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Cheap flights from Chicago to Punta Cana from $103

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Punta Cana departing on 1/31. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago to Punta Cana

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Punta Cana that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago to Punta Cana.

Cheap last minute flights

Planning a quick getaway from Chicago to Punta Cana? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Punta Cana, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Punta Cana

Find recent round-trip train or bus tickets from Chicago to Punta Cana.

All round-trip flight deals to Punta Cana

The cheapest plane tickets to Punta Cana found on KAYAK recently.
6:55 am - 3:45 pmORD-PUJ
6h 50m1 stop
4:48 pm - 11:58 pmPUJ-ORD
9h 10m1 stop
$259Spirit Airlines
Find Deal
dom, feb 2 - mer, feb 12
8:12 pm - 11:10 amORD-PUJ
12h 58m1 stop
4:50 pm - 11:32 pmPUJ-ORD
8h 42m1 stop
ven, gen 24 - sab, feb 1
4:13 pm - 2:00 pmMDW-PUJ
19h 47m1 stop
3:10 pm - 7:32 amPUJ-MDW
18h 22m1 stop
$274Frontier
Find Deal
gio, feb 27 - lun, mar 3
8:12 pm - 11:10 amORD-PUJ
12h 58m1 stop
12:20 pm - 9:52 amPUJ-ORD
23h 32m2 stops
$308Frontier
Find Deal
ven, gen 24 - sab, feb 1
4:25 pm - 11:55 amORD-PUJ
17h 30m1 stop
3:35 pm - 6:50 pmPUJ-ORD
5h 15mnonstop
$353American Airlines
Find Deal
sab, gen 11 - mer, gen 15
5:10 am - 3:49 pmORD-PUJ
8h 39m2 stops
5:05 pm - 12:09 amPUJ-ORD
9h 04m1 stop
$355American Airlines
Find Deal
mar, feb 4 - mar, feb 11
10:43 am - 5:11 pmORD-PUJ
4h 28mnonstop
1:00 pm - 8:24 pmPUJ-ORD
9h 24m1 stop
$359United Airlines
Find Deal
lun, feb 24 - ven, feb 28
5:45 am - 2:23 pmORD-PUJ
6h 38m1 stop
2:37 pm - 8:53 pmPUJ-ORD
8h 16m1 stop
$363Delta
Find Deal
mar, gen 28 - gio, feb 13
6:00 am - 2:23 pmMDW-PUJ
6h 23m1 stop
2:02 pm - 10:20 pmPUJ-MDW
10h 18m1 stop
$363Delta
Find Deal
lun, gen 27 - gio, gen 30
10:43 am - 5:11 pmORD-PUJ
4h 28mnonstop
5:25 pm - 11:29 pmPUJ-ORD
8h 04m1 stop
$369United Airlines
Find Deal
lun, gen 20 - sab, feb 15
8:12 pm - 11:10 amORD-PUJ
12h 58m1 stop
$103Frontier
Find Deal
ven, gen 31
8:12 pm - 11:11 amORD-PUJ
12h 59m1 stop
$108Frontier
Find Deal
ven, gen 10
7:10 am - 3:43 pmORD-PUJ
6h 33m1 stop
$128Spirit Airlines
Find Deal
sab, feb 22
5:11 am - 3:45 pmORD-PUJ
8h 34m1 stop
$137Spirit Airlines
Find Deal
dom, gen 12
10:43 am - 5:11 pmORD-PUJ
4h 28mnonstop
$166United Airlines
Find Deal
mar, gen 28
5:45 am - 2:23 pmORD-PUJ
6h 38m1 stop
$170Delta
Find Deal
mar, gen 14
6:00 am - 2:23 pmMDW-PUJ
6h 23m1 stop
$170Delta
Find Deal
lun, gen 20
7:22 pm - 11:53 amORD-PUJ
14h 31m2 stops
$172American Airlines
Find Deal
lun, feb 24
10:43 am - 5:11 pmORD-PUJ
4h 28mnonstop
$176United Airlines
