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Cheap flights from Chicago Midway Airport to the Dominican Republic from $100

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 Midway Airport to the Dominican Republic departing on 12/6. 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 Midway Airport to the Dominican Republic

Cheap round-trip flights

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

Cheap last minute flights

Planning a quick getaway from Chicago Midway Airport 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 Midway Airport to the Dominican Republic

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

All round-trip flight deals to the Dominican Republic

The cheapest plane tickets to the Dominican Republic found on KAYAK recently.
6:48 pm - 11:31 amMDW-PUJ
14h 43m1 stop
12:46 pm - 1:09 pmPUJ-MDW
26h 23m1 stop
$246Frontier
Find Deal
Fri, Dec 13 - Mon, Dec 16
6:48 pm - 11:31 amMDW-PUJ
14h 43m1 stop
12:46 pm - 1:09 pmPUJ-MDW
26h 23m1 stop
$251Frontier
Find Deal
Fri, Dec 13 - Mon, Dec 16
6:48 pm - 11:31 amMDW-PUJ
14h 43m1 stop
12:46 pm - 1:09 pmPUJ-MDW
26h 23m1 stop
$254Frontier
Find Deal
Fri, Dec 13 - Mon, Dec 16
6:48 pm - 11:31 amMDW-PUJ
14h 43m1 stop
12:46 pm - 1:09 pmPUJ-MDW
26h 23m1 stop
$255Frontier
Find Deal
Fri, Dec 13 - Mon, Dec 16
4:17 pm - 10:14 amMDW-PUJ
15h 57m1 stop
5:00 pm - 7:45 amPUJ-MDW
16h 45m1 stop
Fri, Nov 15 - Sun, Nov 17
4:17 pm - 3:08 pmMDW-PUJ
20h 51m2 stops
5:00 pm - 7:45 amPUJ-MDW
16h 45m1 stop
Fri, Nov 15 - Sun, Nov 17
6:00 am - 2:19 pmMDW-PUJ
6h 19m1 stop
3:44 pm - 9:46 pmPUJ-MDW
8h 02m1 stop
$438Delta
Find Deal
Mon, Nov 18 - Thu, Dec 5
6:00 am - 4:40 pmMDW-PUJ
8h 40m1 stop
3:44 pm - 9:46 pmPUJ-MDW
8h 02m1 stop
$458Delta
Find Deal
Mon, Nov 18 - Sat, Nov 23
7:55 pm - 2:45 pmMDW-PUJ
16h 50m2 stops
3:45 pm - 8:40 amPUJ-MDW
18h 55m2 stops
$548Southwest
Find Deal
Mon, Nov 18 - Sat, Nov 23
6:00 am - 2:45 pmMDW-PUJ
6h 45m1 stop
5:00 pm - 8:00 pmPUJ-MDW
5h 00mnonstop
$561Southwest
Find Deal
Mon, Jan 6 - Sat, Jan 11
6:48 pm - 11:31 amMDW-PUJ
14h 43m1 stop
$100Frontier
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Fri, Dec 6
3:02 pm - 11:32 amMDW-PUJ
18h 30m1 stop
$106Frontier
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Fri, Jan 10
12:36 pm - 11:31 amMDW-PUJ
20h 55m1 stop
$107Frontier
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Sun, Dec 8
6:53 pm - 10:48 amMDW-PUJ
13h 55m1 stop
$112Frontier
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Fri, Nov 29
6:00 am - 2:25 pmMDW-PUJ
6h 25m1 stop
$160Delta
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Wed, Jan 1
6:00 am - 3:34 pmMDW-PUJ
7h 34m1 stop
$170Delta
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Sat, Jan 4
12:36 pm - 3:48 pmMDW-PUJ
25h 12m3 stops
Sun, Dec 8
6:48 pm - 3:48 pmMDW-PUJ
19h 00m3 stops
Fri, Dec 6
9:35 am - 4:00 pmMDW-PUJ
4h 25mnonstop
$251Southwest
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Sat, Jan 11
8:10 pm - 2:45 pmMDW-PUJ
16h 35m2 stops
$254Southwest
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Sat, Jan 4
6:00 am - 3:46 pmMDW-PUJ
31h 46m2 stops
5:00 pm - 11:20 pmPUJ-MDW
8h 20m1 stop
Sun, Nov 10 - Thu, Nov 14
2:52 pm - 3:46 pmMDW-PUJ
22h 54m2 stops
5:00 pm - 11:31 amPUJ-MDW
20h 31m1 stop
Sat, Nov 9 - Wed, Nov 13
6:00 am - 2:47 pmMDW-SDQ
6h 47m1 stop
6:40 am - 5:02 pmSDQ-MDW
12h 22m2 stops
$566Delta
Find Deal
Sat, Nov 9 - Sat, Nov 16
6:46 pm - 1:30 pmMDW-PUJ
16h 44m1 stop
2:48 pm - 3:21 pmPUJ-MDW
26h 33m2 stops
$579Frontier
Find Deal
Fri, Nov 8 - Thu, Nov 14
2:52 pm - 1:33 pmMDW-PUJ
20h 41m2 stops
2:40 pm - 11:56 pmPUJ-MDW
11h 16m1 stop
$595Frontier
Find Deal
Sat, Nov 9 - Sat, Nov 16
6:00 am - 2:23 pmMDW-PUJ
6h 23m1 stop
2:03 pm - 9:46 pmPUJ-MDW
9h 43m1 stop
$619Delta
Find Deal
Sun, Nov 10 - Thu, Nov 14
6:40 am - 3:30 pmMDW-PUJ
6h 50m1 stop
3:45 pm - 11:50 pmPUJ-MDW
10h 05m1 stop
$1,007Southwest
Find Deal
Sat, Nov 9 - Mon, Nov 11
6:40 am - 3:30 pmMDW-PUJ
6h 50m1 stop
3:45 pm - 12:50 amPUJ-MDW
11h 05m2 stops
$1,012Southwest
Find Deal
Sat, Nov 9 - Mon, Nov 11
10:49 am - 12:04 pmMDW-PUJ
23h 15m2 stops
5:00 pm - 5:54 pmPUJ-MDW
26h 54m2 stops
$3,682WestJet
Find Deal
Sat, Nov 9 - Mon, Nov 11
10:49 am - 12:04 pmMDW-PUJ
23h 15m2 stops
5:00 pm - 6:32 pmPUJ-MDW
27h 32m2 stops
$3,896WestJet
Find Deal
Sat, Nov 9 - Mon, Nov 11
9:00 am - 3:30 pmMDW-PUJ
4h 30mnonstop
4:55 pm - 7:55 pmPUJ-MDW
5h 00mnonstop
$1,576Southwest
Find Deal
Sat, Dec 28 - Sat, Jan 4

