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$548+ 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 12/25. Fares are subject to change and may not be available on all flights or dates of travel.
YYT — MDW
Jan 8 — Jan 151
Thu 1/8
Thu 1/15
1 adult, Economy
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Cheap 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 December 9, 2025.

This Rumbo deal was found by Cheapflights users on 12/9. 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 Rumbo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2510:00 amYYT - MDW
2 stops7h 50mPorter Airlines
Wed 12/3111:00 amMDW - YYT
2 stops8h 53mPorter Airlines
Deal found 12/9$548
This Mytrip deal was found by Cheapflights users on 12/9. 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.
Thu 12/255:00 amYYT - MDW
1 stop12h 50mMultiple Airlines
Wed 12/3111:00 amMDW - YYT
2 stops8h 53mMultiple Airlines
Deal found 12/9$928

Find 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 December 9, 2025.

Round-trip from

$548
(Rumbo)
From St John's to Chicago Midway
Search Deals

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 December 9, 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

Thu 12/25

10:00 am-3:20 pm

2 stops7h 50m

Chicago Midway

Wed 12/31

11:00 am-10:23 pm

2 stops8h 53m

$548

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Sat 5/30

3:00 pm-8:45 am

2 stops20h 15m

Chicago Midway

Wed 6/3

9:40 am-12:28 am

2 stops12h 18m

$656

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Thu 12/25

5:00 am-3:20 pm

1 stop12h 50m

Chicago Midway

Wed 12/31

11:00 am-10:23 pm

2 stops8h 53m

$928

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/9

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 7h 50m. 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.

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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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