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Cheap flights from the Dominican Republic to Chicago Midway Airport from $187

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from the Dominican Republic to Chicago Midway Airport departing on 5/14. 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 the Dominican Republic to Chicago

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

KAYAK's recommended round-trip deals from the most popular airlines that fly from the Dominican Republic to Chicago.
Delta Logo
3:59 pm - 10:21 pmPUJ-MDW
7h 22m1 stop
Delta Logo
6:04 am - 3:32 pmMDW-PUJ
8h 28m1 stop
$448Delta
Find Deal
Sat, Apr 12 - Sat, Apr 19
Frontier Logo
2:59 pm - 11:39 pmPUJ-MDW
9h 40m1 stop
Frontier Logo
6:15 am - 5:38 pmMDW-PUJ
10h 23m2 stops
$461Frontier
Find Deal
Thu, May 8 - Mon, May 12
Frontier Logo
8:00 am - 11:39 pmSDQ-MDW
16h 39m2 stops
Frontier Logo
6:15 am - 11:55 pmMDW-SDQ
16h 40m2 stops
$463Frontier
Find Deal
Thu, May 8 - Mon, May 12
Frontier Logo
2:59 pm - 11:39 pmPUJ-MDW
9h 40m1 stop
Frontier Logo
6:15 am - 5:38 pmMDW-PUJ
10h 23m2 stops
$474Frontier
Find Deal
Thu, May 1 - Mon, May 5
Frontier Logo
8:00 am - 11:39 pmSDQ-MDW
16h 39m2 stops
Frontier Logo
6:15 am - 11:55 pmMDW-SDQ
16h 40m2 stops
$476Frontier
Find Deal
Thu, May 8 - Mon, May 12
Southwest Logo
4:05 pm - 7:55 pmPUJ-MDW
4h 50mnonstop
Southwest Logo
9:55 am - 3:25 pmMDW-PUJ
4h 30mnonstop
$685Southwest
Find Deal
Thu, Jun 19 - Mon, Jun 23
Southwest Logo
4:05 pm - 7:55 pmPUJ-MDW
4h 50mnonstop
Southwest Logo
7:10 am - 3:05 pmMDW-PUJ
6h 55m1 stop
$743Southwest
Find Deal
Thu, Jun 19 - Mon, Jun 23
WestJet Logo
3:35 pm - 1:09 pmPUJ-MDW
22h 34m2 stops
WestJet Logo
1:05 pm - 8:57 amMDW-PUJ
18h 52m2 stops
$1,797WestJet
Find Deal
Mon, Sep 8 - Fri, Sep 12
WestJet Logo
12:25 pm - 9:51 amPUJ-MDW
22h 26m2 stops
WestJet Logo
1:05 pm - 11:28 amMDW-PUJ
21h 23m2 stops
$3,564WestJet
Find Deal
Tue, Aug 19 - Tue, Aug 26
LATAM Airlines Logo
5:35 pm - 9:51 amPUJ-MDW
17h 16m2 stops
LATAM Airlines Logo
3:40 pm - 3:20 pmMDW-PUJ
22h 40m2 stops
$4,587LATAM Airlines
Find Deal
Mon, Sep 1 - Thu, Sep 4

Frontier flights from Dominican Republic to Chicago Midway Airport

Our best Frontier deals on Dominican Republic to Chicago Midway Airport flight tickets
Frontier
May 8
PUJ2:59 pmPunta Cana
9h 40m
1 stop
MDW11:39 pmChicago Midway
May 12
MDW6:15 amChicago Midway
10h 23m
2 stops
PUJ5:38 pmPunta Cana
Frontier
May 8
SDQ8:00 amSanto Domingo Las Americas
16h 39m
2 stops
MDW11:39 pmChicago Midway
May 12
MDW6:15 amChicago Midway
16h 40m
2 stops
SDQ11:55 pmSanto Domingo Las Americas
Frontier
May 1
PUJ2:59 pmPunta Cana
9h 40m
1 stop
MDW11:39 pmChicago Midway
May 5
MDW6:15 amChicago Midway
10h 23m
2 stops
PUJ5:38 pmPunta Cana

Southwest flights from Dominican Republic to Chicago Midway Airport

Our best Southwest deals on Dominican Republic to Chicago Midway Airport flight tickets
Southwest
Jun 19
PUJ4:05 pmPunta Cana
4h 50m
MDW7:55 pmChicago Midway
Jun 23
MDW9:55 amChicago Midway
4h 30m
PUJ3:25 pmPunta Cana
Southwest
Jun 19
PUJ4:05 pmPunta Cana
4h 50m
MDW7:55 pmChicago Midway
Jun 23
MDW7:10 amChicago Midway
6h 55m
1 stop
PUJ3:05 pmPunta Cana
Southwest
Apr 3
PUJ2:40 pmPunta Cana
8h 05m
1 stop
MDW9:45 pmChicago Midway
Apr 10
MDW5:50 amChicago Midway
6h 40m
1 stop
PUJ1:30 pmPunta Cana

See travel insights to Chicago from

How to get the cheapest flight ticket from Dominican Republic 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 Dominican Republic to Chicago Midway flight route?

Fly from Punta Cana to Chicago Midway for the best Dominican Republic - Chicago Midway flight prices

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

There are 1 cabin classes available to choose from on Dominican Republic to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Cheap Dominican Republic to Chicago Midway Airport flight deals and tips

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

Best Price Found

$187

Fastest flight time

4h 50m

Direct flights

Mon, Tue, Wed, Fri, Sat and Sun
The best one-way flight to Chicago Midway Airport from Dominican Republic in the past 72 hours is $187. The best round-trip flight deal from Dominican Republic to Chicago Midway Airport found on momondo in the last 72 hours is $448.
The fastest flight from Dominican Republic to Chicago Midway Airport takes 4h 50m
Direct flights go from Dominican Republic to Chicago Midway Airport on Monday, Tuesday, Wednesday, Friday, Saturday and Sunday. The only airline offering direct flights is Southwest.

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

    Prices for flights from Dominican Republic to Chicago Midway Airport are refreshed on a daily basis.

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Dominican Republic to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

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


Traveling to a place near Chicago?

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Merrillville
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Saint Joseph
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Valparaiso
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Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Dominican Republic to Chicago for you.

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

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

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

Once all potential Dominican Republic to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

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


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