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Cheap flights from Saint John to Chicago from C$ 1,017

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/7. Fares are subject to change and may not be available on all flights or dates of travel.
YSJ — CHI
26 Feb — 5 Mar1
1 adult

Cheap flight deals from St John to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from St John (YSJ) 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 21 February 2025.

Round-trip from

C$ 1,017
Air Canada
  • Air Canada
  • 2/7-7/7
  • 2 total stops
  • 11h 04m total
  • Saint John to Chicago
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Find flight deals from St John to Chicago

Cheapest flights from St John to Chicago
Explore the most affordable flight options available from St John to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 21 February 2025.

Wed 2/75:55 a.m.YSJ - ORD
1 stop5h 14mAir Canada
Mon 7/74:00 p.m.ORD - YSJ
1 stop5h 50mAir Canada
Deal found 19/2C$ 1,017
Wed 2/75:55 a.m.YSJ - ORD
2 stops14h 28mUnited Airlines
Mon 7/79:25 p.m.ORD - YSJ
2 stops11h 24mUnited Airlines
Deal found 19/2C$ 1,040

Find flights from St John to Chicago within your budget

Customize your flight search to find flights from St John 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 21 February 2025.

Fly from

St John

Fly to

Chicago

Route

Depart

Return

Price

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Wed 2/7

5:55 a.m.-9:09 a.m.

1 stop5h 14m

Chicago O'Hare Intl

Mon 7/7

4:00 p.m.-11:50 p.m.

1 stop5h 50m

C$ 1,017

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Wed 2/7

5:55 a.m.-6:23 p.m.

2 stops14h 28m

Chicago O'Hare Intl

Mon 7/7

9:25 p.m.-10:49 a.m.

2 stops11h 24m

C$ 1,040

Flights are sorted by cheapest round-trip flights first.

Deals found on 19/2

Best time to book a flight from St John to Chicago

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

Get recent, data-driven insights about flights from St John 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.

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 21 February 2025.
United Airlines
7.4
Good
8,765 reviews
Check prices

Food

6.7

Crew

8.1

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Overall

7.4

Reviews

1 / 20

2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

United Airlines
7.4
Good
8,765 reviews
United Airlines
7.4
Good
8,765 reviews
Check prices

Food

6.7

Crew

8.1

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Overall

7.4

Reviews

1 / 20

2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Air Canada
7.0
Good
8,748 reviews
United Airlines
7.4
Good
8,765 reviews
Check prices

Food

6.7

Crew

8.1

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Overall

7.4

Reviews

1 / 20

2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Related info for your journey

Find useful and relevant information for your journey from St John 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 Saint John to Chicago?

    Saint John (YSJ) is the airport you will fly out of if you book a flight from Saint John to Chicago. You should not have trouble finding flights to Chicago from Saint John; the airport handles an average of 0 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 0 airlines have flights from the Saint John airport to Chicago. It is only a 15.1 km journey to Saint John (YSJ) from Saint John’s city centre.

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Saint John to Chicago (average of C$ 261). Flying from Saint John 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 to Chicago

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

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How does Cheapflights help users find flights from St John to Chicago?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from St John to Chicago. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from St John to Chicago?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Chicago from St John.

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

Cheapflights does show flights with no change fees to all users. To see these options for flights from St John to Chicago, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from St John to Chicago become cheaper?

Yes! Start tracking prices for St John to Chicago flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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