$242 Find Cheap Flights from Dominican Republic to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Midway departing on 8/19. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago, as well as popular online travel agencies
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Flight Deals

Cheap Flights from the Dominican Republic to Midway

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from the Dominican Republic to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

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

Tue, Jul 21 - Tue, Aug 11
Frontier Logo
3:31 pm - 11:07 am
PUJ
-
MDW
20h 36m
1 stop
Frontier Logo
6:05 am - 2:21 pm
MDW
-
PUJ
7h 16m
1 stop
$481Frontier
Tue, Jul 21 - Mon, Aug 10
Frontier Logo
3:31 pm - 11:07 am
PUJ
-
MDW
20h 36m
1 stop
Frontier Logo
6:05 am - 2:21 pm
MDW
-
PUJ
7h 16m
1 stop
$484Frontier
Thu, Sep 24 - Sun, Sep 27
Southwest Logo
1:45 pm - 10:40 pm
PUJ
-
MDW
9h 55m
1 stop
Southwest Logo
5:00 am - 1:55 pm
MDW
-
PUJ
7h 55m
1 stop
$486Southwest
Thu, Sep 24 - Sun, Sep 27
Southwest Logo
1:45 pm - 7:30 am
PUJ
-
MDW
18h 45m
2 stops
Southwest Logo
5:00 am - 1:55 pm
MDW
-
PUJ
7h 55m
1 stop
$490Southwest
Wed, Jul 8 - Mon, Jul 13
Frontier Logo
3:31 pm - 11:07 am
PUJ
-
MDW
20h 36m
1 stop
Frontier Logo
6:05 am - 2:21 pm
MDW
-
PUJ
7h 16m
1 stop
$501Frontier
Wed, Jun 24 - Wed, Jul 29
Frontier Logo
3:35 pm - 11:12 am
PUJ
-
MDW
20h 37m
1 stop
Frontier Logo
6:05 am - 2:21 pm
MDW
-
PUJ
7h 16m
1 stop
$505Frontier
Sun, Aug 23 - Mon, Aug 31
Frontier Logo
3:39 pm - 11:09 am
PUJ
-
MDW
20h 30m
1 stop
Frontier Logo
6:00 am - 2:25 pm
MDW
-
PUJ
7h 25m
1 stop
$508Frontier
Tue, Aug 25 - Sat, Sep 5
Delta Logo
2:53 pm - 10:36 pm
SDQ
-
MDW
8h 43m
1 stop
Delta Logo
6:05 am - 6:06 pm
MDW
-
SDQ
11h 01m
2 stops
$596Delta
Wed, Sep 9 - Tue, Sep 29
Delta Logo
2:37 pm - 9:46 pm
SDQ
-
MDW
8h 09m
1 stop
Delta Logo
6:05 am - 6:25 pm
MDW
-
SDQ
11h 20m
2 stops
$603Delta
Thu, Nov 5 - Mon, Nov 9
Delta Logo
3:56 pm - 10:10 pm
SDQ
-
MDW
8h 14m
1 stop
Delta Logo
9:30 am - 1:35 am
MDW
-
SDQ
14h 05m
2 stops
$619Delta
Booking Insights

KAYAK's insights & trends for flights to Midway

Get data-powered insights and trends for flights to Midway to help you find the cheapest flights, the best time to fly and much more.

How long is the flight to Chicago Midway Airport?

The duration of your flight to Chicago depends on your departure and arrival airports. Obviously, any flights that include a layover will also be longer. The most popular routes to Chicago on KAYAK are from Punta Cana, which takes 5h 09m, Santo Domingo, which takes 8h 00m, and Santiago de los Caballeros, which takes 8h 42m.

How many direct flights to Chicago Midway Airport are there each day?

There are around 397 direct flights from within Dominican Republic to Chicago Midway Airport every day. Most flights depart in the morning, with 39% of flights departing in the morning.

How many direct flights to Chicago Midway Airport are there each week?

Each week there are around 2,778 direct flights from within Dominican Republic to Chicago Midway Airport. The most common day for departures is Monday, with 19% of flights taking off on this day.

How many long-haul flights are there to Chicago Midway Airport each week?

There are not any long-haul (6-12 hour flight duration) or short-haul (up to 3 hour flight duration) flights to Chicago Midway Airport. Instead, there are 7 medium-haul flights (3-6 hour flight duration), with the most arriving from Punta Cana.

How many cities have direct flights to Chicago Midway Airport?

From the Dominican Republic, there are direct flights to Chicago Midway Airport from 1 city. This city is Punta Cana and there are 7 direct flights each week.

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Good to know

Cheapest flight$242
Flight from Punta Cana to Chicago Midway Airport

FAQs - booking Chicago Midway Airport flights

  • How far is Chicago Midway Airport from central Chicago?

    Chicago Midway Airport is 9 miles from the center of Chicago.

  • How does KAYAK find such low prices on flights to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Chicago Midway Airport

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago Midway Airport flight deals.

Traveling to a place near Midway?

Book flights to Midway if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Schererville
Chesterton
Munster
Porter
Monticello
Saint John
Griffith

Everything you need to know for your flight to Midway

Information on the airport you'll fly into in Chicago

Chicago Midway Airport (MDW)