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Cheap flights from Chicago to Newfoundland and Labrador from C$ 405

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 25/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYT
16 Jul — 23 Jul1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Chicago to Newfoundland and Labrador

Enter your travel dates to find the best prices.

Cheapest flights from Chicago to Newfoundland and Labrador
Explore the most affordable flight options available from Chicago to Newfoundland and Labrador. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 16 June 2026.

Wed 30/93:20 p.m.
ORD
-
YYT
2 stops7h 05m
Porter Airlines
Sat 10/107:00 p.m.
YYT
-
ORD
1 stop18h 30m
Porter Airlines
Deal found 12/6C$ 741
Mon 6/73:20 p.m.
MDW
-
YYT
2 stops7h 05m
Porter Airlines
Thu 9/76:05 a.m.
YYT
-
MDW
2 stops11h 00m
Porter Airlines
Deal found 13/6C$ 853
Fri 28/83:15 p.m.
MDW
-
YYT
2 stops7h 10m
Porter Airlines
Mon 31/86:05 a.m.
YYT
-
MDW
2 stops11h 00m
Porter Airlines
Deal found 15/6C$ 876
Sun 2/83:15 p.m.
MDW
-
YYT
2 stops7h 10m
Porter Airlines
Sun 9/86:05 a.m.
YYT
-
MDW
2 stops11h 00m
Porter Airlines
Deal found 16/6C$ 879
Sun 5/73:20 p.m.
MDW
-
YYT
2 stops7h 05m
Porter Airlines
Thu 9/76:05 a.m.
YYT
-
MDW
2 stops11h 00m
Porter Airlines
Deal found 16/6C$ 886
Tue 18/811:45 a.m.
ORD
-
YYT
1 stop9h 40m
Porter Airlines
Tue 25/810:00 a.m.
YYT
-
ORD
1 stop8h 49m
Porter Airlines
Deal found 14/6C$ 900
Fri 28/810:20 a.m.
MDW
-
YYT
1 stop10h 05m
Multiple Airlines
Mon 31/86:00 a.m.
YYT
-
MDW
2 stops11h 05m
Multiple Airlines
Deal found 15/6C$ 906
Wed 16/911:45 a.m.
ORD
-
YYT
2 stops10h 40m
Porter Airlines
Fri 18/96:00 a.m.
YYT
-
ORD
2 stops11h 05m
Porter Airlines
Deal found 13/6C$ 925
Wed 15/710:25 a.m.
MDW
-
YYT
1 stop11h 13m
Porter Airlines
Sun 19/76:05 a.m.
YYT
-
MDW
2 stops11h 00m
Porter Airlines
Deal found 16/6C$ 935
Sun 5/710:25 a.m.
MDW
-
YYT
2 stops12h 00m
Multiple Airlines
Thu 9/74:00 p.m.
YYT
-
MDW
3 stops20h 10m
Multiple Airlines
Deal found 16/6C$ 962
Fri 31/73:20 p.m.
MDW
-
YYT
2 stops7h 05m
Porter Airlines
Fri 7/86:05 a.m.
YYT
-
MDW
2 stops11h 00m
Porter Airlines
Deal found 16/6C$ 963

Find flight deals from Chicago to Newfoundland and Labrador

Keep the following information in mind while searching for Chicago to Newfoundland and Labrador flight deals. Data was last updated 16 June 2026.

Round-trip from

C$ 741

One-way from

C$ 405
Porter Airlines
  • Porter Airlines
  • 30/9-10/10
  • 3 total stops
  • 25h 35m total
  • Chicago to Newfoundland and Labrador
Search Deals
Porter Airlines
  • Porter Airlines
  • 25/7
  • 3 total stops
  • 36h 00m total
  • Chicago to Newfoundland and Labrador
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Newfoundland and Labrador 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 629,999 searches. Data last updated 16 June 2026.
Use the filters below to find and compare flights from Chicago to Newfoundland and Labrador that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Tue 4/8

8:45 a.m.-5:10 p.m.

1 stop5h 55m

St John's

Sat 8/8

5:00 a.m.-1:22 p.m.

1 stop10h 52m

C$ 834

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Mon 6/7

3:20 p.m.-12:55 a.m.

2 stops7h 05m

St John's

Thu 9/7

6:05 a.m.-2:35 p.m.

2 stops11h 00m

C$ 853

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Fri 28/8

10:20 a.m.-10:55 p.m.

1 stop10h 05m

St John's

Mon 31/8

6:00 a.m.-2:35 p.m.

2 stops11h 05m

C$ 906

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Wed 16/9

11:45 a.m.-12:55 a.m.

2 stops10h 40m

St John's

Fri 18/9

6:00 a.m.-2:35 p.m.

2 stops11h 05m

C$ 925

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Wed 15/7

10:25 a.m.-12:08 a.m.

1 stop11h 13m

St John's

Sun 19/7

6:05 a.m.-2:35 p.m.

2 stops11h 00m

C$ 935
Quickest round-trip

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Sun 26/7

2:15 p.m.-11:21 p.m.

1 stop6h 36m

St John's

Wed 29/7

8:30 a.m.-2:55 p.m.

1 stop8h 55m

C$ 955

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Fri 28/8

10:20 a.m.-10:55 p.m.

2 stops10h 05m

St John's

Mon 31/8

6:00 a.m.-2:35 p.m.

2 stops11h 05m

C$ 964

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Wed 16/9

3:40 p.m.-12:33 a.m.

1 stop6h 23m

St John's

Fri 18/9

1:15 p.m.-8:12 p.m.

1 stop9h 27m

C$ 966

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Mon 6/7

2:15 p.m.-1:51 a.m.

1 stop9h 06m

St John's

Thu 9/7

5:00 a.m.-1:22 p.m.

1 stop10h 52m

C$ 971

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Tue 30/6

9:45 a.m.-12:56 a.m.

2 stops12h 41m

St John's

Tue 7/7

7:00 p.m.-8:27 a.m.

1 stop15h 57m

C$ 981

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/6

Showing 1-10 of 19 resultsSorted by cheapest first
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Best time to book a flight from Chicago to Newfoundland and Labrador

Have a flexible travel schedule? Discover the best time to fly to Newfoundland and Labrador from Chicago 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 Chicago to Newfoundland and Labrador
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 Chicago to Newfoundland and Labrador. 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 Chicago to Newfoundland and Labrador?

    Airlines like Air Canada and Porter Airlines fly from Chicago to Newfoundland and Labrador in about 5h 55m. The time it takes to get you to your destination can typically vary by up to 1h 10m. There are 2816 km between Chicago and Newfoundland and Labrador. Both multi-stop and direct flights can be found to your destination and back.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago to Newfoundland and Labrador 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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Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Chicago to Newfoundland and Labrador. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Chicago to Newfoundland and Labrador?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Chicago to Newfoundland and Labrador.

Can Cheapflights find flights from Chicago to Newfoundland and Labrador with no change fees?

Yes! Cheapflights helps users easily find flights from Chicago to Newfoundland and Labrador with no change fees.

Can Cheapflights notify me if prices for flights from Chicago to Newfoundland and Labrador become cheaper?

Yes, Cheapflights offers price alerts on Chicago to Newfoundland and Labrador flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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