$517+ 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 4/15. Fares are subject to change and may not be available on all flights or dates of travel.
YYT — ORD
Jan 15 — Jan 221
1 adult, Economy
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1. Tell us where you want to go
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Newfoundland and Labrador to Illinois
Best flights from Newfoundland and Labrador to IllinoisDiscover carefully curated flight deals from Newfoundland and Labrador to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 16, 2025.
Discover carefully curated flight deals from Newfoundland and Labrador to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 16, 2025.
This Porter Airlines deal was found by Cheapflights users on 12/14. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/156:00 amYYT - MDW
2 stops11h 50mPorter Airlines
Sat 4/1812:45 pmMDW - YYT
2 stops7h 50mPorter Airlines
Deal found 12/14![Porter Airlines logo]()
$517
This Porter Airlines deal was found by Cheapflights users on 12/15. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/303:00 pmYYT - MDW
2 stops27h 54mPorter Airlines
Wed 6/39:40 amMDW - YYT
2 stops12h 18mPorter Airlines
Deal found 12/15![Porter Airlines logo]()
$655
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 December 16, 2025.
Round-trip from | $517 (Porter Airlines) |
|---|
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 December 16, 2025.
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
Wed 4/15
6:00 am-3:20 pm
2 stops11h 50m
Chicago Midway
Sat 4/18
12:45 pm-11:05 pm
2 stops7h 50m
$517
St. John'sChicago
YYT - MDW
YYTMDW
St John's
Sat 5/30
3:00 pm-4:24 pm
2 stops27h 54m
Chicago Midway
Wed 6/3
9:40 am-12:28 am
2 stops12h 18m
$655
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
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