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$514+ Cheap flights from Newfoundland and Labrador 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
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from Newfoundland and Labrador to Illinois

Cheapest flights from Newfoundland and Labrador to Illinois
Explore the most affordable flight options available from Newfoundland and Labrador to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This Porter Airlines deal was found by Cheapflights users on 1/26. 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 1/26$514
This Porter Airlines deal was found by Cheapflights users on 1/27. 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 3/134:15 pm
YYT
-
MDW
2 stops22h 05m
Porter Airlines
Fri 3/2011:00 am
MDW
-
YYT
2 stops11h 30m
Porter Airlines
Deal found 1/27$682

Find flight deals from Newfoundland and Labrador to Illinois

Keep the following information in mind while searching for Newfoundland and Labrador to Illinois flight deals. Data was last updated January 29, 2026.

Round-trip from

$514
(Porter Airlines)
From Newfoundland and Labrador to Illinois
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Newfoundland and Labrador 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 January 29, 2026.
Use the filters below to find and compare flights from Newfoundland and Labrador to Illinois that are best for you.

Fly from

Newfoundland and Labrador

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

$514

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Fri 3/13

4:15 pm-11:50 am

2 stops22h 05m

Chicago Midway

Fri 3/20

11:00 am-1:00 am

2 stops11h 30m

$682

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Best time to book a flight from Newfoundland and Labrador to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Newfoundland and Labrador 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 Newfoundland and Labrador 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 Newfoundland and Labrador to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Newfoundland and Labrador to Illinois?

    There are many flights that can get you from Newfoundland and Labrador to Illinois in 8h 10m. Fly via Porter Airlines to get the fastest option. Newfoundland and Labrador and Illinois are separated by a distance of 1748 mi.

  • Can I find deals for flights from Newfoundland and Labrador to Illinois that include hotel bookings?

    Yes. In addition to deals on Newfoundland and Labrador to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Newfoundland and Labrador to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Newfoundland and Labrador to Illinois.

  • Can I find deals for business class flights from Newfoundland and Labrador to Illinois?

    Yes. Cheapflights offers flight deals from Newfoundland and Labrador 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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