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

Currently, August is the cheapest month in which you can book a flight from Newfoundland and Labrador to Chicago (average of $245). Flying from Newfoundland and Labrador to Chicago in March is currently the most expensive (average of $321). 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.

What is the cheapest month to fly from Newfoundland and Labrador to Chicago?

Flights from Newfoundland and Labrador to Chicago lean towards being more expensive in March. Prices are generally better when you fly from Newfoundland and Labrador to Chicago in June, with the cheapest ticket starting at $462.

What is the cheapest time of day to fly from NL to CHI?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Newfoundland and Labrador to Chicago as you normally would.

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

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

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

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 Chicago.

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

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

$228+ Save on Flights from Newfoundland and Labrador to Chicago

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Cheap flight deals from Newfoundland and Labrador to Chicago

Round-trip from	$516 (Mytrip)
One-way from	$228 (FlightHub)
Popular in	March
Cheapest in	June

From Newfoundland and Labrador to Chicago (CHI)

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One-way flight from Newfoundland and Labrador to Chicago (CHI)

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Highest demand for flights based on searches. 24% potential increase in price ($185 potential increase over avg. RT price).

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Cheapest flight prices on average. 3% potential price decrease ($22 potential savings vs. average RT price).

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Find flight deals from Newfoundland and Labrador to Chicago

Cheapest flights from Newfoundland and Labrador to Chicago
Explore the most affordable flight options available from Newfoundland and Labrador to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 20, 2025.

Sun 4/66:00 amYYT - MDW

2 stops13h 10mPorter Airlines

Sun 4/135:35 pmMDW - YYT

2 stops27h 35mPorter Airlines

Deal found 2/20

$516

Fri 4/184:25 pmYYT - MDW

2 stops22h 05mMultiple Airlines

Sat 4/267:00 pmMDW - YYT

2 stops49h 25mMultiple Airlines

Deal found 2/18

$816

Best flights from Newfoundland and Labrador to Chicago
Discover carefully curated flight deals from Newfoundland and Labrador to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 20, 2025.

Sun 4/66:00 amYYT - MDW

2 stops13h 10mPorter Airlines

Sun 4/135:35 pmMDW - YYT

2 stops27h 35mPorter Airlines

Deal found 2/20

$516

Fri 4/184:25 pmYYT - MDW

2 stops22h 05mMultiple Airlines

Sat 4/267:00 pmMDW - YYT

2 stops49h 25mMultiple Airlines

Deal found 2/18

$816

One-way flights from Newfoundland and Labrador to Chicago
Search for one-way flight options from Newfoundland and Labrador to Chicago. Find affordable one-way fares based on user searches. Data last updated February 20, 2025.

Sat 4/196:00 amYYT - MDW

2 stops8h 30mPorter Airlines

Deal found 2/18

$228

Fri 4/184:25 pmYYT - MDW

2 stops22h 05mMultiple Airlines

Deal found 2/18

$392

Find flights from Newfoundland and Labrador to Chicago within your budget

Fly from

Fly to

Route

Depart

Return

Price

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Sun 4/6

6:00 am-4:40 pm

2 stops13h 10m

Chicago Midway

Sun 4/13

5:35 pm-11:40 pm

2 stops27h 35m

$516

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Fri 4/18

4:25 pm-12:00 pm

2 stops22h 05m

Chicago Midway

Sat 4/26

7:00 pm-10:55 pm

2 stops49h 25m

$816

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Sat 4/19

6:00 am-12:00 pm

2 stops8h 30m

$228

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Fri 4/18

4:25 pm-12:00 pm

2 stops22h 05m

$392

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/18

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

Have a flexible travel schedule? Discover the best time to fly to Chicago 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.

Travel insights for flights from Newfoundland and Labrador to Chicago

Get recent, data-driven insights about flights from Newfoundland and Labrador to Chicago including ideal travel times, pricing trends, and more.

Rainfall in Chicago by month

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

If weather is an important factor for your trip to Chicago, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Porter Airlines

7.9

Good

276 reviews

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

276 reviews

Porter Airlines

7.9

Good

276 reviews

Reviews

1 / 17

10.0

Excellent

Anonymous,Dec 2024

YYZ - LAS

Related info for your journey

Can I find deals for flights from Newfoundland and Labrador to Chicago that include hotel bookings?
Yes. In addition to deals on Newfoundland and Labrador to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Newfoundland and Labrador to Chicago?
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 Chicago.
Can I find deals for business class flights from Newfoundland and Labrador to Chicago?
Yes. Cheapflights offers flight deals from Newfoundland and Labrador to Chicago 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?
Currently, August is the cheapest month in which you can book a flight from Newfoundland and Labrador to Chicago (average of $245). Flying from Newfoundland and Labrador to Chicago in March is currently the most expensive (average of $321). 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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$228+ Cheap flights from Newfoundland and Labrador to Chicago (CHI)

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 4/19. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Newfoundland and Labrador to Chicago with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Newfoundland and Labrador to Chicago

Keep the following information in mind while searching for Newfoundland and Labrador to Chicago flight deals. Data was last updated February 20, 2025.

Round-trip from

One-way from

Popular in

Cheapest in

Find flight deals from Newfoundland and Labrador to Chicago

Cheapest flights from Newfoundland and Labrador to ChicagoExplore the most affordable flight options available from Newfoundland and Labrador to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 20, 2025.

Explore the most affordable flight options available from Newfoundland and Labrador to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 20, 2025.

Find flights from Newfoundland and Labrador to Chicago within your budget

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

Have a flexible travel schedule? Discover the best time to fly to Chicago from Newfoundland and Labrador with our price prediction graph.

Travel insights for flights from Newfoundland and Labrador to Chicago

Get recent, data-driven insights about flights from Newfoundland and Labrador to Chicago including ideal travel times, pricing trends, and more.

Rainfall in Chicago by month

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

Temperature in Chicago by month

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

Reviews of airlines servicing Chicago

Related info for your journey

Find useful and relevant information for your journey from Newfoundland and Labrador to Chicago. 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 Chicago that include hotel bookings?

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

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

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

Traveling to a place near Newfoundland and Labrador?

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Cheapest flights from Newfoundland and Labrador to Chicago
Explore the most affordable flight options available from Newfoundland and Labrador to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 20, 2025.