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Newfoundland and Labrador

$460+ Cheap flights from Midway (MDW) to Newfoundland and Labrador

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYT
Jun 4 — Jun 111
Thu 6/4
Thu 6/11
1 adult, Economy
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Cheap flight deals from Midway to Newfoundland and Labrador

Cheapest flights from Midway to Newfoundland and Labrador
Explore the most affordable flight options available from Midway to Newfoundland and Labrador. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 5, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/410:15 am
MDW
-
YYT
2 stops12h 11m
Multiple Airlines
Wed 6/101:20 pm
YYT
-
MDW
1 stop22h 45m
Multiple Airlines
Deal found 5/1$487
This Kiwi.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1210:15 am
MDW
-
YYT
1 stop11h 50m
Multiple Airlines
Mon 6/153:00 pm
YYT
-
MDW
1 stop21h 05m
Multiple Airlines
Deal found 5/3$497
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/310:15 am
MDW
-
YYT
2 stops36h 11m
Multiple Airlines
Wed 6/243:00 pm
YYT
-
MDW
1 stop21h 10m
Multiple Airlines
Deal found 5/5$523
This Kiwi.com deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/2310:25 am
MDW
-
YYT
1 stop23h 40m
Multiple Airlines
Sun 6/286:00 am
YYT
-
MDW
2 stops30h 10m
Multiple Airlines
Deal found 5/2$540
This Mytrip deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/810:15 am
MDW
-
YYT
2 stops12h 11m
Porter Airlines
Mon 6/156:05 am
YYT
-
MDW
2 stops11h 00m
Porter Airlines
Deal found 5/3$553
This Porter Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/510:15 am
MDW
-
YYT
2 stops12h 11m
Porter Airlines
Mon 6/86:05 am
YYT
-
MDW
2 stops11h 00m
Porter Airlines
Deal found 5/3$582
This FlightHub deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/63:20 pm
MDW
-
YYT
2 stops7h 05m
Porter Airlines
Thu 7/96:05 am
YYT
-
MDW
2 stops11h 00m
Porter Airlines
Deal found 5/1$587
This Mytrip deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/83:20 pm
MDW
-
YYT
2 stops7h 05m
Porter Airlines
Thu 7/236:05 am
YYT
-
MDW
2 stops11h 00m
Porter Airlines
Deal found 5/3$598

Find flight deals from Midway to Newfoundland and Labrador

Keep the following information in mind while searching for Midway to Newfoundland and Labrador flight deals. Data was last updated May 5, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$487
(Kiwi.com)

One-way from

$460
(FlightHub)
Provider with most accurate pricing for Chicago (CHI)-St John's flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-St John's flights.
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From Chicago Midway to Newfoundland and Labrador
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One-way flight from Chicago Midway to Newfoundland and Labrador
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway 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, Cheapflights users made 2,558,603 searches. Data last updated May 5, 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

Thu 6/4

10:15 am-12:56 am

2 stops12h 11m

St John's

Wed 6/10

1:20 pm-9:35 am

1 stop22h 45m

$487

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Fri 6/12

10:15 am-12:35 am

1 stop11h 50m

St John's

Mon 6/15

3:00 pm-9:35 am

1 stop21h 05m

$497

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Tue 6/23

10:25 am-12:35 pm

1 stop23h 40m

St John's

Sun 6/28

6:00 am-9:40 am

2 stops30h 10m

$540
Quickest round-trip

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Mon 7/6

3:20 pm-12:55 am

2 stops7h 05m

St John's

Thu 7/9

6:05 am-2:35 pm

2 stops11h 00m

$587

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Wed 8/26

3:20 pm-12:55 am

2 stops7h 05m

St John's

Sun 8/30

6:05 am-2:35 pm

2 stops11h 00m

$587

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Wed 7/8

3:20 pm-12:55 am

2 stops7h 05m

St John's

Thu 7/23

6:05 am-2:35 pm

2 stops11h 00m

$598

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Tue 6/23

10:25 am-12:56 am

2 stops12h 01m

St John's

Sun 6/28

6:05 am-2:35 pm

2 stops11h 00m

$598

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Wed 6/17

10:15 am-12:56 am

2 stops12h 11m

St John's

Fri 6/19

6:00 am-2:35 pm

2 stops11h 05m

$604

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Sat 6/13

10:15 am-12:56 am

2 stops12h 11m

St John's

Mon 6/15

6:05 am-2:35 pm

2 stops11h 00m

$606

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Fri 6/12

10:15 am-12:56 am

2 stops12h 11m

St John's

Mon 6/15

4:00 pm-9:35 am

3 stops20h 05m

$628

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/2

Showing 1-10 of 14 resultsSorted by cheapest first
1
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Best time to book a flight from Midway to Newfoundland and Labrador

Have a flexible travel schedule? Discover the best time to fly to Newfoundland and Labrador from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Newfoundland and Labrador
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Midway to Newfoundland and Labrador. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago Midway Airport to Newfoundland and Labrador?

    Porter Airlines can get you from Chicago Midway Airport to Newfoundland and Labrador in just under 7h 05m. Your travel time can differ by up to . The distance between Chicago Midway Airport and Newfoundland and Labrador is about 1748 mi.

  • Can I find deals for flights from Midway to Newfoundland and Labrador that include hotel bookings?

    Yes. In addition to deals on Midway to Newfoundland and Labrador flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Newfoundland and Labrador?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Newfoundland and Labrador.

  • Can I find deals for business class flights from Midway to Newfoundland and Labrador?

    Yes. Cheapflights offers flight deals from Midway to Newfoundland and Labrador by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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