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St. John's

$277+ 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 4/7. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYT
Nov 15 — Nov 221
Sat 11/15
Sat 11/22
1 adult, Economy
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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 October 16, 2025.

This Gotogate deal was found by Cheapflights users on 10/14. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2811:00 amMDW - YYT
2 stops11h 31mPorter Airlines
Fri 12/56:20 amYYT - MDW
2 stops11h 30mPorter Airlines
Deal found 10/14$544
This FlightHub deal was found by Cheapflights users on 10/15. 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.
Fri 11/1411:00 amMDW - YYT
2 stops11h 31mPorter Airlines
Fri 11/216:00 amYYT - MDW
2 stops11h 50mPorter Airlines
Deal found 10/15$562
This FlightHub deal was found by Cheapflights users on 10/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1211:00 amMDW - YYT
2 stops9h 45mPorter Airlines
Mon 12/156:00 amYYT - MDW
2 stops11h 50mPorter Airlines
Deal found 10/16$600
This Mytrip deal was found by Cheapflights users on 10/15. 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.
Mon 11/311:00 amMDW - YYT
2 stops11h 31mMultiple Airlines
Tue 11/44:15 pmYYT - MDW
3 stops27h 58mMultiple Airlines
Deal found 10/15$768
This Mytrip deal was found by Cheapflights users on 10/15. 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.
Fri 11/149:41 amMDW - YYT
3 stops27h 24mMultiple Airlines
Fri 11/214:15 pmYYT - MDW
3 stops28h 33mMultiple Airlines
Deal found 10/15$902
This Mytrip deal was found by Cheapflights users on 10/15. 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.
Mon 10/2711:00 amMDW - YYT
2 stops11h 31mMultiple Airlines
Fri 10/315:40 pmYYT - MDW
2 stops19h 20mMultiple Airlines
Deal found 10/15$996

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 October 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$562
(FlightHub)

One-way from

$277
(Booking.com)

Popular in

December

Cheapest in

February
Provider with most accurate pricing for Chicago Midway-St John's flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-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
Highest demand for flights based on searches. 25% potential increase in price ($243 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($37 potential savings vs. average RT price).
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 October 16, 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

Fri 11/28

11:00 am-1:01 am

2 stops11h 31m

St John's

Fri 12/5

6:20 am-3:20 pm

2 stops11h 30m

$544

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Fri 11/14

11:00 am-1:01 am

2 stops11h 31m

St John's

Fri 11/21

6:00 am-3:20 pm

2 stops11h 50m

$562

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Fri 12/12

11:00 am-11:15 pm

2 stops9h 45m

St John's

Mon 12/15

6:00 am-3:20 pm

2 stops11h 50m

$600

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-10:05 am

2 stops30h 35m

$665

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Mon 11/3

11:00 am-1:01 am

2 stops11h 31m

St John's

Tue 11/4

4:15 pm-10:05 am

2 stops20h 20m

$838

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Mon 10/27

11:00 am-1:01 am

2 stops11h 31m

St John's

Fri 10/31

5:40 pm-10:30 am

2 stops19h 20m

$996

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Tue 4/7

11:00 am-1:01 am

2 stops11h 31m

$277

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/14

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-St. John's flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-St. John's flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-St. John's flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-St. John's flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-St. John's flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 11h 31m. 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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