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Cheap flights from Chicago Midway Airport to Newfoundland and Labrador from C$ 646

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Newfoundland and Labrador departing on 6/5. 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 Midway Airport to Newfoundland and Labrador

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
10:30 a.m. - 12:55 a.m.
MDW
-
YYT
11h 55m
2 stops
Multiple Airlines Logo
3:00 p.m. - 2:35 p.m.
YYT
-
MDW
26h 05m
1 stop
C$ 646Multiple Airlines
Wed, 6 May - Sun, 10 May
Multiple Airlines Logo
10:30 a.m. - 10:55 p.m.
MDW
-
YYT
9h 55m
1 stop
Multiple Airlines Logo
3:00 p.m. - 2:35 p.m.
YYT
-
MDW
26h 05m
1 stop
C$ 717Multiple Airlines
Wed, 6 May - Sun, 10 May
Porter Airlines Logo
10:30 a.m. - 12:55 a.m.
MDW
-
YYT
11h 55m
2 stops
Porter Airlines Logo
6:05 a.m. - 2:35 p.m.
YYT
-
MDW
11h 00m
2 stops
C$ 767Porter Airlines
Wed, 6 May - Sun, 10 May
Porter Airlines Logo
10:30 a.m. - 12:55 a.m.
MDW
-
YYT
11h 55m
2 stops
Porter Airlines Logo
6:05 a.m. - 2:35 p.m.
YYT
-
MDW
11h 00m
2 stops
C$ 794Porter Airlines
Fri, 29 May - Wed, 3 Jun
Multiple Airlines Logo
10:30 a.m. - 12:55 a.m.
MDW
-
YYT
11h 55m
2 stops
Multiple Airlines Logo
6:55 p.m. - 8:43 a.m.
YYT
-
MDW
16h 18m
2 stops
C$ 804Multiple Airlines
Sat, 9 May - Sat, 16 May
Porter Airlines Logo
3:20 p.m. - 12:55 a.m.
MDW
-
YYT
7h 05m
2 stops
Porter Airlines Logo
6:05 a.m. - 2:35 p.m.
YYT
-
MDW
11h 00m
2 stops
C$ 827Porter Airlines
Tue, 26 May - Tue, 2 Jun
Porter Airlines Logo
10:30 a.m. - 12:55 a.m.
MDW
-
YYT
11h 55m
2 stops
Porter Airlines Logo
6:05 a.m. - 2:35 p.m.
YYT
-
MDW
11h 00m
2 stops
C$ 837Porter Airlines
Mon, 25 May - Mon, 1 Jun
Porter Airlines Logo
3:20 p.m. - 12:56 a.m.
MDW
-
YYT
7h 06m
2 stops
Porter Airlines Logo
6:05 a.m. - 2:35 p.m.
YYT
-
MDW
11h 00m
2 stops
C$ 843Porter Airlines
Tue, 2 Jun - Wed, 3 Jun
Porter Airlines Logo
3:20 p.m. - 12:56 a.m.
MDW
-
YYT
7h 06m
2 stops
Porter Airlines Logo
6:05 a.m. - 2:35 p.m.
YYT
-
MDW
11h 00m
2 stops
C$ 845Porter Airlines
Tue, 2 Jun - Wed, 3 Jun
Porter Airlines Logo
3:20 p.m. - 12:55 a.m.
MDW
-
YYT
7h 05m
2 stops
Porter Airlines Logo
6:05 a.m. - 2:35 p.m.
YYT
-
MDW
11h 00m
2 stops
C$ 849Porter Airlines
Fri, 29 May - Wed, 3 Jun

Porter Airlines flights from Chicago Midway Airport to Newfoundland and Labrador

Our best Porter Airlines deals on Chicago Midway Airport to Newfoundland and Labrador flight tickets
Porter Airlines
6 May
MDW10:30 a.m.Chicago Midway
11h 55m
2 stops
YYT12:55 a.m.St John's
10 May
YYT6:05 a.m.St John's
11h 00m
2 stops
MDW2:35 p.m.Chicago Midway
C$ 767
Porter Airlines
29 May
MDW10:30 a.m.Chicago Midway
11h 55m
2 stops
YYT12:55 a.m.St John's
3 Jun
YYT6:05 a.m.St John's
11h 00m
2 stops
MDW2:35 p.m.Chicago Midway
C$ 794
Porter Airlines
26 May
MDW3:20 p.m.Chicago Midway
7h 05m
2 stops
YYT12:55 a.m.St John's
2 Jun
YYT6:05 a.m.St John's
11h 00m
2 stops
MDW2:35 p.m.Chicago Midway
C$ 827

