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Cheap flights from Chicago to the Dominican Republic from $102

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 the Dominican Republic 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 the Dominican Republic

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to the Dominican Republic 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 the Dominican Republic.

Cheap last minute flights

Planning a quick getaway from Chicago to the Dominican Republic? 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 the Dominican Republic, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to the Dominican Republic

Find recent round-trip train or bus tickets from Chicago to the Dominican Republic.

All round-trip flight deals from Chicago to the Dominican Republic

The cheapest plane tickets from Chicago to the Dominican Republic found on KAYAK recently.
8:12 pm - 11:10 amORD-PUJ
12h 58m1 stop
4:48 pm - 11:58 pmPUJ-ORD
9h 10m1 stop
vie., feb. 7 - mié., feb. 12
8:12 pm - 11:10 amORD-PUJ
12h 58m1 stop
4:48 pm - 11:58 pmPUJ-ORD
9h 10m1 stop
vie., feb. 7 - mié., feb. 12
5:11 am - 3:38 pmORD-SDQ
8h 27m1 stop
4:59 pm - 11:32 pmSDQ-ORD
8h 33m1 stop
$284Spirit Airlines
Find Deal
sáb., feb. 1 - mié., feb. 5
6:48 pm - 10:40 amMDW-PUJ
13h 52m1 stop
3:10 pm - 11:58 pmPUJ-MDW
10h 48m1 stop
$285Frontier
Find Deal
vie., feb. 21 - vie., feb. 28
5:00 am - 3:43 pmORD-PUJ
8h 43m1 stop
3:47 pm - 12:07 amPUJ-ORD
9h 20m1 stop
$286Spirit Airlines
Find Deal
mar., mar. 4 - mar., mar. 11
7:10 pm - 1:14 pmMDW-PUJ
16h 04m2 stops
3:10 pm - 11:58 pmPUJ-MDW
10h 48m1 stop
$290Frontier
Find Deal
sáb., feb. 22 - vie., feb. 28
8:05 am - 2:40 pmORD-PUJ
4h 35mnonstop
12:55 pm - 11:53 pmPUJ-ORD
12h 58m1 stop
$350American Airlines
Find Deal
lun., feb. 24 - jue., feb. 27
8:05 am - 3:50 pmORD-PUJ
6h 45m1 stop
12:54 pm - 10:39 pmPUJ-ORD
10h 45m1 stop
$355American Airlines
Find Deal
mié., abr. 2 - mié., abr. 9
10:43 am - 5:11 pmORD-PUJ
4h 28mnonstop
2:50 pm - 6:00 pmPUJ-ORD
5h 10mnonstop
$380United Airlines
Find Deal
mar., feb. 4 - vie., feb. 7
3:15 pm - 2:44 amORD-STI
9h 29m1 stop
2:07 pm - 10:12 pmSTI-ORD
9h 05m1 stop
$438United Airlines
Find Deal
lun., feb. 3 - mar., jun. 3
8:12 pm - 11:10 amORD-PUJ
12h 58m1 stop
$102Frontier
Find Deal
vie., ene. 31
8:12 pm - 11:10 amORD-PUJ
12h 58m1 stop
$103Frontier
Find Deal
vie., feb. 7
8:30 am - 5:14 pmORD-SDQ
6h 44m1 stop
$118Spirit Airlines
Find Deal
jue., feb. 6
5:00 am - 3:43 pmORD-PUJ
8h 43m1 stop
$131Spirit Airlines
Find Deal
mar., feb. 25
10:43 am - 5:11 pmORD-PUJ
4h 28mnonstop
$161United Airlines
Find Deal
lun., feb. 24
8:05 am - 2:40 pmORD-PUJ
4h 35mnonstop
$165American Airlines
Find Deal
lun., feb. 24
6:00 am - 3:25 pmMDW-PUJ
7h 25m1 stop
$166Delta
Find Deal
mar., feb. 25
7:00 am - 4:45 pmORD-PUJ
7h 45m1 stop
$176American Airlines
Find Deal
