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Cheap flights from Chicago Midway Airport to Newfoundland and Labrador from $368

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 Midway Airport to Newfoundland and Labrador departing on 8/11. 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
1 adult, Economy, 0 bags

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.
Porter Airlines Logo
10:25 am - 10:55 pm
MDW
-
YYT
34h 00m
2 stops
Porter Airlines Logo
7:00 pm - 9:40 am
YYT
-
MDW
17h 10m
1 stop
$503Porter Airlines
週一, 7月 20 - 週二, 7月 28
Porter Airlines Logo
10:25 am - 12:08 am
MDW
-
YYT
11h 13m
1 stop
Porter Airlines Logo
10:00 am - 9:40 am
YYT
-
MDW
26h 10m
1 stop
$519Porter Airlines
週一, 7月 20 - 週二, 7月 28
Porter Airlines Logo
10:25 am - 10:55 pm
MDW
-
YYT
10h 00m
2 stops
Porter Airlines Logo
6:05 am - 2:35 pm
YYT
-
MDW
11h 00m
2 stops
$592Porter Airlines
週五, 7月 10 - 週二, 7月 14
Porter Airlines Logo
10:25 am - 12:38 am
MDW
-
YYT
11h 43m
1 stop
Porter Airlines Logo
6:00 am - 9:40 am
YYT
-
MDW
30h 10m
2 stops
$616Porter Airlines
週三, 7月 1 - 週五, 7月 3
Multiple Airlines Logo
10:25 am - 12:38 am
MDW
-
YYT
11h 43m
1 stop
Multiple Airlines Logo
3:00 pm - 9:40 am
YYT
-
MDW
21h 10m
1 stop
$623Multiple Airlines
週三, 7月 1 - 週五, 7月 3
Porter Airlines Logo
10:25 am - 10:55 pm
MDW
-
YYT
10h 00m
2 stops
Porter Airlines Logo
6:05 am - 2:35 pm
YYT
-
MDW
11h 00m
2 stops
$639Porter Airlines
週日, 7月 19 - 週日, 7月 26
Porter Airlines Logo
10:25 am - 12:55 am
MDW
-
YYT
12h 00m
2 stops
Porter Airlines Logo
6:00 am - 2:35 pm
YYT
-
MDW
11h 05m
2 stops
$641Porter Airlines
週一, 7月 20 - 週二, 7月 28
Porter Airlines Logo
10:25 am - 12:55 am
MDW
-
YYT
12h 00m
2 stops
Porter Airlines Logo
6:00 am - 2:35 pm
YYT
-
MDW
11h 05m
2 stops
$653Porter Airlines
週三, 7月 1 - 週五, 7月 3
Multiple Airlines Logo
1:26 pm - 10:55 pm
MDW
-
YYT
30h 59m
3 stops
Multiple Airlines Logo
6:00 am - 2:35 pm
YYT
-
MDW
11h 05m
2 stops
$664Multiple Airlines
週三, 7月 1 - 週五, 7月 3
Porter Airlines Logo
10:25 am - 10:55 pm
MDW
-
YYT
10h 00m
2 stops
Porter Airlines Logo
6:00 am - 2:35 pm
YYT
-
MDW
11h 05m
2 stops
$670Porter Airlines
週一, 7月 6 - 週四, 7月 9

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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
Jul 20
MDW10:25 amChicago Midway
34h 00m
2 stops
YYT10:55 pmSt John's
Jul 28
YYT7:00 pmSt John's
17h 10m
1 stop
MDW9:40 amChicago Midway
$503
Porter Airlines
Jul 20
MDW10:25 amChicago Midway
11h 13m
1 stop
YYT12:08 amSt John's
Jul 28
YYT10:00 amSt John's
26h 10m
1 stop
MDW9:40 amChicago Midway
$519
Porter Airlines
Jul 10
MDW10:25 amChicago Midway
10h 00m
2 stops
YYT10:55 pmSt John's
Jul 14
YYT6:05 amSt John's
11h 00m
2 stops
MDW2:35 pmChicago Midway
$592

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
Oct 8
MDW9:30 amChicago Midway
10h 55m
2 stops
YYT10:55 pmSt John's
Oct 14
YYT3:00 pmSt John's
23h 21m
2 stops
MDW11:51 amChicago Midway
$982
WestJet
Jul 2
MDW1:49 pmChicago Midway
30h 36m
2 stops
YYT10:55 pmSt John's
Jul 6
YYT3:00 pmSt John's
27h 45m
2 stops
MDW4:15 pmChicago Midway
$1,007
WestJet
Jul 2
MDW1:49 pmChicago Midway
30h 36m
2 stops
YYT10:55 pmSt John's
Jul 7
YYT3:00 pmSt John's
21h 35m
2 stops
MDW10:05 amChicago Midway
$1,037

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 832,500 searches. Data last updated 6月 9, 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

週一 7/20

10:25 am-10:55 pm

2 stops34h 00m

St John's

週二 7/28

7:00 pm-9:40 am

1 stop17h 10m

$503

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

週一 7/20

10:25 am-12:08 am

1 stop11h 13m

St John's

週二 7/28

10:00 am-9:40 am

1 stop26h 10m

$519
Quickest round-trip

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

週五 7/10

10:25 am-10:55 pm

2 stops10h 00m

St John's

週二 7/14

6:05 am-2:35 pm

2 stops11h 00m

$592

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

週三 7/1

10:25 am-12:38 am

1 stop11h 43m

St John's

週五 7/3

6:00 am-9:40 am

2 stops30h 10m

$616

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

週三 7/1

10:25 am-12:38 am

1 stop11h 43m

St John's

週五 7/3

3:00 pm-9:40 am

1 stop21h 10m

$623

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

週日 7/19

10:25 am-10:55 pm

2 stops10h 00m

St John's

週日 7/26

6:05 am-2:35 pm

2 stops11h 00m

$639

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

週一 7/20

10:25 am-12:55 am

2 stops12h 00m

St John's

週二 7/28

6:00 am-2:35 pm

2 stops11h 05m

$641

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

週三 7/1

10:25 am-12:55 am

2 stops12h 00m

St John's

週五 7/3

6:00 am-2:35 pm

2 stops11h 05m

$653

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

週三 7/1

1:26 pm-10:55 pm

3 stops30h 59m

St John's

週五 7/3

6:00 am-2:35 pm

2 stops11h 05m

$664

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

週一 7/6

10:25 am-10:55 pm

2 stops10h 00m

St John's

週四 7/9

6:00 am-2:35 pm

2 stops11h 05m

$670

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 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 Midway Airport 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 airline that flies from Chicago Midway to Newfoundland and Labrador?

Porter Airlines and WestJet are the most popular carriers operating from Chicago Midway to Newfoundland and Labrador

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

10h 05m

Direct flights

None
The fastest flight from Chicago Midway Airport to Newfoundland and Labrador takes 10h 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.
Search flight deals

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 are updated daily.

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago Midway Airport 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.

Why use momondo?

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

Finding the right flight to Newfoundland and Labrador from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Newfoundland and Labrador quick and easy, saving you time and money.

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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週四 7/9
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