$263 Find Cheap Flights from Chicago to Newfoundland and Labrador

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Newfoundland and Labrador departing on 6/10. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Newfoundland and Labrador

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Newfoundland and Labrador, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Newfoundland and Labrador, as well as popular online travel agencies
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Flight Deals

Book Cheap Chicago to Newfoundland and Labrador Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Newfoundland and Labrador that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Newfoundland and Labrador

Fri, Apr 17 - Tue, Apr 21
Multiple Airlines Logo
7:55 am - 1:01 am
ORD
-
YYT
14h 36m
2 stops
Multiple Airlines Logo
6:20 am - 7:25 pm
YYT
-
ORD
15h 35m
2 stops
$522Multiple Airlines
Wed, Apr 29 - Wed, May 6
Porter Airlines Logo
11:00 am - 1:01 am
MDW
-
YYT
11h 31m
2 stops
Porter Airlines Logo
6:05 am - 2:35 pm
YYT
-
MDW
11h 00m
2 stops
$523Porter Airlines
Fri, Apr 17 - Tue, Apr 21
Air Canada Logo
7:55 am - 11:28 pm
ORD
-
YYT
13h 03m
2 stops
Air Canada Logo
6:35 am - 1:05 pm
YYT
-
ORD
9h 00m
1 stop
$536Air Canada
Fri, Apr 17 - Tue, Apr 21
Air Canada Logo
4:15 pm - 1:38 am
ORD
-
YYT
6h 53m
1 stop
Air Canada Logo
5:25 am - 10:53 am
YYT
-
ORD
7h 58m
1 stop
$547Air Canada
Fri, Apr 17 - Tue, Apr 21
Multiple Airlines Logo
7:55 am - 1:01 am
ORD
-
YYT
14h 36m
2 stops
Multiple Airlines Logo
6:20 am - 7:57 pm
YYT
-
ORD
16h 07m
3 stops
$549Multiple Airlines
Thu, Sep 3 - Sun, Sep 13
Porter Airlines Logo
11:45 am - 12:55 am
ORD
-
YYT
10h 40m
2 stops
Porter Airlines Logo
1:45 pm - 9:35 pm
YYT
-
ORD
10h 20m
2 stops
$563Porter Airlines
Sat, Jun 13 - Mon, Jun 22
Porter Airlines Logo
10:25 am - 12:56 am
MDW
-
YYT
12h 01m
2 stops
Porter Airlines Logo
6:05 am - 2:35 pm
YYT
-
MDW
11h 00m
2 stops
$570Porter Airlines
Wed, Aug 26 - Sun, Aug 30
Porter Airlines Logo
3:20 pm - 12:55 am
MDW
-
YYT
7h 05m
2 stops
Porter Airlines Logo
6:05 am - 2:35 pm
YYT
-
MDW
11h 00m
2 stops
$576Porter Airlines
Sun, Aug 2 - Sat, Aug 8
United Airlines Logo
8:45 am - 4:35 pm
ORD
-
YDF
5h 20m
1 stop
United Airlines Logo
5:00 am - 9:00 am
YDF
-
ORD
6h 30m
1 stop
$681United Airlines
Sun, Aug 2 - Sat, Aug 8
United Airlines Logo
8:45 am - 4:35 pm
ORD
-
YDF
5h 20m
1 stop
United Airlines Logo
5:20 pm - 7:46 am
YDF
-
ORD
16h 56m
2 stops
$686United Airlines
Booking Insights

KAYAK's insights & trends for Chicago to Newfoundland and Labrador flights

Get data-powered insights and trends into flights from Chicago to Newfoundland and Labrador to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Chicago to Newfoundland and Labrador?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Chicago to Newfoundland and Labrador were found on Air Canada ($529) and Porter Airlines ($627).

Find deals

Good to know

Cheapest flight$263
Flight from Chicago Midway Airport to St. John's

FAQs - booking Newfoundland and Labrador flights

  • How does KAYAK find such low prices on flights from Chicago to Newfoundland and Labrador?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Newfoundland and Labrador.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Newfoundland and Labrador?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago to Newfoundland and Labrador is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Newfoundland and Labrador?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago to Newfoundland and Labrador with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Newfoundland and Labrador?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago to Newfoundland and Labrador up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Chicago to Newfoundland and Labrador

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Newfoundland and Labrador. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Newfoundland and Labrador? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
Air CanadaOverall score based on 10805 reviews
7.3Boarding
7.1Comfort
7.8Crew
6.8Entertainment
6.3Food
Airline reviews

The crew were fabulous. The flight was bumpy and I always like the captain to tell me what that is about or my imagination gets carries away.

8.0 ExcellentChristiane, Sep 2025
YYZ - YDF
Read more Air Canada reviews

The crew were fabulous. The flight was bumpy and I always like the captain to tell me what that is about or my imagination gets carries away.

Short flight. Everything was fine except the flight was delayed twice for a total of an hour.

There labor disputes cancelled my flight less than 24 hours before my boarding time but there customer service/website was easy enough to navigate and they rebooked me for no upcharge.

Very bad, flight was cancelled due to strike and staff was unable to rebook us

They went on strike before time and screwed us big time. Which is not fair. We respect their planned strike but why they went on strike ahead of time ??? Poor garbage management

Flight was delayed by 1.5hrs. Once inside, people had their small handbags on the storage. The crew (male guy) was not helpful in making some space in the storage. Instead, he asked few bags to be checked-in and it was not a great experience. No attempt to help but just followed the things with a straight face. People had their literally small bags and he wouldnt not move from one storage to another even if there was space and would not let us do i as well. Once flight was on, they ran out of Orange juice, really running out of orange juice when the temp were 32.degrees outside. didnt made the sense. Onasking for a extra snack, he made a face as if he was giving me out of his pocket. if the flight was delayed, there could have an attempt to provide something extra incase people did asked.

Abandoned me in hallway in a wheelchair… which I asked for because I sprained my back. After waiting in the hallway, I decided to walk the rest of the way since someone respecting me up.. My experience with the united was totally the opposite. Wheelchair access, propped swift and save me a lot of grief. Air Canada totally disorganized.

Terrible confusion btw air Canada and United. Wasn’t able to change ticket because I had purchased on kayak. Rethinking booking tickets on this site, and will try to avoid United and aircanada going forward.

Conflicting information provided about baggage allowance. One screen said I had a carry on and another said I didnt.

Very nice comfortable spacy Airbus 321. I liked the offer of food on the Bistro menu. The idea is very good to pay and cost was low.

Everything you need to know for your flight from Chicago to Newfoundland and Labrador

Cabin class types available on flights to Newfoundland and Labrador

Cabin classes available on flights to Newfoundland and Labrador. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights from Chicago to Newfoundland and Labrador
Business Class flights from Chicago to Newfoundland and Labrador
Premium Economy Class flights from Chicago to Newfoundland and Labrador
Economy Class flights from Chicago to Newfoundland and Labrador