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$ 334 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.

4:15 p.m. - 8:10 p.m.

YSJ

ORD

5h 55m1 stop

7:15 a.m. - 3:40 p.m.

ORD

YSJ

6h 25m1 stop

C$ 590Air Canada

Sat, 17 Jan - Wed, 21 Jan

4:15 p.m. - 9:13 a.m.

YSJ

ORD

18h 58m2 stops

7:15 a.m. - 3:40 p.m.

ORD

YSJ

6h 25m1 stop

C$ 649Air Canada

Sat, 17 Jan - Wed, 21 Jan

4:15 p.m. - 11:39 p.m.

YSJ

ORD

9h 24m2 stops

1:00 p.m. - 11:29 p.m.

ORD

YSJ

8h 29m2 stops

C$ 675Air Canada

Sat, 17 Jan - Wed, 21 Jan

4:15 p.m. - 8:10 p.m.

YSJ

ORD

5h 55m1 stop

7:15 a.m. - 3:40 p.m.

ORD

YSJ

6h 25m1 stop

C$ 691Air Canada

Sat, 17 Jan - Wed, 21 Jan

4:15 p.m. - 8:10 p.m.

YSJ

ORD

5h 55m1 stop

7:15 a.m. - 3:40 p.m.

ORD

YSJ

6h 25m1 stop

C$ 692Air Canada

Sat, 17 Jan - Wed, 21 Jan

4:15 p.m. - 9:13 a.m.

YSJ

ORD

18h 58m2 stops

7:15 a.m. - 3:40 p.m.

ORD

YSJ

6h 25m1 stop

C$ 749Air Canada

Sat, 17 Jan - Wed, 21 Jan

4:15 p.m. - 9:13 a.m.

YSJ

ORD

18h 58m2 stops

7:15 a.m. - 3:40 p.m.

ORD

YSJ

6h 25m1 stop

C$ 751Air Canada

Sat, 17 Jan - Wed, 21 Jan

4:15 p.m. - 11:39 p.m.

YSJ

ORD

9h 24m2 stops

9:02 a.m. - 11:29 p.m.

ORD

YSJ

12h 27m2 stops

C$ 777Air Canada

Sat, 17 Jan - Wed, 21 Jan

Air Canada flights from Saint John to Chicago

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

Air Canada

17 Jan

YSJ4:15 p.m.Saint John

5h 55m

1 stop

ORD8:10 p.m.Chicago O'Hare Intl

21 Jan

ORD7:15 a.m.Chicago O'Hare Intl

6h 25m

1 stop

YSJ3:40 p.m.Saint John

C$ 590

Find similar

Air Canada

17 Jan

YSJ4:15 p.m.Saint John

18h 58m

2 stops

ORD9:13 a.m.Chicago O'Hare Intl

21 Jan

ORD7:15 a.m.Chicago O'Hare Intl

6h 25m

1 stop

YSJ3:40 p.m.Saint John

C$ 649

Find similar

Air Canada

17 Jan

YSJ4:15 p.m.Saint John

9h 24m

2 stops

ORD11:39 p.m.Chicago O'Hare Intl

21 Jan

ORD1:00 p.m.Chicago O'Hare Intl

8h 29m

2 stops

YSJ11:29 p.m.Saint John

C$ 675

Find similar

Fly from

Fly to

Route

Depart

Return

Price

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Sat 17/1

4:15 p.m.-8:10 p.m.

1 stop5h 55m

Chicago O'Hare Intl

Wed 21/1

7:15 a.m.-3:40 p.m.

1 stop6h 25m

C$ 590

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Sat 17/1

4:15 p.m.-9:13 a.m.

2 stops18h 58m

Chicago O'Hare Intl

Wed 21/1

7:15 a.m.-3:40 p.m.

1 stop6h 25m

C$ 649

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Sat 17/1

4:15 p.m.-11:39 p.m.

2 stops9h 24m

Chicago O'Hare Intl

Wed 21/1

1:00 p.m.-11:29 p.m.

2 stops8h 29m

C$ 675

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Sat 17/1

4:15 p.m.-8:10 p.m.

1 stop5h 55m

Chicago O'Hare Intl

Wed 21/1

7:15 a.m.-3:40 p.m.

1 stop6h 25m

C$ 691

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Sat 17/1

4:15 p.m.-8:10 p.m.

1 stop5h 55m

Chicago O'Hare Intl

Wed 21/1

7:15 a.m.-3:40 p.m.

1 stop6h 25m

C$ 692

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Sat 17/1

4:15 p.m.-9:13 a.m.

2 stops18h 58m

Chicago O'Hare Intl

Wed 21/1

7:15 a.m.-3:40 p.m.

1 stop6h 25m

C$ 749

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Sat 17/1

4:15 p.m.-9:13 a.m.

2 stops18h 58m

Chicago O'Hare Intl

Wed 21/1

7:15 a.m.-3:40 p.m.

1 stop6h 25m

C$ 751

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Sat 17/1

4:15 p.m.-11:39 p.m.

2 stops9h 24m

Chicago O'Hare Intl

Wed 21/1

9:02 a.m.-11:29 p.m.

2 stops12h 27m

C$ 777

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Fri 16/1

4:15 p.m.-8:10 p.m.

1 stop5h 55m

C$ 334

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Fri 16/1

4:15 p.m.-11:39 p.m.

2 stops9h 24m

C$ 428

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 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?

Air Canada and United Airlines are the most popular carriers 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

Fastest flight time	5h 55m
Direct flights	None

The fastest flight from Saint John to Chicago takes 5h 55m

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 55m.
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.