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St. John's

$360+ Cheap flights from Midway (MDW) to St. John's (YYT)

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 10/6. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYT
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Midway to St. John's

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to St. John's (YYT). 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 September 15, 2025.

Round-trip from

$506
(Gotogate)

One-way from

$364
(Porter Airlines)

Popular in

December

Cheapest in

February

Average price

$560
From Chicago Midway to St John's
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One-way flight from Chicago Midway to St John's
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Highest demand for flights based on searches. 16% potential increase in price ($126 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($26 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Midway to St. John's

Cheapest flights from Midway to St. John's
Explore the most affordable flight options available from Midway to St. John's. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This Gotogate deal was found by Cheapflights users on 9/13. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2212:45 pmMDW - YYT
2 stops9h 46mPorter Airlines
Sat 11/296:20 amYYT - MDW
2 stops8h 00mPorter Airlines
Deal found 9/13$506
This Mytrip deal was found by Cheapflights users on 9/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2611:00 amMDW - YYT
2 stops11h 31mMultiple Airlines
Wed 12/104:15 pmYYT - MDW
3 stops20h 20mMultiple Airlines
Deal found 9/13$530
This Mytrip deal was found by Cheapflights users on 9/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/229:41 amMDW - YYT
3 stops27h 24mMultiple Airlines
Sat 11/296:20 amYYT - MDW
2 stops8h 00mMultiple Airlines
Deal found 9/13$576
This Mytrip deal was found by Cheapflights users on 9/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/19:35 amMDW - YYT
2 stops12h 33mMultiple Airlines
Sun 10/121:15 pmYYT - MDW
3 stops29h 48mMultiple Airlines
Deal found 9/15$665
This FlightHub deal was found by Cheapflights users on 9/14. 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.
Thu 9/189:35 amMDW - YYT
2 stops12h 33mPorter Airlines
Sun 9/211:15 pmYYT - MDW
2 stops21h 54mPorter Airlines
Deal found 9/14$1,160
This FlightHub deal was found by Cheapflights users on 9/15. 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.
Thu 9/1812:43 pmMDW - YYT
2 stops15h 07mWestJet
Sun 9/217:10 amYYT - MDW
2 stops29h 00mWestJet
Deal found 9/15$1,248

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to St. John's 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 September 15, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to St. John's that are best for you.

Fly from

Midway

Fly to

St. John's

Route

Depart

Return

Price

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Mon 10/6

9:35 am-12:38 am

2 stops12h 33m

St John's

Fri 10/17

3:00 pm-8:39 am

1 stop20h 09m

$360

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Sat 11/22

12:45 pm-1:01 am

2 stops9h 46m

St John's

Sat 11/29

6:20 am-11:50 am

2 stops8h 00m

$506

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Wed 11/26

11:00 am-1:01 am

2 stops11h 31m

St John's

Wed 12/10

6:00 am-3:20 pm

2 stops11h 50m

$537

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Wed 11/26

11:00 am-11:05 pm

3 stops9h 35m

St John's

Wed 12/10

4:15 pm-10:05 am

3 stops20h 20m

$537

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Mon 10/6

5:20 pm-12:17 pm

1 stop16h 27m

St John's

Fri 10/17

2:55 pm-8:39 am

3 stops20h 14m

$551

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Sat 11/22

9:41 am-3:35 pm

3 stops27h 24m

St John's

Sat 11/29

6:20 am-11:50 am

2 stops8h 00m

$576

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Tue 3/10

11:00 am-11:05 pm

2 stops9h 35m

St John's

Wed 3/11

6:00 am-3:20 pm

2 stops11h 50m

$605

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Mon 9/29

9:35 am-12:38 am

2 stops12h 33m

$364

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Mon 9/29

6:00 am-10:56 pm

2 stops14h 26m

$368

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

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

Have a flexible travel schedule? Discover the best time to fly to St. John's from Midway 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 Midway to St. John's. 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 into for flights to St. John's from Chicago Midway?

    For a flight from Chicago Midway to St. John's, you will be flying into St John's. St John's (YYT) is just 4.2 mi from the center of the city. St John's is the only St. John's airport and it handles 0 inbound flights from Chicago Midway per day. 0 airlines have flights to St John's from Chicago Midway on a regular basis.

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

    Porter Airlines can get you from Chicago Midway Airport to St. John's in just under 9h 46m. Your travel time can differ by up to . There are 1748 mi between Chicago Midway Airport and St. John's.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway to St. John's 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 Chicago Midway Airport to St. John's?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to St. John's (average of $464). Flying from Chicago Midway Airport to St. John's in December is currently the most expensive (average of $641). 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

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