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Cheap flights from Chicago to Newfoundland and Labrador from $197

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 2/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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
12:45 pm - 11:20 pm
MDW
-
YYT
8h 05m2 stops
Porter Airlines Logo
6:15 am - 11:50 am
YYT
-
MDW
8h 05m2 stops
$418Porter Airlines
sáb., feb. 21 - sáb., feb. 28
Air Canada Logo
3:55 pm - 1:58 am
ORD
-
YYT
7h 33m1 stop
Air Canada Logo
5:25 am - 10:30 am
YYT
-
ORD
7h 35m1 stop
$466Air Canada
sáb., mar. 28 - dom., mar. 29
Air Canada Logo
3:55 pm - 1:58 am
ORD
-
YYT
7h 33m1 stop
Air Canada Logo
5:25 am - 3:10 pm
YYT
-
ORD
12h 15m2 stops
$474Air Canada
sáb., mar. 28 - dom., mar. 29
Porter Airlines Logo
11:00 am - 1:01 am
MDW
-
YYT
11h 31m2 stops
Porter Airlines Logo
6:00 am - 3:20 pm
YYT
-
MDW
11h 50m2 stops
$478Porter Airlines
dom., mar. 29 - mié., abr. 1
Porter Airlines Logo
11:00 am - 11:05 pm
MDW
-
YYT
9h 35m2 stops
Porter Airlines Logo
6:00 am - 3:20 pm
YYT
-
MDW
11h 50m2 stops
$493Porter Airlines
jue., abr. 9 - jue., abr. 16
Air Canada Logo
7:15 am - 8:15 pm
ORD
-
YYT
10h 30m2 stops
Air Canada Logo
5:05 am - 11:06 am
YYT
-
ORD
8h 31m1 stop
$496Air Canada
sáb., feb. 7 - mié., feb. 11
Air Canada Logo
7:15 am - 8:15 pm
ORD
-
YYT
10h 30m2 stops
Air Canada Logo
10:15 am - 5:45 pm
YYT
-
ORD
10h 00m2 stops
$501Air Canada
mié., mar. 25 - mar., mar. 31
Air Canada Logo
7:15 am - 8:15 pm
ORD
-
YYT
10h 30m2 stops
Air Canada Logo
5:25 am - 1:00 pm
YYT
-
ORD
10h 05m2 stops
$504Air Canada
mié., mar. 25 - dom., mar. 29
Air Canada Logo
7:55 am - 5:03 pm
ORD
-
YYT
6h 38m1 stop
Air Canada Logo
7:30 am - 5:45 pm
YYT
-
ORD
12h 45m2 stops
$506Air Canada
dom., mar. 29 - lun., mar. 30
Multiple Airlines Logo
2:41 pm - 2:10 pm
MDW
-
YYT
20h 59m2 stops
Multiple Airlines Logo
3:35 pm - 3:33 pm
YYT
-
MDW
26h 28m1 stop
$610Multiple Airlines
jue., mar. 26 - lun., mar. 30

Porter Airlines flights from Chicago to Newfoundland and Labrador

Our best Porter Airlines deals on Chicago to Newfoundland and Labrador flight tickets
Porter Airlines
Feb 21
MDW12:45 pmChicago Midway
8h 05m
2 stops
YYT11:20 pmSt John's
Feb 28
YYT6:15 amSt John's
8h 05m
2 stops
MDW11:50 amChicago Midway
$418
Porter Airlines
Mar 29
MDW11:00 amChicago Midway
11h 31m
2 stops
YYT1:01 amSt John's
Apr 1
YYT6:00 amSt John's
11h 50m
2 stops
MDW3:20 pmChicago Midway
$478
Porter Airlines
Apr 9
MDW11:00 amChicago Midway
9h 35m
2 stops
YYT11:05 pmSt John's
Apr 16
YYT6:00 amSt John's
11h 50m
2 stops
MDW3:20 pmChicago Midway
$493

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 28
ORD3:55 pmChicago O'Hare Intl
7h 33m
1 stop
YYT1:58 amSt John's
Mar 29
YYT5:25 amSt John's
7h 35m
1 stop
ORD10:30 amChicago O'Hare Intl
$466
Air Canada
Mar 28
ORD3:55 pmChicago O'Hare Intl
7h 33m
1 stop
YYT1:58 amSt John's
Mar 29
YYT5:25 amSt John's
12h 15m
2 stops
ORD3:10 pmChicago O'Hare Intl
$474
Air Canada
Feb 7
ORD7:15 amChicago O'Hare Intl
10h 30m
2 stops
YYT8:15 pmSt John's
Feb 11
YYT5:05 amSt John's
8h 31m
1 stop
ORD11:06 amChicago O'Hare Intl
$496

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 enero 8, 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

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

sáb. 2/21

12:45 pm-11:20 pm

2 stops8h 05m

St John's

sáb. 2/28

6:15 am-11:50 am

2 stops8h 05m

$418

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

sáb. 3/28

3:55 pm-1:58 am

1 stop7h 33m

St John's

dom. 3/29

5:25 am-10:30 am

1 stop7h 35m

$466

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

sáb. 3/28

3:55 pm-1:58 am

1 stop7h 33m

St John's

dom. 3/29

5:25 am-3:10 pm

2 stops12h 15m

$474

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

dom. 3/29

11:00 am-1:01 am

2 stops11h 31m

St John's

mié. 4/1

6:00 am-3:20 pm

2 stops11h 50m

$478

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

jue. 4/9

11:00 am-11:05 pm

2 stops9h 35m

St John's

jue. 4/16

6:00 am-3:20 pm

2 stops11h 50m

$493

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

sáb. 2/7

7:15 am-8:15 pm

2 stops10h 30m

St John's

mié. 2/11

5:05 am-11:06 am

1 stop8h 31m

$496

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

mié. 3/25

7:15 am-8:15 pm

2 stops10h 30m

St John's

mar. 3/31

10:15 am-5:45 pm

2 stops10h 00m

$501

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

mié. 3/25

7:15 am-8:15 pm

2 stops10h 30m

St John's

dom. 3/29

5:25 am-1:00 pm

2 stops10h 05m

$504

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

dom. 3/29

7:55 am-5:03 pm

1 stop6h 38m

St John's

lun. 3/30

7:30 am-5:45 pm

2 stops12h 45m

$506

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

jue. 3/26

2:41 pm-2:10 pm

2 stops20h 59m

St John's

lun. 3/30

3:35 pm-3:33 pm

1 stop26h 28m

$610

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 resultsSorted by cheapest first
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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

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

You could potentially save up to 61% 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

Fastest flight time

5h 55m

Direct flights

None
The fastest flight from Chicago to Newfoundland and Labrador takes 5h 55m
There are no direct flights from Chicago to Newfoundland and Labrador. There are no popular flight routes from Chicago to Newfoundland and Labrador.
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  • 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
9,139 reviews
Search United Airlines flights
Air CanadaPriceFrom $363Free CancellationRating
7.1
10,603 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.

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