WestJet flights from Chicago Midway Airport to Newfoundland and Labrador

Our best WestJet deals on Chicago Midway Airport to Newfoundland and Labrador flight tickets
WestJet
18 Sep
MDW1:00 p.m.Chicago Midway
15h 15m
2 stops
YYT6:45 a.m.St John's
27 Sep
YYT3:00 p.m.St John's
29h 35m
2 stops
MDW6:05 p.m.Chicago Midway
C$ 1,762
WestJet
27 Jun
MDW9:17 a.m.Chicago Midway
11h 08m
2 stops
YYT10:55 p.m.St John's
4 Jul
YYT3:00 p.m.St John's
21h 37m
2 stops
MDW10:07 a.m.Chicago Midway
C$ 1,777
WestJet
23 Sep
MDW1:00 p.m.Chicago Midway
15h 15m
2 stops
YYT6:45 a.m.St John's
27 Sep
YYT7:35 a.m.St John's
28h 45m
2 stops
MDW9:50 a.m.Chicago Midway
C$ 1,846

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport 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 96,600 searches. Data last updated 14 April 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Newfoundland and Labrador that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Wed 6/5

10:30 a.m.-12:55 a.m.

2 stops11h 55m

St John's

Sun 10/5

3:00 p.m.-2:35 p.m.

1 stop26h 05m

C$ 646

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Wed 6/5

10:30 a.m.-10:55 p.m.

1 stop9h 55m

St John's

Sun 10/5

3:00 p.m.-2:35 p.m.

1 stop26h 05m

C$ 717

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Wed 6/5

10:30 a.m.-12:55 a.m.

2 stops11h 55m

St John's

Sun 10/5

6:05 a.m.-2:35 p.m.

2 stops11h 00m

C$ 767

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Fri 29/5

10:30 a.m.-12:55 a.m.

2 stops11h 55m

St John's

Wed 3/6

6:05 a.m.-2:35 p.m.

2 stops11h 00m

C$ 794

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Sat 9/5

10:30 a.m.-12:55 a.m.

2 stops11h 55m

St John's

Sat 16/5

6:55 p.m.-8:43 a.m.

2 stops16h 18m

C$ 804
Quickest round-trip

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Tue 26/5

3:20 p.m.-12:55 a.m.

2 stops7h 05m

St John's

Tue 2/6

6:05 a.m.-2:35 p.m.

2 stops11h 00m

C$ 827

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Mon 25/5

10:30 a.m.-12:55 a.m.

2 stops11h 55m

St John's

Mon 1/6

6:05 a.m.-2:35 p.m.

2 stops11h 00m

C$ 837

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Tue 2/6

3:20 p.m.-12:56 a.m.

2 stops7h 06m

St John's

Wed 3/6

6:05 a.m.-2:35 p.m.

2 stops11h 00m

C$ 843

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Tue 2/6

3:20 p.m.-12:56 a.m.

2 stops7h 06m

St John's

Wed 3/6

6:05 a.m.-2:35 p.m.

2 stops11h 00m

C$ 845

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Fri 29/5

3:20 p.m.-12:55 a.m.

2 stops7h 05m

St John's

Wed 3/6

6:05 a.m.-2:35 p.m.

2 stops11h 00m

C$ 849

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 11 resultsSorted by cheapest first
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Cheap Chicago Midway Airport to Newfoundland and Labrador flight deals and tips

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

Fastest flight time

7h 05m

Direct flights

None
The fastest flight from Chicago Midway Airport to Newfoundland and Labrador takes 7h 05m
There are no direct flights from Chicago Midway Airport to Newfoundland and Labrador. There are no popular flight routes from Chicago Midway Airport to Newfoundland and Labrador.
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Frequently asked questions about flying from Chicago Midway Airport to Newfoundland and Labrador

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

    Prices for flights from Chicago Midway Airport to Newfoundland and Labrador were last updated today.

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Newfoundland and Labrador.

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

    The travel and health documents you'll need for your trip to Newfoundland and Labrador may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Newfoundland and Labrador. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Frequently asked questions about flying from Chicago Midway Airport to Newfoundland and Labrador

  • How do I get Price Alerts for flights from Chicago Midway Airport to Newfoundland and Labrador?

    You can take advantage of momondo’s Price Alerts by first searching for your flights to Chicago Midway Airport from Newfoundland and Labrador. Flight offers will be shown to you in real-time. From there you can create a Price Alert by using our on-site widget.

  • How can I save money on flights from Chicago Midway Airport to Newfoundland and Labrador with momondo?

    Plan your trips smart with the “Price Forecast” feature, which uses flight data to help you pick the best days to fly for the lowest fares. Our “Price Calendar” helps you get the most for your money by showing you when it’s most advantageous to fly. Curate your own travel experiences for less with “Explore”. Expert travel hacks to fuel your next adventure are a click away with “Discover” by momondo. Set up our “Price Alerts” to track fare changes and book when prices are at their lowest point.

  • How does momondo find its flight prices?

    We show prices from over 700+ competitors with a single click. With options from airlines and OTAs from across our 30 international markets, we are able to show you a diverse range of deals to create your adventure.

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?

Yes. All flights to Newfoundland and Labrador from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Newfoundland and Labrador.

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

Yes. momondo can track prices for Chicago to Newfoundland and Labrador flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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