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Cheap flights from Chicago to Newfoundland and Labrador from C$ 357

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 29/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYT
5 Aug — 12 Aug1
1 adult

Cheap 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 31 July 2025.

Round-trip from

C$ 670

One-way from

C$ 357

Popular in

December

Cheapest in

February

Average price

C$ 816
13/9-20/9
  • 13/9-20/9
  • 5 total stops
  • 45h 17m total
  • Chicago to Newfoundland and Labrador
Search Deals
Air Canada
  • Air Canada
  • 29/9
  • 2 total stops
  • 11h 13m total
  • Chicago to Newfoundland and Labrador
Search Deals
Highest demand for flights based on searches. 15% potential increase in price (C$ 232 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 48 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2025
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Find flight deals from Chicago to Newfoundland and Labrador

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 31 July 2025.

Tue 9/96:30 a.m.ORD - YYT
2 stops15h 38mMultiple Airlines
Tue 16/96:00 a.m.YYT - ORD
2 stops18h 28mMultiple Airlines
Deal found 29/7C$ 623
Thu 18/93:35 p.m.ORD - YYT
1 stop6h 34mAir Canada
Sun 21/95:50 a.m.YYT - ORD
1 stop6h 31mAir Canada
Deal found 29/7C$ 637
Wed 20/84:00 p.m.ORD - YYT
2 stops18h 38mUnited Airlines
Wed 27/82:10 p.m.YYT - ORD
1 stop7h 01mUnited Airlines
Deal found 30/7C$ 922
Wed 20/89:40 a.m.MDW - YYT
2 stops12h 18mPorter Airlines
Wed 27/83:00 p.m.YYT - MDW
2 stops20h 15mPorter Airlines
Deal found 30/7C$ 1,010

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 31 July 2025.
Use the filters below to find and compare flights from Chicago to Newfoundland and Labrador that are best for you.

Fly from

Chicago

Fly to

Newfoundland and Labrador

Route

Depart

Return

Price

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Tue 9/9

6:30 a.m.-12:38 a.m.

2 stops15h 38m

St John's

Tue 16/9

6:00 a.m.-9:58 p.m.

2 stops18h 28m

C$ 623

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Thu 18/9

3:35 p.m.-12:39 a.m.

1 stop6h 34m

St John's

Sun 21/9

5:50 a.m.-9:51 a.m.

1 stop6h 31m

C$ 637

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Wed 20/8

4:00 p.m.-1:08 p.m.

2 stops18h 38m

St John's

Wed 27/8

2:10 p.m.-6:41 p.m.

1 stop7h 01m

C$ 922

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Wed 20/8

9:40 a.m.-12:28 a.m.

2 stops12h 18m

St John's

Wed 27/8

3:00 p.m.-8:45 a.m.

2 stops20h 15m

C$ 1,010

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Sun 17/8

5:30 p.m.-6:30 p.m.

1 stop22h 30m

St John's

Sat 23/8

7:10 a.m.-4:44 p.m.

1 stop12h 04m

C$ 2,294

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Mon 29/9

3:35 p.m.-12:39 a.m.

1 stop6h 34m

C$ 357

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Mon 29/9

9:35 a.m.-12:38 a.m.

2 stops12h 33m

C$ 365

Flights are sorted by cheapest round-trip flights first.

Deals found on 30/7

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.

Reviews of airlines servicing Newfoundland and Labrador

Get insights into the airlines that provide service to Newfoundland and Labrador. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Newfoundland and Labrador. Reviews last updated 31 July 2025.
Get a feel of what it's like to fly with Porter Airlines,United Airlines, andAir Canada from Chicago to Newfoundland and Labrador by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
318 reviews
Check prices

Comfort

8.0

Boarding

8.2

Food

7.6

Crew

8.7

Overall

8.0

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Porter Airlines
8.0
Very good
318 reviews
Porter Airlines
8.0
Very good
318 reviews
Check prices

Comfort

8.0

Boarding

8.2

Food

7.6

Crew

8.7

Overall

8.0

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
United Airlines
7.4
Good
8,900 reviews
Porter Airlines
8.0
Very good
318 reviews
Check prices

Comfort

8.0

Boarding

8.2

Food

7.6

Crew

8.7

Overall

8.0

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Air Canada
7.1
Good
9,851 reviews
Porter Airlines
8.0
Very good
318 reviews
Check prices

Comfort

8.0

Boarding

8.2

Food

7.6

Crew

8.7

Overall

8.0

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience

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.

  • 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.

  • What is the cheapest month to book a flight from Chicago to Newfoundland and Labrador?

    Currently, May is the cheapest month in which you can book a flight from Chicago to Newfoundland and Labrador (average of C$ 221). Flying from Chicago to Newfoundland and Labrador in December is currently the most expensive (average of C$ 382). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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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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