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Midway

$389+ Cheap flights from St. John's (YYT) to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/11. Fares are subject to change and may not be available on all flights or dates of travel.
YYT — MDW
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
1 adult, Economy
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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 July 3, 2025.

Round-trip from

$591
(FlightHub)

One-way from

$389
(FlightHub)
From St John's to Chicago Midway
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One-way flight from St John's to Chicago Midway
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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 July 3, 2025.

This FlightHub deal was found by Cheapflights users on 7/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/54:15 pmYYT - MDW
2 stops20h 35mPorter Airlines
Mon 11/1011:15 amMDW - YYT
2 stops9h 55mPorter Airlines
Deal found 7/2$591

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 July 3, 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

Wed 11/5

4:15 pm-10:20 am

2 stops20h 35m

Chicago Midway

Mon 11/10

11:15 am-11:40 pm

2 stops9h 55m

$591

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Tue 11/11

6:25 am-10:20 am

2 stops30h 25m

$389

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Sat 8/16

3:00 pm-3:06 pm

3 stops26h 36m

$540

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

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.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated July 3, 2025.
Peruse reviews from past customers who have flown with Porter Airlines from St. John's to Chicago Midway Airport to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
298 reviews

Overall

8.0

Comfort

8.1

Food

7.7

Crew

8.7

Boarding

8.2

Entertainment

7.0

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
Porter Airlines
8.0
Very good
298 reviews
Porter Airlines
8.0
Very good
298 reviews

Overall

8.0

Comfort

8.1

Food

7.7

Crew

8.7

Boarding

8.2

Entertainment

7.0

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!

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.

  • 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 St. John's?

Book flights to St. John's if you plan to visit one of these locations
Merrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

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