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St. John's

$259+ Cheap flights from Midway (MDW) to St. John's (YYT)

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 7/31. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYT
Mar 20 — Mar 271
Fri 3/20
Fri 3/27
1 adult, Economy
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Cheap 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 February 18, 2026.

This Gotogate deal was found by Cheapflights users on 2/16. 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.
Fri 4/311:00 am
MDW
-
YYT
2 stops9h 35m
Porter Airlines
Fri 4/106:20 am
YYT
-
MDW
2 stops11h 30m
Porter Airlines
Deal found 2/16$520
This oojo deal was found by Cheapflights users on 2/17. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1710:25 am
MDW
-
YYT
2 stops11h 56m
Porter Airlines
Sun 5/246:05 am
YYT
-
MDW
2 stops13h 15m
Porter Airlines
Deal found 2/17$574
This oojo deal was found by Cheapflights users on 2/17. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2610:25 am
MDW
-
YYT
2 stops11h 56m
Porter Airlines
Sun 8/306:05 am
YYT
-
MDW
2 stops13h 15m
Porter Airlines
Deal found 2/17$583
This Porter Airlines deal was found by Cheapflights users on 2/16. 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.
Wed 5/2010:25 am
MDW
-
YYT
2 stops11h 56m
Porter Airlines
Wed 5/276:05 am
YYT
-
MDW
2 stops13h 15m
Porter Airlines
Deal found 2/16$594
This oojo deal was found by Cheapflights users on 2/14. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/3010:25 am
MDW
-
YYT
2 stops11h 56m
Porter Airlines
Tue 7/76:05 am
YYT
-
MDW
2 stops13h 15m
Porter Airlines
Deal found 2/14$612
This Porter Airlines deal was found by Cheapflights users on 2/16. 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.
Fri 5/2210:25 am
MDW
-
YYT
2 stops11h 56m
Porter Airlines
Fri 5/296:05 am
YYT
-
MDW
2 stops13h 15m
Porter Airlines
Deal found 2/16$618
This oojo deal was found by Cheapflights users on 2/14. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2310:25 am
MDW
-
YYT
2 stops11h 56m
Porter Airlines
Wed 9/306:05 am
YYT
-
MDW
2 stops13h 15m
Porter Airlines
Deal found 2/14$620
This Porter Airlines deal was found by Cheapflights users on 2/16. 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.
Mon 5/1810:25 am
MDW
-
YYT
2 stops11h 56m
Porter Airlines
Mon 5/256:05 am
YYT
-
MDW
2 stops13h 15m
Porter Airlines
Deal found 2/16$625
This Porter Airlines deal was found by Cheapflights users on 2/16. 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.
Fri 5/2210:25 am
MDW
-
YYT
2 stops11h 56m
Porter Airlines
Thu 5/286:05 am
YYT
-
MDW
2 stops13h 15m
Porter Airlines
Deal found 2/16$649
This oojo deal was found by Cheapflights users on 2/15. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/2310:25 am
MDW
-
YYT
2 stops11h 56m
Porter Airlines
Thu 6/46:05 am
YYT
-
MDW
2 stops30h 05m
Porter Airlines
Deal found 2/15$681
This oojo deal was found by Cheapflights users on 2/17. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/1910:25 am
MDW
-
YYT
2 stops11h 56m
Porter Airlines
Sun 7/266:05 am
YYT
-
MDW
2 stops13h 15m
Porter Airlines
Deal found 2/17$687

Find 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 February 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$520
(Gotogate)

One-way from

$259
(Booking.com)
Provider with most accurate pricing for Chicago (CHI)-St John's flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-St John's flights.
Search Deals
From Chicago Midway to St John's
Search Deals
One-way flight from Chicago Midway to St John's
Search Deals

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 February 18, 2026.
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

Fri 4/3

11:00 am-11:05 pm

2 stops9h 35m

St John's

Fri 4/10

6:20 am-3:20 pm

2 stops11h 30m

$520

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Sun 5/17

10:25 am-12:51 am

2 stops11h 56m

St John's

Sun 5/24

6:05 am-4:50 pm

2 stops13h 15m

$574

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Fri 8/7

10:25 am-12:51 am

2 stops11h 56m

St John's

Wed 8/12

6:05 am-4:50 pm

2 stops13h 15m

$583

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Wed 6/3

10:25 am-12:51 am

2 stops11h 56m

St John's

Thu 6/11

6:05 am-4:50 pm

2 stops13h 15m

$594

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Thu 5/21

10:25 am-12:51 am

2 stops11h 56m

St John's

Fri 5/29

6:05 am-4:50 pm

2 stops13h 15m

$594

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Fri 3/20

11:00 am-1:00 am

2 stops11h 30m

St John's

Sat 3/28

6:20 am-11:50 am

2 stops8h 00m

$594

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Thu 6/4

10:25 am-12:51 am

2 stops11h 56m

St John's

Wed 6/10

6:05 am-4:50 pm

2 stops13h 15m

$594

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Sun 5/31

10:25 am-12:51 am

2 stops11h 56m

St John's

Mon 6/8

6:05 am-4:50 pm

2 stops13h 15m

$594

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Mon 6/1

10:25 am-12:51 am

2 stops11h 56m

St John's

Mon 6/8

6:05 am-4:50 pm

2 stops13h 15m

$594

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Wed 5/20

10:25 am-12:51 am

2 stops11h 56m

St John's

Wed 5/27

6:05 am-4:50 pm

2 stops13h 15m

$594

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/17

Showing 1-10 of 16 results
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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 35m. 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.

See more FAQs

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Alternative routes for Midway to St. John's

See prices for flight routes from nearby airports that may be better suited for you.
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