vie., feb. 28
10:43 am - 5:11 pmORD-PUJ
4h 28mnonstop
$181United Airlines
Find Deal
lun., feb. 3
6:00 am - 5:18 pmMDW-STI
10h 18m2 stops
$190Delta
Find Deal
mar., abr. 22
6:10 am - 1:00 pmORD-PUJ
4h 50mnonstop
6:10 pm - 9:27 pmPUJ-ORD
5h 17mnonstop
$257Frontier
Find Deal
dom., ene. 26 - vie., ene. 31
6:10 am - 1:00 pmORD-PUJ
4h 50mnonstop
6:54 pm - 10:11 pmPUJ-ORD
5h 17mnonstop
$261Frontier
Find Deal
vie., ene. 24 - mar., ene. 28
8:30 am - 5:14 pmORD-SDQ
6h 44m1 stop
4:44 pm - 11:32 pmSDQ-ORD
8h 48m1 stop
$333Spirit Airlines
Find Deal
dom., ene. 26 - sáb., feb. 8
5:11 am - 3:38 pmORD-SDQ
8h 27m1 stop
4:44 pm - 11:32 pmSDQ-ORD
8h 48m1 stop
$368Spirit Airlines
Find Deal
sáb., ene. 25 - sáb., feb. 8
5:45 am - 2:23 pmORD-PUJ
6h 38m1 stop
1:50 pm - 9:14 pmPUJ-ORD
9h 24m1 stop
$410Delta
Find Deal
vie., ene. 24 - sáb., feb. 15
8:05 am - 2:35 pmORD-PUJ
4h 30mnonstop
5:45 pm - 11:52 pmPUJ-ORD
8h 07m1 stop
$413American Airlines
Find Deal
vie., ene. 24 - sáb., feb. 15
6:15 am - 5:15 pmORD-PUJ
9h 00m1 stop
2:37 pm - 9:15 pmPUJ-ORD
8h 38m1 stop
$420Delta
Find Deal
jue., ene. 23 - jue., ene. 30
5:35 pm - 11:40 amORD-PUJ
16h 05m1 stop
3:50 pm - 7:05 pmPUJ-ORD
5h 15mnonstop
$425American Airlines
Find Deal
sáb., ene. 25 - sáb., feb. 1
10:43 am - 5:11 pmORD-PUJ
4h 28mnonstop
4:30 pm - 7:40 pmPUJ-ORD
5h 10mnonstop
$840United Airlines
Find Deal
sáb., ene. 25 - sáb., feb. 1
8:50 am - 5:58 pmORD-PUJ
7h 08m1 stop
4:30 pm - 7:40 pmPUJ-ORD
5h 10mnonstop
$905United Airlines
Find Deal
sáb., ene. 25 - sáb., feb. 1
8:05 am - 2:35 pmORD-PUJ
4h 30mnonstop
3:35 pm - 6:50 pmPUJ-ORD
5h 15mnonstop
$380American Airlines
Find Deal
dom., feb. 2 - mié., feb. 5
10:43 am - 5:11 pmORD-PUJ
4h 28mnonstop
1:50 pm - 6:00 pmPUJ-ORD
5h 10mnonstop
$384United Airlines
Find Deal
mar., mar. 4 - mar., mar. 11
8:05 am - 1:40 pmORD-PUJ
4h 35mnonstop
2:45 pm - 6:50 pmPUJ-ORD
5h 05mnonstop
$392American Airlines
Find Deal
mar., may. 6 - mié., may. 14
10:43 am - 5:11 pmORD-PUJ
4h 28mnonstop
2:50 pm - 6:00 pmPUJ-ORD
5h 10mnonstop
$395United Airlines
Find Deal
lun., feb. 3 - sáb., feb. 8
9:23 am - 3:05 pmORD-PUJ
4h 42mnonstop
1:50 pm - 5:55 pmPUJ-ORD
5h 05mnonstop
$422United Airlines
Find Deal
mar., abr. 8 - mar., abr. 15
8:05 am - 2:35 pmORD-PUJ
4h 30mnonstop
4:40 pm - 8:05 pmPUJ-ORD
5h 25mnonstop
$429American Airlines
Find Deal
lun., feb. 10 - sáb., feb. 15
6:10 am - 1:00 pmORD-PUJ
4h 50mnonstop
5:54 pm - 10:14 pmPUJ-ORD
5h 20mnonstop
$471Frontier
Find Deal
mar., mar. 4 - mar., mar. 11
6:10 am - 1:00 pmORD-PUJ
4h 50mnonstop
5:10 pm - 9:30 pmPUJ-ORD
5h 20mnonstop
$473Frontier
Find Deal
mié., mar. 5 - mié., mar. 12
9:05 am - 2:30 pmMDW-PUJ
4h 25mnonstop
3:30 pm - 7:45 pmPUJ-MDW
5h 15mnonstop
$589Southwest
Find Deal
mar., abr. 1 - lun., abr. 7
8:25 am - 1:55 pmMDW-PUJ
4h 30mnonstop
2:50 pm - 6:55 pmPUJ-MDW
5h 05mnonstop
$603Southwest
Find Deal
sáb., abr. 19 - sáb., abr. 26