Frontier flights from Chicago Midway Airport to Dominican Republic

Our best Frontier deals on Chicago Midway Airport to Dominican Republic flight tickets
Frontier
Dec 13
MDW6:48 pmChicago Midway
14h 43m
1 stop
PUJ11:31 amPunta Cana
Dec 16
PUJ12:46 pmPunta Cana
26h 23m
1 stop
MDW1:09 pmChicago Midway
Frontier
Dec 13
MDW6:48 pmChicago Midway
14h 43m
1 stop
PUJ11:31 amPunta Cana
Dec 16
PUJ12:46 pmPunta Cana
26h 23m
1 stop
MDW1:09 pmChicago Midway
Frontier
Dec 13
MDW6:48 pmChicago Midway
14h 43m
1 stop
PUJ11:31 amPunta Cana
Dec 16
PUJ12:46 pmPunta Cana
26h 23m
1 stop
MDW1:09 pmChicago Midway

Delta flights from Chicago Midway Airport to Dominican Republic

Our best Delta deals on Chicago Midway Airport to Dominican Republic flight tickets
Delta
Nov 18
MDW6:00 amChicago Midway
6h 19m
1 stop
PUJ2:19 pmPunta Cana
Dec 5
PUJ3:44 pmPunta Cana
8h 02m
1 stop
MDW9:46 pmChicago Midway
Delta
Nov 18
MDW6:00 amChicago Midway
8h 40m
1 stop
PUJ4:40 pmPunta Cana
Nov 23
PUJ3:44 pmPunta Cana
8h 02m
1 stop
MDW9:46 pmChicago Midway
Delta
Dec 8
MDW6:00 amChicago Midway
6h 25m
1 stop
PUJ2:25 pmPunta Cana
Dec 12
PUJ2:05 pmPunta Cana
10h 01m
1 stop
MDW10:06 pmChicago Midway

How to get the cheapest flight ticket from Chicago Midway Airport 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 airline that flies to Dominican Republic from Chicago Midway Airport?

Frontier. Frontier and Delta are the most popular carriers operating from Chicago Midway Airport to Dominican Republic

Can stopping save me money on Chicago Midway Airport to Dominican Republic flights?

You could potentially save up to 60% on your flight if you consider stops on a Chicago Midway Airport to Dominican Republic flight.

Cheap Chicago Midway Airport to Dominican Republic flight deals and tips

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

Best Price Found

$100

Fastest flight time

4h 25m

Direct flights

Wed, Thu, Sat and Sun

Airports in Dominican Republic

3 airports
The best one-way flight to Dominican Republic from Chicago Midway Airport in the past 72 hours is $100. The best round-trip flight deal from Chicago Midway Airport to Dominican Republic found on momondo in the last 72 hours is $246.
The fastest flight from Chicago Midway Airport to Dominican Republic takes 4h 25m
Direct flights go from Chicago Midway Airport to Dominican Republic on Wednesday, Thursday, Saturday and Sunday. The only airline offering direct flights is Southwest.
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 Midway Airport to Dominican Republic?

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

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport 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 Midway Airport to Dominican Republic?


Best airlines flying from Chicago Midway Airport to Dominican Republic

Compare and see reviews for airlines that fly from Chicago Midway Airport to Dominican Republic with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $252Free CancellationRating
6.1
3,572 reviews
Search Frontier flights
DeltaPriceFrom $365Free CancellationRating
8.0
8,830 reviews
Search Delta flights

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Dominican Republic. momondo saves you time and could save you money on your trip.

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?

If you are simply researching potential flights to Dominican Republic, momondo offers a useful price alert feature which will track prices for flights to Dominican Republic from Chicago and alert you when they change.


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