$41 Find deals on international flights 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 1/24. 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 cheap international flights to Chicago Midway Airport

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Everything you should know

Cheapest round-trip
$171
Frontier
Thu 2/19Mon 2/23
CUN - MDW • 1 stop
Cheapest non-stop
$290
Typical prices: $258-$433
Volaris
Thu 12/25Mon 1/12
GDL - MDW • Non-stop
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We hope you love your trip to Midway!
Flight Deals
Useful Info
Flight Deals

Book Cheap International Flights Deals to Midway

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights 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 international flight deals to Midway

Thu, Feb 19 - Mon, Feb 23
Frontier Logo
2:51 pm - 11:25 pm
CUN
-
MDW
9h 34m1 stop
Frontier Logo
6:00 am - 1:36 pm
MDW
-
CUN
6h 36m1 stop
$171Frontier
Thu, Jan 29 - Thu, Feb 5
Frontier Logo
2:57 pm - 10:19 pm
CUN
-
MDW
8h 22m1 stop
Frontier Logo
6:20 am - 1:47 pm
MDW
-
CUN
6h 27m1 stop
$172Frontier
Fri, Jan 23 - Fri, Jan 30
Frontier Logo
4:30 pm - 8:43 am
CUN
-
MDW
17h 13m1 stop
Frontier Logo
5:01 pm - 3:20 pm
MDW
-
CUN
21h 19m1 stop
$181Frontier
Sat, Jan 10 - Sat, Jan 17
Frontier Logo
3:34 pm - 10:27 pm
CUN
-
MDW
7h 53m1 stop
Frontier Logo
6:10 am - 3:10 pm
MDW
-
CUN
8h 00m1 stop
$182Frontier
Wed, Jan 14 - Sun, Jan 18
Delta Logo
6:30 am - 1:09 pm
YYC
-
MDW
5h 39m1 stop
Delta Logo
9:50 am - 11:02 pm
MDW
-
YYC
14h 12m2 stops
$223Delta
Sat, Jan 24 - Sat, Jan 31
Delta Logo
6:30 am - 4:16 pm
YYC
-
MDW
8h 46m1 stop
Delta Logo
11:45 am - 8:54 pm
MDW
-
YYC
10h 09m1 stop
$243Delta
Fri, Feb 20 - Sun, Feb 22
Multiple Airlines Logo
12:15 pm - 7:50 pm
GUA
-
MDW
7h 35m1 stop
Multiple Airlines Logo
8:56 pm - 1:11 pm
MDW
-
GUA
40h 15m2 stops
$256Multiple Airlines
Mon, Jan 26 - Sun, Feb 1
Multiple Airlines Logo
2:57 pm - 10:19 pm
CUN
-
MDW
8h 22m1 stop
Multiple Airlines Logo
6:54 pm - 9:48 am
MDW
-
CUN
13h 54m1 stop
$267Multiple Airlines
Thu, Dec 25 - Mon, Jan 12
Volaris Logo
5:45 am - 9:40 am
GDL
-
MDW
3h 55mnonstop
Volaris Logo
6:54 pm - 11:24 pm
MDW
-
GDL
4h 30mnonstop
$290Volaris
Tue, Dec 23 - Wed, Jan 21
LATAM Airlines Logo
9:00 am - 10:22 pm
BOG
-
MDW
14h 22m1 stop
LATAM Airlines Logo
10:46 am - 7:30 pm
MDW
-
BOG
7h 44m1 stop
$354LATAM Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$41
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly with an average 10% increase in price.
Flight from Dallas/Fort Worth Airport to Chicago Midway Airport

FAQs for booking Worldwide to Chicago Midway Airport flights

  • How does KAYAK find such low prices on flights from Worldwide 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 from Worldwide to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Worldwide 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 from Worldwide is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Worldwide 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 to Worldwide with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Worldwide 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 from Worldwide up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

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
Chesterton
Schererville
Munster
Porter
Monticello
Saint John
Griffith

Everything you need to know for your flight to Midway

Information on your arrival and departure airports

Chicago Midway Airport (MDW)