Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to Newfoundland and Labrador from $203

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Newfoundland and Labrador departing on 12/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Chicago to Newfoundland and Labrador

Cheap round-trip flights

Enter your travel dates to find the best prices.
Porter Airlines Logo
11:00 am - 1:03 amMDW-YYT
11h 33m2 stops
Porter Airlines Logo
6:20 am - 3:20 pmYYT-MDW
11h 30m2 stops
$488Porter Airlines
Find Deal
Tue, Dec 16 - Tue, Dec 23
Air Canada Logo
10:00 am - 11:30 pmORD-YYT
11h 00m2 stops
Air Canada Logo
7:30 am - 5:48 pmYYT-ORD
12h 48m2 stops
$510Air Canada
Find Deal
Tue, Mar 3 - Fri, Mar 6
Air Canada Logo
3:35 pm - 12:56 amORD-YYT
6h 51m1 stop
Air Canada Logo
7:30 am - 5:48 pmYYT-ORD
12h 48m2 stops
$513Air Canada
Find Deal
Tue, Mar 3 - Fri, Mar 6
Porter Airlines Logo
11:00 am - 11:15 pmMDW-YYT
9h 45m2 stops
Porter Airlines Logo
6:20 am - 3:20 pmYYT-MDW
11h 30m2 stops
$514Porter Airlines
Find Deal
Fri, Dec 12 - Mon, Dec 15
Air Canada Logo
7:15 am - 5:21 pmORD-YYT
7h 36m1 stop
Air Canada Logo
6:35 am - 1:01 pmYYT-ORD
8h 56m1 stop
$519Air Canada
Find Deal
Tue, Mar 3 - Fri, Mar 6
Multiple Airlines Logo
3:55 pm - 3:35 pmORD-YYT
21h 10m3 stops
Multiple Airlines Logo
7:30 am - 5:48 pmYYT-ORD
12h 48m2 stops
$528Multiple Airlines
Find Deal
Tue, Mar 3 - Fri, Mar 6
Air Canada Logo
4:15 pm - 1:33 amORD-YYT
6h 48m1 stop
Air Canada Logo
5:25 am - 10:08 amYYT-ORD
7h 13m1 stop
$533Air Canada
Find Deal
Tue, Apr 7 - Wed, Apr 8
Air Canada Logo
3:55 pm - 1:53 amORD-YYT
7h 28m1 stop
Air Canada Logo
5:05 am - 11:18 amYYT-ORD
8h 43m1 stop
$536Air Canada
Find Deal
Tue, Dec 16 - Tue, Dec 23
Porter Airlines Logo
11:00 am - 1:03 amMDW-YYT
11h 33m2 stops
Porter Airlines Logo
6:00 am - 3:20 pmYYT-MDW
11h 50m2 stops
$538Porter Airlines
Find Deal
Fri, Dec 12 - Mon, Dec 15
Air Canada Logo
4:15 pm - 1:33 amORD-YYT
6h 48m1 stop
Air Canada Logo
5:25 am - 1:00 pmYYT-ORD
10h 05m2 stops
$540Air Canada
Find Deal
Tue, Apr 7 - Wed, Apr 8

Porter Airlines flights from Chicago to Newfoundland and Labrador

Our best Porter Airlines deals on Chicago to Newfoundland and Labrador flight tickets
Porter Airlines
Dec 16
MDW11:00 amChicago Midway
11h 33m
2 stops
YYT1:03 amSt John's
Dec 23
YYT6:20 amSt John's
11h 30m
2 stops
MDW3:20 pmChicago Midway
$488
Find similar
Porter Airlines
Dec 12
MDW11:00 amChicago Midway
9h 45m
2 stops
YYT11:15 pmSt John's
Dec 15
YYT6:20 amSt John's
11h 30m
2 stops
MDW3:20 pmChicago Midway
$514
Find similar
Porter Airlines
Dec 12
MDW11:00 amChicago Midway
11h 33m
2 stops
YYT1:03 amSt John's
Dec 15
YYT6:00 amSt John's
11h 50m
2 stops
MDW3:20 pmChicago Midway
$538
Find similar

Air Canada flights from Chicago to Newfoundland and Labrador

Our best Air Canada deals on Chicago to Newfoundland and Labrador flight tickets
Air Canada
Mar 3
ORD10:00 amChicago O'Hare Intl
11h 00m
2 stops
YYT11:30 pmSt John's
Mar 6
YYT7:30 amSt John's
12h 48m
2 stops
ORD5:48 pmChicago O'Hare Intl
$510
Find similar
Air Canada
Mar 3
ORD3:35 pmChicago O'Hare Intl
6h 51m
1 stop
YYT12:56 amSt John's
Mar 6
YYT7:30 amSt John's
12h 48m
2 stops
ORD5:48 pmChicago O'Hare Intl
$513
Find similar
Air Canada
Mar 3
ORD7:15 amChicago O'Hare Intl
7h 36m
1 stop
YYT5:21 pmSt John's
Mar 6
YYT6:35 amSt John's
8h 56m
1 stop
ORD1:01 pmChicago O'Hare Intl
$519
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated November 18, 2025.
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