Find Deal
sab, gen 11
8:17 am - 2:47 pmORD-PUJ
4h 30mnonstop
$186American Airlines
Find Deal
mar, dic 31
6:20 am - 12:49 pmORD-PUJ
4h 29mnonstop
6:45 pm - 9:59 pmPUJ-ORD
5h 14mnonstop
$507Frontier
Find Deal
ven, dic 27 - dom, dic 29
6:20 am - 12:49 pmORD-PUJ
4h 29mnonstop
6:02 pm - 10:28 amPUJ-ORD
18h 26m1 stop
$513Frontier
Find Deal
ven, dic 27 - lun, dic 30
4:55 pm - 11:56 amORD-PUJ
17h 01m1 stop
3:25 pm - 11:37 pmPUJ-ORD
10h 12m1 stop
$528American Airlines
Find Deal
mar, dic 24 - mar, dic 31
5:00 am - 5:00 pmORD-PUJ
10h 00m1 stop
3:47 pm - 7:02 pmPUJ-ORD
5h 15mnonstop
$543American Airlines
Find Deal
mar, dic 24 - mar, dic 31
10:43 am - 5:11 pmORD-PUJ
4h 28mnonstop
2:50 pm - 6:00 pmPUJ-ORD
5h 10mnonstop
$972United Airlines
Find Deal
mar, dic 24 - sab, dic 28
7:53 pm - 3:55 pmORD-PUJ
18h 02m2 stops
4:50 pm - 7:47 amPUJ-ORD
16h 57m2 stops
$1,023Spirit Airlines
Find Deal
ven, dic 27 - lun, dic 30
6:00 am - 4:34 pmMDW-PUJ
8h 34m1 stop
3:50 pm - 10:06 pmPUJ-MDW
8h 16m1 stop
$1,077Delta
Find Deal
lun, dic 23 - ven, dic 27
3:31 pm - 3:55 pmORD-PUJ
22h 24m2 stops
4:50 pm - 10:07 amPUJ-ORD
19h 17m3 stops
$1,089Spirit Airlines
Find Deal
lun, dic 23 - ven, dic 27
10:43 am - 5:11 pmORD-PUJ
4h 28mnonstop
2:50 pm - 6:00 pmPUJ-ORD
5h 10mnonstop
$1,130United Airlines
Find Deal
mar, dic 24 - dom, dic 29
6:00 am - 4:34 pmMDW-PUJ
8h 34m1 stop
2:05 pm - 10:06 pmPUJ-MDW
10h 01m1 stop
$2,091Delta
Find Deal
dom, dic 22 - dom, dic 29
6:10 am - 12:39 pmORD-PUJ
4h 29mnonstop
6:54 pm - 10:11 pmPUJ-ORD
5h 17mnonstop
$196Frontier
Find Deal
mar, gen 14 - gio, gen 23
6:10 am - 12:39 pmORD-PUJ
4h 29mnonstop
6:54 pm - 10:11 pmPUJ-ORD
5h 17mnonstop
$197Frontier
Find Deal
mar, gen 14 - gio, gen 23
6:10 am - 12:39 pmORD-PUJ
4h 29mnonstop
6:54 pm - 10:11 pmPUJ-ORD
5h 17mnonstop
$198Frontier
Find Deal
mar, gen 14 - gio, gen 23
6:10 am - 12:39 pmORD-PUJ
4h 29mnonstop
6:54 pm - 10:11 pmPUJ-ORD
5h 17mnonstop
$206Frontier
Find Deal
lun, gen 13 - gio, gen 16
8:05 am - 1:40 pmORD-PUJ
4h 35mnonstop
2:45 pm - 6:50 pmPUJ-ORD
5h 05mnonstop
$359American Airlines
Find Deal
dom, mag 25 - lun, giu 2
8:05 am - 2:35 pmORD-PUJ
4h 30mnonstop
3:35 pm - 6:50 pmPUJ-ORD
5h 15mnonstop
$390American Airlines
Find Deal
mar, gen 14 - gio, gen 23
10:43 am - 5:11 pmORD-PUJ
4h 28mnonstop
2:50 pm - 6:00 pmPUJ-ORD
5h 10mnonstop
$411United Airlines
Find Deal
ven, gen 10 - ven, gen 17
10:43 am - 5:11 pmORD-PUJ
4h 28mnonstop
2:50 pm - 6:00 pmPUJ-ORD
5h 10mnonstop
$427United Airlines
Find Deal
mar, feb 18 - mar, feb 25
9:05 am - 3:30 pmMDW-PUJ
4h 25mnonstop
3:30 pm - 7:45 pmPUJ-MDW
5h 15mnonstop
$527Southwest
Find Deal
ven, mar 7 - mar, mar 11
9:35 am - 4:00 pmMDW-PUJ
4h 25mnonstop
5:00 pm - 8:00 pmPUJ-MDW
5h 00mnonstop
$627Southwest
Find Deal
sab, feb 1 - sab, feb 8