Frontier flights from Chicago to Dominican Republic

Our best Frontier deals on Chicago to Dominican Republic flight tickets
Frontier
Jan 31
ORD8:12 pmChicago O'Hare Intl
12h 58m
1 stop
PUJ11:10 amPunta Cana
Feb 4
PUJ6:54 pmPunta Cana
5h 17m
ORD10:11 pmChicago O'Hare Intl
Frontier
Jan 31
ORD8:12 pmChicago O'Hare Intl
12h 58m
1 stop
PUJ11:10 amPunta Cana
Feb 7
PUJ6:10 pmPunta Cana
5h 17m
ORD9:27 pmChicago O'Hare Intl
Frontier
Jan 26
ORD6:10 amChicago O'Hare Intl
4h 50m
PUJ1:00 pmPunta Cana
Jan 31
PUJ6:10 pmPunta Cana
5h 17m
ORD9:27 pmChicago O'Hare Intl

Southwest flights from Chicago to Dominican Republic

Our best Southwest deals on Chicago to Dominican Republic flight tickets
Southwest
Mar 4
MDW5:35 amChicago Midway
7h 10m
1 stop
PUJ2:45 pmPunta Cana
Mar 11
PUJ3:30 pmPunta Cana
5h 15m
MDW7:45 pmChicago Midway
Southwest
Jan 25
MDW9:35 amChicago Midway
4h 25m
PUJ4:00 pmPunta Cana
Feb 1
PUJ5:00 pmPunta Cana
5h 00m
MDW8:00 pmChicago Midway
Southwest
Apr 1
MDW9:05 amChicago Midway
4h 25m
PUJ2:30 pmPunta Cana
Apr 7
PUJ3:30 pmPunta Cana
5h 15m
MDW7:45 pmChicago Midway

See travel insights to the Dominican Republic from

How to get the cheapest flight ticket from Chicago to Dominican Republic

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 Dominican Republic?

In general, April is the cheapest month to fly from Chicago to Dominican Republic. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $454. If you are unable to visit Dominican Republic during the month of April, then departing from Chicago during the month January is also very affordable. Most momondo users find prices during this month for around $476.

What is the cheapest day to depart on your flight to Dominican Republic?

The cheapest day to depart on your flight to Dominican Republic is on a Tuesday when prices can be found for as low as $489. This is often the case because there is less demand to fly during this day of the week. Flights from Chicago to Dominican Republic on a Wednesday will generally be more expensive and average around $571. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Dominican Republic?

Flying to Dominican Republic from Chicago at noon is the least expensive time of day to depart. momondo users have found prices as low as $321 when looking at flights departing at noon. Flights in the morning are often more expensive with an average ticket price of $552.

What is the cheapest Chicago to Dominican Republic flight route?

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

How far in advance should I book a flight to Dominican Republic?

You are more likely to see cheaper flights to Dominican Republic from Chicago when booking 5 weeks ahead of your departure date. In general, you can expect to find flights to Dominican Republic for around $553 when searching 5 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Dominican Republic from Chicago for as low as $467 on momondo.

What cabin class options are available on Chicago to Dominican Republic flights?

There are 3 cabin classes available to choose from on Chicago to Dominican Republic flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Cheap Chicago to Dominican Republic flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Dominican Republic

Best Price Found

$102

Fastest flight time

4h 25m

Direct flights

Every day

Airports in Dominican Republic

3 airports
The best one-way flight to Dominican Republic from Chicago in the past 72 hours is $102. The best round-trip flight deal from Chicago to Dominican Republic found on momondo in the last 72 hours is $276.
The fastest flight from Chicago to Dominican Republic takes 4h 25m
Direct flights go from Chicago to Dominican Republic every day.
There are 3 airports near Dominican Republic: Santo Domingo Las Americas (SDQ), Punta Cana (PUJ), Santiago de los Caballeros (STI)

  • When did momondo last update prices for flights from Chicago to Dominican Republic?

    Prices for flights from Chicago to Dominican Republic are updated daily.

  • How many operators does momondo search for flights from Chicago to Dominican Republic?

  • How old do you have to be to fly from Chicago to Dominican Republic?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Dominican Republic.

  • What documentation or ID do you need to fly to Dominican Republic?

    The travel and health documents you'll need for your trip to Dominican Republic may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Dominican Republic. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago to Dominican Republic?


Best airlines flying from Chicago to Dominican Republic

Compare and see reviews for airlines that fly from Chicago to Dominican Republic with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $203Free CancellationRating
6.0
3,443 reviews
Search Frontier flights
Copa AirlinesPriceFrom $226Free CancellationRating
7.6
1,662 reviews
Search Copa Airlines flights
Spirit AirlinesPriceFrom $233Free CancellationRating
6.3
8,116 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $318Free CancellationRating
7.4
8,984 reviews
Search United Airlines flights
DeltaPriceFrom $331Free CancellationRating
8.0
8,521 reviews
Search Delta flights
Air CanadaPriceFrom $335Free CancellationRating
7.0
8,633 reviews
Search Air Canada flights
JetBluePriceFrom $343Free CancellationRating
7.4
3,201 reviews
Search JetBlue flights
American AirlinesPriceFrom $353Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $671Free CancellationRating
8.1
4,662 reviews
Search Southwest flights
AviancaPriceFrom $1,422Free CancellationRating
6.9
2,579 reviews
Search Avianca flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Dominican Republic?

Finding the right flight to Dominican Republic from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Dominican Republic quick and easy, saving you time and money.

Can I find flights from Chicago to Dominican Republic with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Dominican Republic from Chicago with this policy.

How can momondo help me find flights from Chicago to Dominican Republic?

momondo provides multiple filters to help you find the best flight to Dominican Republic 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 Dominican Republic right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Dominican Republic 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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