When did momondo last update prices for flights from Saint John Airport to Chicago?

Prices for flights from Saint John Airport to Chicago are updated daily.

How old do you have to be to fly from Saint John Airport to Chicago?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Saint John Airport to Chicago.

What documentation or ID do you need to fly to Chicago?

The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

C$ 693 Cheap Flights from Saint John to Chicago in 2025/26

1 adult

Save money when you book flights with momondo

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Early arrival? Instantly customize your results

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Saint John to Chicago

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

11:55 a.m. - 2:55 p.m.YSJ-ORD

5h 00m1 stop

9:50 a.m. - 5:14 p.m.ORD-YSJ

5h 24m1 stop

C$ 693Air Canada

Find Deal

Tue, 7 Apr - Wed, 8 Apr

11:55 a.m. - 2:55 p.m.YSJ-ORD

5h 00m1 stop

9:50 a.m. - 5:14 p.m.ORD-YSJ

5h 24m1 stop

C$ 695Air Canada

Find Deal

Tue, 7 Apr - Wed, 8 Apr

11:55 a.m. - 7:25 p.m.YSJ-ORD

9h 30m2 stops

7:55 a.m. - 5:14 p.m.ORD-YSJ

7h 19m1 stop

C$ 702Air Canada

Find Deal

Tue, 7 Apr - Wed, 8 Apr

11:55 a.m. - 7:25 p.m.YSJ-ORD

9h 30m2 stops

7:55 a.m. - 5:14 p.m.ORD-YSJ

7h 19m1 stop

C$ 704Air Canada

Find Deal

Tue, 7 Apr - Wed, 8 Apr

11:55 a.m. - 7:25 p.m.YSJ-ORD

9h 30m2 stops

8:20 p.m. - 11:10 a.m.ORD-YSJ

12h 50m2 stops

C$ 765Air Canada

Find Deal

Tue, 7 Apr - Wed, 8 Apr

11:55 a.m. - 7:25 p.m.YSJ-ORD

9h 30m2 stops

8:20 p.m. - 11:10 a.m.ORD-YSJ

12h 50m2 stops

C$ 767Air Canada

Find Deal

Tue, 7 Apr - Wed, 8 Apr

Air Canada flights from Saint John to Chicago

Our best Air Canada deals on Saint John to Chicago flight tickets

Air Canada

7 Apr

YSJ11:55 a.m.Saint John

5h 00m

1 stop

ORD2:55 p.m.Chicago O'Hare Intl

8 Apr

ORD9:50 a.m.Chicago O'Hare Intl

5h 24m

1 stop

YSJ5:14 p.m.Saint John

C$ 693

Find similar

Air Canada

7 Apr

YSJ11:55 a.m.Saint John

5h 00m

1 stop

ORD2:55 p.m.Chicago O'Hare Intl

8 Apr

ORD9:50 a.m.Chicago O'Hare Intl

5h 24m

1 stop

YSJ5:14 p.m.Saint John

C$ 695

Find similar

Air Canada

7 Apr

YSJ11:55 a.m.Saint John

9h 30m

2 stops

ORD7:25 p.m.Chicago O'Hare Intl

8 Apr

ORD7:55 a.m.Chicago O'Hare Intl

7h 19m

1 stop

YSJ5:14 p.m.Saint John

C$ 702

Find similar

Fly from

Fly to

Route

Depart

Return

Price

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Tue 7/4

11:55 a.m.-2:55 p.m.

1 stop5h 00m

Chicago O'Hare Intl

Wed 8/4

9:50 a.m.-5:14 p.m.

1 stop5h 24m

C$ 693

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Tue 7/4

11:55 a.m.-2:55 p.m.

1 stop5h 00m

Chicago O'Hare Intl

Wed 8/4

9:50 a.m.-5:14 p.m.

1 stop5h 24m

C$ 695

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Tue 7/4

11:55 a.m.-7:25 p.m.

2 stops9h 30m

Chicago O'Hare Intl

Wed 8/4

7:55 a.m.-5:14 p.m.

1 stop7h 19m

C$ 702

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Tue 7/4

11:55 a.m.-7:25 p.m.

2 stops9h 30m

Chicago O'Hare Intl

Wed 8/4

7:55 a.m.-5:14 p.m.

1 stop7h 19m

C$ 704

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Tue 7/4

11:55 a.m.-7:25 p.m.

2 stops9h 30m

Chicago O'Hare Intl

Wed 8/4

8:20 p.m.-11:10 a.m.

2 stops12h 50m

C$ 765

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Tue 7/4

11:55 a.m.-7:25 p.m.

2 stops9h 30m

Chicago O'Hare Intl

Wed 8/4

8:20 p.m.-11:10 a.m.

2 stops12h 50m

C$ 767

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Fri 7/11

12:00 p.m.-9:19 p.m.

3 stops35h 19m

C$ 1,057

Saint JohnChicago

YSJ - MDW

YSJMDW

Saint John

Fri 7/11

12:00 p.m.-1:07 p.m.

3 stops51h 07m

C$ 1,057

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Fri 7/11

12:00 p.m.-7:15 a.m.

2 stops21h 15m

C$ 1,146

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Fri 7/11

4:15 p.m.-8:00 p.m.

1 stop5h 45m

C$ 1,247

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 11 resultsSorted by cheapest first

How to get the cheapest flight ticket from Saint John to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Saint John to Chicago?

United Airlines is the most popular carrier operating from Saint John to Chicago

When to book flights from Saint John to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Saint John to Chicago according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Saint John to Chicago (YSJ to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Saint John to Chicago

Direct flights	None

There are no direct flights from Saint John to Chicago. There are no popular flight routes from Saint John to Chicago.

Search flight deals

How far is Saint John to Chicago by plane?
Chicago is 1770.5 km away from Saint John. By plane, this route typically takes 5h 00m.
When did momondo last update prices for flights from Saint John Airport to Chicago?
Prices for flights from Saint John Airport to Chicago are updated daily.
How old do you have to be to fly from Saint John Airport to Chicago?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Saint John Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Munster

Hammond

Merrillville

Why use momondo?

Why should I use momondo to find a flight deal from Saint John to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Saint John to Chicago for you.

Can I find flights from Saint John to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Saint John which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Saint John to Chicago?

Once you have performed a search for Saint John to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Saint John to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Saint John. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.