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Cheap flights from St. John's to Chicago from C$ 324

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 19/4. Fares are subject to change and may not be available on all flights or dates of travel.
YYT — CHI
25 Feb — 4 Mar1
1 adult

Cheap flight deals from St. John's to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from St. John's (YYT) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 20 February 2025.

Round-trip from

C$ 658

One-way from

C$ 324

Popular in

March

Cheapest in

June
6/4-13/4
  • 6/4-13/4
  • 5 total stops
  • 51h 52m total
  • St. John's to Chicago
Search Deals
Porter Airlines
  • Porter Airlines
  • 19/4
  • 2 total stops
  • 8h 30m total
  • St. John's to Chicago
Search Deals
Highest demand for flights based on searches. 23% potential increase in price (C$ 372 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 44 potential savings vs. average RT price).
Search Deals

Find flight deals from St. John's to Chicago

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

Sun 6/41:05 p.m.YYT - ORD
2 stops20h 29mMultiple Airlines
Sun 13/41:47 p.m.ORD - YYT
3 stops31h 23mMultiple Airlines
Deal found 20/2C$ 658
Sun 6/46:00 a.m.YYT - MDW
2 stops13h 10mPorter Airlines
Sun 13/45:35 p.m.MDW - YYT
2 stops27h 35mPorter Airlines
Deal found 20/2C$ 733
Sun 6/45:00 a.m.YYT - ORD
1 stop7h 31mAir Canada
Sun 13/47:10 a.m.ORD - YYT
1 stop6h 42mAir Canada
Deal found 20/2C$ 743
Sun 6/45:40 a.m.YYT - ORD
1 stop7h 37mUnited Airlines
Sun 13/48:45 a.m.ORD - YYT
2 stops14h 19mUnited Airlines
Deal found 20/2C$ 901
Fri 18/44:25 p.m.YYT - MDW
2 stops22h 05mMultiple Airlines
Sat 26/47:00 p.m.MDW - YYT
2 stops49h 25mMultiple Airlines
Deal found 18/2C$ 1,159

Find flights from St. John's to Chicago within your budget

Customize your flight search to find flights from St. John's to Chicago 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 20 February 2025.

Fly from

St. John's

Fly to

Chicago

Route

Depart

Return

Price

St. John'sChicago

YYT - ORD

YYTORD

St John's

Sun 6/4

1:05 p.m.-7:04 a.m.

2 stops20h 29m

Chicago O'Hare Intl

Sun 13/4

1:47 p.m.-11:40 p.m.

3 stops31h 23m

C$ 658

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Sun 6/4

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

2 stops13h 10m

Chicago Midway

Sun 13/4

5:35 p.m.-11:40 p.m.

2 stops27h 35m

C$ 733

St. John'sChicago

YYT - ORD

YYTORD

St John's

Sun 6/4

5:00 a.m.-10:01 a.m.

1 stop7h 31m

Chicago O'Hare Intl

Sun 13/4

7:10 a.m.-4:22 p.m.

1 stop6h 42m

C$ 743

St. John'sChicago

YYT - ORD

YYTORD

St John's

Sun 6/4

5:40 a.m.-10:47 a.m.

1 stop7h 37m

Chicago O'Hare Intl

Sun 13/4

8:45 a.m.-1:34 a.m.

2 stops14h 19m

C$ 901

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Fri 18/4

4:25 p.m.-12:00 p.m.

2 stops22h 05m

Chicago Midway

Sat 26/4

7:00 p.m.-10:55 p.m.

2 stops49h 25m

C$ 1,159

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Sat 19/4

6:00 a.m.-12:00 p.m.

2 stops8h 30m

C$ 324

St. John'sChicago

YYT - ORD

YYTORD

St John's

Sat 19/4

5:00 a.m.-10:01 a.m.

1 stop7h 31m

C$ 500

St. John'sChicago

YYT - ORD

YYTORD

St John's

Fri 18/4

5:40 a.m.-1:15 p.m.

2 stops10h 05m

C$ 513

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Fri 18/4

4:25 p.m.-12:00 p.m.

2 stops22h 05m

C$ 557

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/2

Best time to book a flight from St. John's to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from St. John's 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 St. John's to Chicago

Get recent, data-driven insights about flights from St. John's to Chicago including ideal travel times, pricing trends, and more.

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

Find hourly flight availability from St. John's to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 20 February 2025.

It’s optimal to fly from St. John's to Chicago in the morning. By choosing this option you can save up to 15% on the cost of your flight, compared to a flight in the afternoon.

Rainfall in Chicago by month

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

In terms of precipitation, rainfall in Chicago 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 when rainfall is around 43.0 mm.

Temperature in Chicago by month

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

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated 20 February 2025.
Porter Airlines
7.9
Good
276 reviews
Check prices

Crew

8.7

Comfort

8.0

Entertainment

6.9

Overall

7.9

Boarding

8.2

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
276 reviews
Porter Airlines
7.9
Good
276 reviews
Check prices

Crew

8.7

Comfort

8.0

Entertainment

6.9

Overall

7.9

Boarding

8.2

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?

United Airlines
7.4
Good
8,766 reviews
Porter Airlines
7.9
Good
276 reviews
Check prices

Crew

8.7

Comfort

8.0

Entertainment

6.9

Overall

7.9

Boarding

8.2

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?

Air Canada
7.0
Good
8,748 reviews
Porter Airlines
7.9
Good
276 reviews
Check prices

Crew

8.7

Comfort

8.0

Entertainment

6.9

Overall

7.9

Boarding

8.2

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 St. John's to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from St. John's to Chicago?

    Most people fly from St John's (YYT) if they book a flight from St. John's to Chicago. On average, St John's has 0 outbound flights to Chicago per day from 1 airline. St John's is conveniently located just 6.7 km from St. John's’s city centre.

  • What are the cheapest airlines flying from St. John's to Chicago round-trip?

    Currently priced at C$ 733, Porter Airlines will fly you from St. John's to Chicago and back. In addition to Porter Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Air Canada and United Airlines - these airlines can fly you to your destination from C$ 743 and C$ 901, respectively. Porter Airlines is 11% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from St. John's to Chicago one-way?

    For one-way options, check prices for Porter Airlines. According to our data, you can fly for as low as C$ 324. Users have also found prices from C$ 500 and C$ 513 on Air Canada and United Airlines, respectively.

  • Can I find deals for flights from St. John's to Chicago that include hotel bookings?

    Yes. In addition to deals on St. John's to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from St. John's to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from St. John's to Chicago.

  • Can I find deals for business class flights from St. John's to Chicago?

    Yes. Cheapflights offers flight deals from St. John's 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 St. John's to Chicago?

    Currently, January is the cheapest month in which you can book a flight from St. John's to Chicago (average of C$ 261). Flying from St. John's to Chicago in March is currently the most expensive (average of C$ 355). 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.

See more FAQs

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Alternative routes for St. John's to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Deer Lake to O'Hare Intl flights
St. John's to O'Hare Intl flights

Top airline flying from St. John's to Chicago

Discover the top airline that operate flights from St. John's to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 20 February 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 651AverageC$ 779FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

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Can Cheapflights find flights from St. John's to Chicago with no change fees?

Certainly. Search results for flights to Chicago from St. John's shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

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