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Newfoundland and Labrador

$258+ Cheap flights from Chicago (CHI) to Newfoundland and Labrador

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 9/29. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYT
ago. 5 — ago. 121
mar. 8/5
mar. 8/12
1 adult, Economy
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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 julio 31, 2025.

Round-trip from

$484
(Mytrip)

One-way from

$258
(Air Canada)

Popular in

December

Cheapest in

February

Average price

$590
From Chicago (CHI) to Newfoundland and Labrador
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One-way flight from Chicago (CHI) to Newfoundland and Labrador
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Highest demand for flights based on searches. 15% potential increase in price ($122 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($25 potential savings vs. average RT price).
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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 julio 31, 2025.

This Mytrip deal was found by Cheapflights users on 7/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/136:30 amORD - YYT
2 stops15h 38mMultiple Airlines
sáb. 9/201:15 pmYYT - ORD
3 stops29h 39mMultiple Airlines
Deal found 7/30$484
This Air Canada deal was found by Cheapflights users on 7/30. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/23:35 pmORD - YYT
1 stop6h 34mAir Canada
jue. 9/115:50 amYYT - ORD
1 stop6h 31mAir Canada
Deal found 7/30$572
This Air Canada deal was found by Cheapflights users on 7/31. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/13:35 pmORD - YDF
1 stop5h 40mAir Canada
mar. 9/168:05 amYDF - ORD
2 stops9h 20mAir Canada
Deal found 7/31$594
This United Airlines deal was found by Cheapflights users on 7/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 8/204:00 pmORD - YYT
2 stops18h 38mUnited Airlines
mié. 8/272:10 pmYYT - ORD
1 stop7h 01mUnited Airlines
Deal found 7/30$666
This FlightHub deal was found by Cheapflights users on 7/30. 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.
mié. 8/209:40 amMDW - YYT
2 stops12h 18mPorter Airlines
mié. 8/273:00 pmYYT - MDW
2 stops20h 15mPorter Airlines
Deal found 7/30$730

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 2,558,603 searches. Data last updated julio 31, 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

sáb. 9/13

6:30 am-12:38 am

2 stops15h 38m

St John's

sáb. 9/20

1:15 pm-4:24 pm

3 stops29h 39m

$484

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

mar. 9/2

3:35 pm-12:39 am

1 stop6h 34m

St John's

jue. 9/11

5:50 am-9:51 am

1 stop6h 31m

$572

ChicagoDeer Lake

ORD - YDF

ORDYDF

Chicago O'Hare Intl

lun. 9/1

3:35 pm-11:45 pm

1 stop5h 40m

Deer Lake

mar. 9/16

6:00 am-9:51 am

1 stop6h 21m

$594

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

mié. 8/20

4:00 pm-1:08 pm

2 stops18h 38m

St John's

mié. 8/27

2:10 pm-6:41 pm

1 stop7h 01m

$666

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

mié. 8/20

9:40 am-12:28 am

2 stops12h 18m

St John's

mié. 8/27

3:00 pm-8:45 am

2 stops20h 15m

$730

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

lun. 9/29

3:35 pm-12:39 am

1 stop6h 34m

$258

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

lun. 9/29

9:35 am-12:38 am

2 stops12h 33m

$264

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

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

What is the cheapest time of day to fly from CHI to NL?

Find hourly flight availability from Chicago to Newfoundland and Labrador. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated julio 31, 2025.

When flying from Chicago to Newfoundland and Labrador, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 julio 31, 2025.
Peruse reviews from past customers who have flown with Porter Airlines, United Airlines, and Air Canada from Chicago to Newfoundland and Labrador to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
318 reviews

Crew

8.7

Entertainment

7.0

Boarding

8.2

Comfort

8.0

Food

7.6

Overall

8.0

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

Crew

8.7

Entertainment

7.0

Boarding

8.2

Comfort

8.0

Food

7.6

Overall

8.0

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

Crew

8.7

Entertainment

7.0

Boarding

8.2

Comfort

8.0

Food

7.6

Overall

8.0

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

Crew

8.7

Entertainment

7.0

Boarding

8.2

Comfort

8.0

Food

7.6

Overall

8.0

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.

  • What are the most popular routes from Chicago to Newfoundland and Labrador?

    When deciding which route to take from Chicago to Newfoundland and Labrador consider Chicago O'Hare Intl - St John's, Chicago Midway - St John's or Chicago O'Hare Intl - Deer Lake as they are the most popular.

  • 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, January is the cheapest month in which you can book a flight from Chicago to Newfoundland and Labrador (average of $464). Flying from Chicago to Newfoundland and Labrador in December is currently the most expensive (average of $641). 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.

See more FAQs

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Alternative routes for Chicago to Newfoundland and Labrador

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Chicago to Newfoundland and Labrador

Discover the top 2 airlines that operate flights from Chicago to Newfoundland and Labrador. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated julio 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$331Average$613FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$489Average$624FlexibilityNo cancel feeOn-time69%

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