Cana?

Punta Cana has one airport: Punta Cana.

What are the most popular cities in United States?

The most popular cities in United States according to our users' searches are: Atlanta, Los Angeles, Miami, New York City, Orlando.

When should I book a flight from Punta Cana to Chicago?

The best time to book a flight from Punta Cana to Chicago is 1 month in advance, while the worst time is 41 weeks in advance.

What is the cheapest month to fly from Punta Cana to Chicago?

The cheapest month to fly from Punta Cana to Chicago is February.

What is the most expensive month to fly from Punta Cana to Chicago?

The most expensive month to fly from Punta Cana to Chicago is June.

What is the best day of the week to fly from Punta Cana to Chicago?

For flights from Punta Cana to Chicago Saturday is on average the cheapest day to fly, while Saturday is the most expensive day to fly.