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Tue 12/16

11:00 am-1:03 am

2 stops11h 33m

St John's

Tue 12/23

6:20 am-3:20 pm

2 stops11h 30m

$488

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Tue 3/3

10:00 am-11:30 pm

2 stops11h 00m

St John's

Fri 3/6

7:30 am-5:48 pm

2 stops12h 48m

$510

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Tue 3/3

3:35 pm-12:56 am

1 stop6h 51m

St John's

Fri 3/6

7:30 am-5:48 pm

2 stops12h 48m

$513

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Fri 12/12

11:00 am-11:15 pm

2 stops9h 45m

St John's

Mon 12/15

6:20 am-3:20 pm

2 stops11h 30m

$514

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Tue 3/3

7:15 am-5:21 pm

1 stop7h 36m

St John's

Fri 3/6

6:35 am-1:01 pm

1 stop8h 56m

$519

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Tue 3/3

3:55 pm-3:35 pm

3 stops21h 10m

St John's

Fri 3/6

7:30 am-5:48 pm

2 stops12h 48m

$528

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Tue 4/7

4:15 pm-1:33 am

1 stop6h 48m

St John's

Wed 4/8

5:25 am-10:08 am

1 stop7h 13m

$533

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Tue 12/16

3:55 pm-1:53 am

1 stop7h 28m

St John's

Tue 12/23

5:05 am-11:18 am

1 stop8h 43m

$536

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Fri 12/12

11:00 am-1:03 am

2 stops11h 33m

St John's

Mon 12/15

6:00 am-3:20 pm

2 stops11h 50m

$538

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Tue 4/7

4:15 pm-1:33 am

1 stop6h 48m

St John's

Wed 4/8

5:25 am-1:00 pm

2 stops10h 05m

$540

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 resultsSorted by cheapest first
1
2

See travel insights to Newfoundland and Labrador from

How to get the cheapest flight ticket from Chicago to Newfoundland and Labrador

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Newfoundland and Labrador?

Our data shows that Saturday is the least expensive day to fly to Newfoundland and Labrador. Tickets to fly out on this day can be as low as $593. Be sure to avoid booking your departure on a Friday as prices are generally higher than usual. According to our data, the average ticket price to Newfoundland and Labrador on Friday is $842.

What is the cheapest time of day to depart on your flight to Newfoundland and Labrador?

Flying to Newfoundland and Labrador from Chicago in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $609 when looking at flights departing in the afternoon. Flights to Newfoundland and Labrador are more costly in the morning, with an average ticket price of $699. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

Can stopping save me money on Chicago to Newfoundland and Labrador flights?

You could potentially save up to 54% on your flight if you consider stops on a Chicago to Newfoundland and Labrador flight.

Cheap Chicago to Newfoundland and Labrador flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Newfoundland and Labrador

Direct flights

None
There are no direct flights from Chicago to Newfoundland and Labrador. There are no popular flight routes from Chicago to Newfoundland and Labrador.
Search flight deals

  • When did momondo last update prices for flights from Chicago to Newfoundland and Labrador?

    Prices for flights from Chicago to Newfoundland and Labrador refresh daily.

  • How many operators does momondo search for flights from Chicago to Newfoundland and Labrador?

  • How old do you have to be to fly from Chicago to Newfoundland and Labrador?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Newfoundland and Labrador.

  • What documentation or ID do you need to fly to Newfoundland and Labrador?

    The necessary travel and health documents for your Newfoundland and Labrador trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Chicago to Newfoundland and Labrador

Compare and see reviews for airlines that fly from Chicago to Newfoundland and Labrador with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $252Free CancellationRating
7.4
9,019 reviews
Search United Airlines flights
Air CanadaPriceFrom $363Free CancellationRating
7.1
10,462 reviews
Search Air Canada flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Newfoundland and Labrador?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Newfoundland and Labrador. momondo saves you time and could save you money on your trip.

Can I find flights from Chicago to Newfoundland and Labrador with flexible booking policies on momondo?

All flight searches from Chicago to Newfoundland and Labrador on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Chicago to Newfoundland and Labrador?

Once all potential Chicago to Newfoundland and Labrador flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Chicago to Newfoundland and Labrador right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Newfoundland and Labrador, momondo offers a useful price alert feature which will track prices for flights to Newfoundland and Labrador from Chicago and alert you when they change.

An easier way to manage your Newfoundland and Labrador trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 12/18
Thu 12/25
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Newfoundland and Labrador

Popular cities in Newfoundland and Labrador

Popular flights according to clicks in the last 7 days on momondo
Flights to Torontofrom $61
Flights to Vancouverfrom $79
Flights to Montrealfrom $158
Flights to Calgaryfrom $144
Flights to Ottawafrom $158
Flights to Halifaxfrom $232
Flights to Winnipegfrom $135
Flights to Québec Cityfrom $274
Flights to Saskatoonfrom $167
Flights to Vancouverfrom $78
Flights to Kelownafrom $144
Flights to St. John'sfrom $340