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Newfoundland and Labrador

$290+ 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 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYT
oct. 15 — oct. 221
mer. 10/15
mer. 10/22
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 septembre 15, 2025.

Round-trip from

$432
(Kiwi.com)

One-way from

$290
(Trip.com)

Popular in

December

Cheapest in

February

Average price

$560
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. 16% potential increase in price ($126 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($26 potential savings vs. average RT price).
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Average for round-trip flights in September 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 septembre 15, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 10/15:17 pmORD - YYT
2 stops28h 51mMultiple Airlines
dim. 10/127:10 amYYT - ORD
1 stop12h 03mMultiple Airlines
Deal found 9/15$432
This Gotogate deal was found by Cheapflights users on 9/13. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 11/2212:45 pmMDW - YYT
2 stops9h 46mPorter Airlines
sam. 11/296:20 amYYT - MDW
2 stops8h 00mPorter Airlines
Deal found 9/13$506
This Mytrip deal was found by Cheapflights users on 9/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 10/296:00 amORD - YYT
2 stops16h 31mMultiple Airlines
mer. 11/55:40 pmYYT - ORD
2 stops29h 50mMultiple Airlines
Deal found 9/14$528
This Mytrip deal was found by Cheapflights users on 9/13. 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.
mer. 11/2611:00 amMDW - YYT
2 stops11h 31mMultiple Airlines
mer. 12/104:15 pmYYT - MDW
3 stops20h 20mMultiple Airlines
Deal found 9/13$530
This Air Canada deal was found by Cheapflights users on 9/14. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 10/293:35 pmORD - YYT
1 stop6h 51mAir Canada
mer. 11/55:05 amYYT - ORD
1 stop8h 43mAir Canada
Deal found 9/14$571
This Mytrip deal was found by Cheapflights users on 9/13. 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.
sam. 11/229:41 amMDW - YYT
3 stops27h 24mMultiple Airlines
sam. 11/296:20 amYYT - MDW
2 stops8h 00mMultiple Airlines
Deal found 9/13$576
This Air Canada deal was found by Cheapflights users on 9/14. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/296:00 amORD - YYT
2 stops10h 03mAir Canada
dim. 10/57:15 pmYYT - ORD
2 stops17h 06mAir Canada
Deal found 9/14$626
This United deal was found by Cheapflights users on 9/13. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 11/227:15 amORD - YYT
1 stop7h 36mMultiple Airlines
sam. 11/295:05 amYYT - ORD
2 stops10h 16mMultiple Airlines
Deal found 9/13$641
This United Airlines deal was found by Cheapflights users on 9/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 10/299:00 amORD - YYT
2 stops13h 26mUnited Airlines
mer. 11/55:05 amYYT - ORD
1 stop8h 43mUnited Airlines
Deal found 9/14$646
This Mytrip deal was found by Cheapflights users on 9/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 10/19:35 amMDW - YYT
2 stops12h 33mMultiple Airlines
dim. 10/121:15 pmYYT - MDW
3 stops29h 48mMultiple Airlines
Deal found 9/15$665
This FlightHub deal was found by Cheapflights users on 9/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 9/189:35 amMDW - YYT
2 stops12h 33mPorter Airlines
dim. 9/211:15 pmYYT - MDW
2 stops21h 54mPorter Airlines
Deal found 9/14$1,160
This FlightHub deal was found by Cheapflights users on 9/15. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 9/1812:43 pmMDW - YYT
2 stops15h 07mWestJet
dim. 9/217:10 amYYT - MDW
2 stops29h 00mWestJet
Deal found 9/15$1,248

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 septembre 15, 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

MDW - YYT

MDWYYT

Chicago Midway

lun. 10/6

9:35 am-12:38 am

2 stops12h 33m

St John's

ven. 10/17

3:00 pm-8:39 am

1 stop20h 09m

$360

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

mer. 10/1

5:17 pm-12:38 am

2 stops28h 51m

St John's

dim. 10/12

7:10 am-4:43 pm

1 stop12h 03m

$432

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

sam. 11/22

12:45 pm-1:01 am

2 stops9h 46m

St John's

sam. 11/29

6:20 am-11:50 am

2 stops8h 00m

$506

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

mer. 11/26

11:00 am-1:01 am

2 stops11h 31m

St John's

mer. 12/10

6:00 am-3:20 pm

2 stops11h 50m

$537

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

mer. 11/26

11:00 am-11:05 pm

3 stops9h 35m

St John's

mer. 12/10

4:15 pm-10:05 am

3 stops20h 20m

$537

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

lun. 10/6

5:20 pm-12:17 pm

1 stop16h 27m

St John's

ven. 10/17

2:55 pm-8:39 am

3 stops20h 14m

$551

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

mer. 11/26

8:30 pm-1:01 am

3 stops26h 01m

St John's

mer. 12/10

5:40 pm-11:42 pm

2 stops32h 32m

$553

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

sam. 11/22

7:15 am-5:21 pm

1 stop7h 36m

St John's

sam. 11/29

5:05 am-11:18 am

1 stop8h 43m

$571

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

mer. 11/26

7:15 am-5:21 pm

1 stop7h 36m

St John's

mer. 12/10

5:05 am-11:18 am

1 stop8h 43m

$571

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

sam. 11/22

9:41 am-3:35 pm

3 stops27h 24m

St John's

sam. 11/29

6:20 am-11:50 am

2 stops8h 00m

$576

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 20 results
1
2

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 septembre 15, 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.

How much does it cost to fly round-trip from Chicago to Newfoundland and Labrador?

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 septembre 15, 2025.
Peruse reviews from past customers who have flown with 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.
United Airlines
7.4
Good
8,929 reviews

Crew

8.1

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,929 reviews
United Airlines
7.4
Good
8,929 reviews

Crew

8.1

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
Air Canada
7.1
Good
10,000 reviews
United Airlines
7.4
Good
8,929 reviews

Crew

8.1

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

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?

    Porter Airlines and Air Canada can get you from Chicago to Newfoundland and Labrador in just under 7h 36m. Your travel time can differ by up to 2h 10m. The distance between Chicago and Newfoundland and Labrador is about 1750 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Chicago to Newfoundland and Labrador one-way?

    To fly one-way, consider booking your trip with Air Canada, which is currently one of the cheapest options available, starting at $290. Porter Airlines flights start at $364 while deals on Delta start at $368 one-way.

  • 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 Midway - St John's, Chicago O'Hare Intl - 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 septembre 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$331Average$587FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$489Average$624FlexibilityNo cancel feeOn-time69%

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