Frontier flights from Chicago to Punta Cana

Our best Frontier deals on Chicago to Punta Cana flight tickets
Frontier
Feb 27
MDW4:13 pmChicago Midway
19h 47m
1 stop
PUJ2:00 pmPunta Cana
Mar 3
PUJ3:10 pmPunta Cana
18h 22m
1 stop
MDW7:32 amChicago Midway
Frontier
Jan 24
ORD8:12 pmChicago O'Hare Intl
12h 58m
1 stop
PUJ11:10 amPunta Cana
Feb 1
PUJ12:20 pmPunta Cana
23h 32m
2 stops
ORD9:52 amChicago O'Hare Intl
Frontier
Jan 24
ORD8:12 pmChicago O'Hare Intl
12h 58m
1 stop
PUJ11:10 amPunta Cana
Jan 26
PUJ2:15 pmPunta Cana
19h 28m
2 stops
ORD7:43 amChicago O'Hare Intl

Delta flights from Chicago to Punta Cana

Our best Delta deals on Chicago to Punta Cana flight tickets
Delta
Jan 28
ORD5:45 amChicago O'Hare Intl
6h 38m
1 stop
PUJ2:23 pmPunta Cana
Feb 13
PUJ2:37 pmPunta Cana
8h 16m
1 stop
ORD8:53 pmChicago O'Hare Intl
Delta
Jan 25
ORD6:15 amChicago O'Hare Intl
9h 00m
1 stop
PUJ5:15 pmPunta Cana
Jan 29
PUJ2:37 pmPunta Cana
8h 38m
1 stop
ORD9:15 pmChicago O'Hare Intl
Delta
Feb 4
MDW6:00 amChicago Midway
7h 25m
1 stop
PUJ3:25 pmPunta Cana
Feb 11
PUJ4:50 pmPunta Cana
7h 30m
1 stop
MDW10:20 pmChicago Midway

See travel insights to Punta Cana from

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

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 month to fly to Punta Cana?

If you’re not able to fly to Punta Cana in April, then January is your next best option. Flight prices from Chicago to Punta Cana during January average around $460.

What is the cheapest day to depart on your flight to Punta Cana?

The cheapest day to depart from Chicago to Punta Cana is on a Tuesday when prices can be found for as low as $495. Be sure to avoid booking your departure on a Saturday as prices are generally higher than usual. According to our data, the average ticket price to Punta Cana on Saturday is $579.

What is the cheapest time of day to depart on your flight to Punta Cana?

At noon is the cheapest time of day to fly from Chicago to Punta Cana when you can find flight prices for as low as $341. Flying to Punta Cana at noon is an ideal time because this is during off-peak travel hours. In the morning is when there is more demand to fly to Punta Cana, so prices are often more expensive at around $556 per ticket.

What is the cheapest Chicago to Punta Cana flight route?

Fly from Chicago O'Hare Intl to Punta Cana for the best Chicago - Punta Cana flight prices

How far in advance should I book a flight to Punta Cana?

We recommend purchasing flights from Chicago to Punta Cana 32 days ahead of your departure date because this is when momondo users tend to see the best flight rates. On average, our users have found flights to Punta Cana for $553. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $327.

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

There are 3 cabin classes available to choose from on Chicago to Punta Cana 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 Chicago to Punta Cana flights?

You could potentially save up to 37% on your flight if you consider stops on a Chicago to Punta Cana flight.

How have Chicago to Punta Cana flight prices changed over time?

As of December 2024, prices for Chicago to Punta Cana flights are approximately 0% more expensive when compared to flights at the same time last year.

When to book flights from Chicago to Punta Cana

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

Cheap Chicago to Punta Cana (CHI to PUJ) flight deals and tips

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

Best Price Found

$103

Fastest flight time

4h 25m

Direct flights

Every day

Airports in Punta Cana

1 airport
The best one-way flight to Punta Cana from Chicago in the past 72 hours is $103. The best round-trip flight deal from Chicago to Punta Cana found on momondo in the last 72 hours is $259.
The fastest flight from Chicago to Punta Cana takes 4h 25m
Direct flights go from Chicago to Punta Cana every day.
There is 1 airport near Punta Cana: Punta Cana (PUJ)

  • How far is Chicago to Punta Cana by plane?

    Chicago and Punta Cana are 1958.2 mi apart from one another. A reasonable flight in good conditions will take 4h 25m.

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

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

  • How many operators does momondo search for flights from Chicago to Punta Cana Airport?

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

  • What documentation or ID do you need to fly to Punta Cana Airport?

    The required travel and health documents for your Punta Cana 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 Punta Cana 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 Chicago to Punta Cana?

  • What is the most popular airline from Chicago to Punta Cana?


Best airlines flying from Chicago to Punta Cana

Compare and see reviews for airlines that fly from Chicago to Punta Cana with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $194Free CancellationRating
6.1
3,472 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $250Free CancellationRating
6.3
8,111 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $333Free CancellationRating
7.4
9,028 reviews
Search United Airlines flights
DeltaPriceFrom $335Free CancellationRating
8.0
8,597 reviews
Search Delta flights
American AirlinesPriceFrom $371Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Copa AirlinesPriceFrom $459Free CancellationRating
7.7
1,713 reviews
Search Copa Airlines flights
Air CanadaPriceFrom $550Free CancellationRating
7.0
8,413 reviews
Search Air Canada flights
SouthwestPriceFrom $671Free CancellationRating
8.1
4,804 reviews
Search Southwest flights
  • Southwest Flights From Chicago to Punta Cana

    Across 1 Southwest flight from Chicago to Punta Cana this week, the average price was $879, with the best Southwest deals starting from $671 round-trip. 4,804 users have rated Southwest on momondo, with an average score of 8.1/10.

  • United Airlines Flights From Chicago to Punta Cana

    Across 9,028 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Chicago to Punta Cana about 8 times each week, with ticket deals ranging from $333 to $666. Price data is based on momondo searches in the last 72 hours.


Why use momondo?

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

It is quick and easy to find Chicago to Punta Cana flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Punta Cana that suits you.

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

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

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

momondo provides multiple filters to help you find the best flight to Punta Cana from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Yes momondo offers price alerts on flights to Punta Cana from Chicago. 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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