HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Midway

$409+ Cheap flights from St. John's (YYT) to Midway (MDW)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/18. Fares are subject to change and may not be available on all flights or dates of travel.
YYT — MDW
Aug 25 — Sep 11
Mon 8/25
Mon 9/1
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from St. John's to Midway with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from St. John's to Midway

Discover tips and strategies to find the most affordable flight options for your journey from St. John's (YYT) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 20, 2025.

Round-trip from

$409
(Kiwi.com)
From St John's to Chicago Midway
Search Deals

Find flight deals from St. John's to Midway

Cheapest flights from St. John's to Midway
Explore the most affordable flight options available from St. John's to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 20, 2025.

This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/183:00 pmYYT - MDW
1 stop20h 09mMultiple Airlines
Fri 10/249:35 amMDW - YYT
1 stop10h 51mMultiple Airlines
Deal found 8/18$409
This Expedia deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/27:00 amYYT - MDW
3 stops11h 54mPorter Airlines
Thu 10/99:35 amMDW - YYT
2 stops12h 33mPorter Airlines
Deal found 8/18$472
This Porter Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/181:15 pmYYT - MDW
2 stops21h 54mPorter Airlines
Fri 10/249:35 amMDW - YYT
2 stops12h 33mPorter Airlines
Deal found 8/18$593

Cheapflights Fare Finder

 
Customize your flight search to find flights from St. John's to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 20, 2025.
Use the filters below to find and compare flights from St. John's to Chicago Midway Airport that are best for you.

Fly from

St. John's

Fly to

Midway

Route

Depart

Return

Price

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Sat 10/18

3:00 pm-8:39 am

1 stop20h 09m

Chicago Midway

Fri 10/24

9:35 am-10:56 pm

1 stop10h 51m

$409

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Thu 10/2

7:00 am-4:24 pm

3 stops11h 54m

Chicago Midway

Thu 10/9

9:35 am-12:38 am

2 stops12h 33m

$472

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Sat 10/18

1:15 pm-8:39 am

2 stops21h 54m

Chicago Midway

Fri 10/24

9:35 am-12:38 am

2 stops12h 33m

$593

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Mon 8/25

3:40 pm-9:02 am

2 stops19h 52m

$711

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Mon 8/25

3:40 pm-5:37 pm

3 stops28h 27m

$2,044

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

Best time to book a flight from St. John's to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from St. John's with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Related info for your journey

Find useful and relevant information for your journey from St. John's to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from St. John's to Chicago Midway?

    St John's (YYT), located 4.2 mi from the city center, is the airport you fly out of when you book flights from St. John's to Chicago Midway. 0 airlines have flights from St John's to Chicago Midway on a regular basis. Booking flights from St John's to Chicago Midway should not be difficult; the airport handles an average of 0 outbound flights to Chicago Midway per day.

  • How long is the flight from St. John's to Chicago Midway Airport?

    Porter Airlines can get you from St. John's to Chicago Midway Airport in just under 11h 54m. Your travel time can differ by up to . The distance from St. John's to Chicago Midway Airport is about 1748 mi.

  • Can I find deals for flights from St. John's to Midway that include hotel bookings?

    Yes. In addition to deals on St. John's to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from St. John's to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from St. John's to Midway.

  • Can I find deals for business class flights from St. John's to Midway?

    Yes. Cheapflights offers flight deals from St. John's to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from St. John's to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from St. John's to Chicago Midway Airport (average of $160). Flying from St. John's to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.