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Cheap flights from Newfoundland and Labrador to Chicago Midway Airport from C$ 452

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 1/5. Fares are subject to change and may not be available on all flights or dates of travel.
YYT — MDW
7 Apr — 14 Apr1
1 adult

Cheap flight deals from Newfoundland and Labrador to Midway

Keep the following information in mind while searching for Newfoundland and Labrador to Midway flight deals. Data was last updated 2 April 2025.

Round-trip from

C$ 553

One-way from

C$ 452

Popular in

March

Cheapest in

June

Average price

C$ 1,103
Porter Airlines
  • Porter Airlines
  • 30/4-7/5
  • 4 total stops
  • 24h 28m total
  • Newfoundland and Labrador to Chicago
Search Deals
1/5
  • 1/5
  • 2 total stops
  • 25h 44m total
  • Newfoundland and Labrador to Chicago
Search Deals
Highest demand for flights based on searches. 23% potential increase in price (C$ 380 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 45 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

Find flight deals from Newfoundland and Labrador to Midway

Cheapest flights from Newfoundland and Labrador to Midway
Explore the most affordable flight options available from Newfoundland and Labrador to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 2 April 2025.

Wed 30/46:00 a.m.YYT - MDW
2 stops13h 10mPorter Airlines
Wed 7/59:40 a.m.MDW - YYT
2 stops11h 18mPorter Airlines
Deal found 1/4C$ 553
Wed 30/41:05 p.m.YYT - MDW
2 stops22h 10mMultiple Airlines
Wed 7/59:40 a.m.MDW - YYT
1 stop10h 45mMultiple Airlines
Deal found 1/4C$ 636

Cheapflights Fare Finder

Customize your flight search to find flights from Newfoundland and Labrador to Midway 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 629,999 searches. Data last updated 2 April 2025.
Use the filters below to find and compare flights from Newfoundland and Labrador to Chicago Midway Airport that are best for you.

Fly from

Newfoundland and Labrador

Fly to

Midway

Route

Depart

Return

Price

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Wed 30/4

6:00 a.m.-4:40 p.m.

2 stops13h 10m

Chicago Midway

Wed 7/5

9:40 a.m.-11:28 p.m.

2 stops11h 18m

C$ 553

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Wed 30/4

1:05 p.m.-8:45 a.m.

2 stops22h 10m

Chicago Midway

Wed 7/5

9:40 a.m.-10:55 p.m.

1 stop10h 45m

C$ 636

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Thu 1/5

1:10 p.m.-12:24 p.m.

2 stops25h 44m

C$ 452

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Thu 1/5

5:40 p.m.-4:54 p.m.

3 stops25h 44m

C$ 458

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/4

Best time to book a flight from Newfoundland and Labrador to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Newfoundland and Labrador 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 Newfoundland and Labrador to Chicago Midway Airport

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 43.0 mm.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated 2 April 2025.
Porter Airlines
7.9
Good
278 reviews
Check prices

Overall

7.9

Boarding

8.2

Comfort

8.0

Crew

8.7

Entertainment

6.9

Food

7.6

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?
Porter Airlines
7.9
Good
278 reviews
Porter Airlines
7.9
Good
278 reviews
Check prices

Overall

7.9

Boarding

8.2

Comfort

8.0

Crew

8.7

Entertainment

6.9

Food

7.6

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?

Related info for your journey

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

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

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

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

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

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

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

  • What is the cheapest month to book a flight from Newfoundland and Labrador to Chicago Midway Airport?

    Currently, January is the cheapest month in which you can book a flight from Newfoundland and Labrador to Chicago Midway Airport (average of C$ 243). Flying from Newfoundland and Labrador to Chicago Midway Airport in November is currently the most expensive (average of C$ 312). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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