$358 Cheap Porter Airlines flights from Chicago to St. John's (MDW to YYT)

Find The Best Day To Fly from Chicago to St. John's

Amazing Porter Airlines MDW to YYT Flight Deals

The cheapest flights to St. John's Intl. found within the past 7 days were $803 round trip and $358 one way. Prices and availability subject to change. Additional terms may apply.

YYT From MDW Economy Coach Packages on Similar Airlines

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Sandman Signature St. John's Hotel
DoubleTree by Hilton St. John's Harbourview
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Discover our best Porter Airlines flight from Chicago MDW to St. John's YYT 

To find the best deals on flights to Chicago from St. John's with Porter Airlines, just enter your travel dates, filter by Porter Airlines, and hit search. You’ll find flights to choose from and can sort by price, flight duration, and arrival or departure time.  

 

Return flights from Chicago MDW to St. John's YYT with Porter Airlines 

If you’re planning a round trip, booking return flights with Porter Airlines is usually the most cost-effective option. With airfares ranging from $803 to $1,241, it’s easy to find a flight that suits your budget. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way Porter Airlines flights from Chicago MDW to St. John's YYT 

A one-way ticket gives you much greater flexibility—allowing you to choose your return date, destination, and time whenever you’re ready. By booking in advance you can find great deals on one-way tickets too. Right now, a one-way Porter Airlines flight from Chicago to St. John's costs from $358. Prices and availability subject to change. Additional terms may apply. 

 

The easy way to find cheap flights to St. John's YYT from  Chicago MDW with Porter Airlines 

To find a cheap Porter Airlines flight from Chicago MDW to St. John's YYT, sort your search results by price or filter by budget. Thanks to Travelocity’s Price Match Promise, if you find a better airfare deal anywhere else within 24 hours, we’ll credit or refund the difference. 

 

How to find our best airfare deals on Porter Airlines flights from Chicago MDW to St. John's YYT 

If you’re looking for cheap flights, it helps to be flexible when it comes to your travel dates. You’ll usually find lower cost tickets when you travel during quieter months such as October, or if you book a flight with a stopover. 

 

Find nonstop flights from Chicago MDW to St. John's YYT with Porter Airlines 

If you’re keen to be on St. John's soil fast, don’t waste time with a stopover—filter your search results to show direct Porter Airlines flights only. The journey takes around hour(s) min(s) – so you’ll be there before you know it. 

 

Flexible airline tickets for Porter Airlines flights from Chicago MDW to St. John's YYT 

Make sure you’re not out of pocket if plans change by choosing a flexible ticket with penalty-free amendment and cancellation options. Use our ‘no change fee’ filter to see which flights have this option.  

 

There are a lot of reasons to book your flights to St. John's YYT from  Chicago MDW with Porter Airlines on Travelocity 

At Travelocity our vast and up-to-the-minute inventory puts all of our best flight deals in one place. So, whether you’re traveling on business or jetting off with friends and family, you can trust Travelocity to get you there.

Travelers ❤️ these 🏨 after their flight to St. John's

Holiday Inn St. John's Conference Centre by IHG

Holiday Inn St. John's Conference Centre by IHG

3.5 out of 5
180 Portugal Cove Road St. John's NL
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
Holiday Inn St. John's Conference Centre by IHG
Sandman Signature St. John's Hotel

Sandman Signature St. John's Hotel

3.5 out of 5
227 Kenmount Road St. John's NL
This smoke-free hotel includes 2 restaurants, an indoor pool, and a hot tub. Traveling on business? Take advantage of the free WiFi in public areas and free ...
8.8/10 Excellent! (2,410 reviews)
"The staff was very friendly and helpful. The hotel is well located near many amenities. There is plenty of free parking. The room was large, clean and included higher end bedding, pillows and towels. Great stay!"

Reviewed on Sep 30, 2026

Sandman Signature St. John's Hotel
Jag Boutique Hotel

Jag Boutique Hotel

4.5 out of 5
115 George Street West St. John's NL
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, ...
9.4/10 Exceptional! (2,577 reviews)
"We were a group of 10 friends ... 5 rooms. Check in was smooth and efficient. The valet parking was a definite bonus for us (2 vehicles). Our rooms were clean, spacious and most importantly quiet. Breakfast at both restaurants were excellent and served 10 people efficiently. Loved the location. Would ..."

Reviewed on Sep 30, 2026

Jag Boutique Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.