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$757+ Cheap flights from St. John's (YYT) to Illinois

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 2/14. Fares are subject to change and may not be available on all flights or dates of travel.
YYT — ORD
Mar 5 — Mar 121
Thu 3/5
Thu 3/12
1 adult, Economy
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Cheap flight deals from St. John's to Illinois

Cheapest flights from St. John's to Illinois
Explore the most affordable flight options available from St. John's to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.

This Porter Airlines deal was found by Cheapflights users on 2/1. 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.
Sat 2/146:15 am
YYT
-
MDW
2 stops8h 10m
Porter Airlines
Wed 2/1811:05 am
MDW
-
YYT
2 stops9h 45m
Porter Airlines
Deal found 2/1$757
This FlightHub deal was found by Cheapflights users on 2/2. 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 7/23:00 pm
YYT
-
MDW
2 stops29h 35m
WestJet
Tue 7/211:05 pm
MDW
-
YYT
2 stops14h 45m
WestJet
Deal found 2/2$1,015

Find flight deals from St. John's to Illinois

Keep the following information in mind while searching for St. John's to Illinois flight deals. Data was last updated February 3, 2026.

Round-trip from

$452
(Kiwi.com)
From St John's to Illinois
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from St. John's to Illinois 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 3, 2026.
Use the filters below to find and compare flights from St. John's to Illinois that are best for you.

Fly from

St. John's

Fly to

Illinois

Route

Depart

Return

Price

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Sat 2/14

6:15 am-11:55 am

2 stops8h 10m

Chicago Midway

Wed 2/18

11:05 am-11:20 pm

2 stops9h 45m

$757

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Thu 7/2

3:00 pm-6:05 pm

2 stops29h 35m

Chicago Midway

Tue 7/21

1:05 pm-6:20 am

2 stops14h 45m

$1,015

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/1

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

Have a flexible travel schedule? Discover the best time to fly to Illinois 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.

Cheapflights Insights

Everything you need to know about your flight from St. John's to Illinois
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from St. John's to Illinois. 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 Illinois?

    Most people fly from St John's (YYT) if they book a flight from St. John's to Illinois. St John's is conveniently located just 4.2 mi from St. John's’s city center.

  • How long is the flight from St. John's to Illinois?

    A quick flight from St. John's to Illinois can take about 8h 10m. Porter Airlines provides one of the quickest options available for as low as $757. Airlines will cover a distance of 1748 mi. This flight may include one or multiple stops.

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

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

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

    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 Illinois.

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

    Yes. Cheapflights offers flight deals from St. John's to Illinois 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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