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$ 352 Cheap Flights from Saint John to Chicago in 2026

1 adult

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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.

4:30 p.m. - 8:08 p.m.

YSJ

ORD

5h 38m1 stop

3:45 p.m. - 11:52 p.m.

ORD

YSJ

6h 07m1 stop

C$ 634Air Canada

Fri, 29 May - Mon, 1 Jun

4:30 p.m. - 8:08 p.m.

YSJ

ORD

5h 38m1 stop

3:45 p.m. - 11:52 p.m.

ORD

YSJ

6h 07m1 stop

C$ 636Air Canada

Fri, 29 May - Mon, 1 Jun

4:30 p.m. - 9:00 a.m.

YSJ

ORD

18h 30m2 stops

2:15 p.m. - 11:52 p.m.

ORD

YSJ

7h 37m1 stop

C$ 697Air Canada

Fri, 29 May - Mon, 1 Jun

4:30 p.m. - 9:00 a.m.

YSJ

ORD

18h 30m2 stops

2:15 p.m. - 11:52 p.m.

ORD

YSJ

7h 37m1 stop

C$ 699Air Canada

Fri, 29 May - Mon, 1 Jun

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

YSJ

ORD

5h 55m1 stop

2:00 p.m. - 11:29 p.m.

ORD

YSJ

7h 29m1 stop

C$ 709Air Canada

Wed, 11 Mar - Sat, 21 Mar

4:15 p.m. - 11:44 p.m.

YSJ

ORD

9h 29m2 stops

8:00 a.m. - 11:29 p.m.

ORD

YSJ

13h 29m1 stop

C$ 770United Airlines

Wed, 11 Mar - Sat, 21 Mar

4:30 p.m. - 11:42 p.m.

YSJ

ORD

9h 12m2 stops

1:12 p.m. - 11:52 p.m.

ORD

YSJ

8h 40m2 stops

C$ 1,019United Airlines

Fri, 29 May - Mon, 1 Jun

4:30 p.m. - 11:42 p.m.

YSJ

ORD

9h 12m2 stops

1:12 p.m. - 11:52 p.m.

ORD

YSJ

8h 40m2 stops

C$ 1,045United Airlines

Fri, 29 May - Mon, 1 Jun

4:30 p.m. - 11:42 p.m.

YSJ

ORD

9h 12m2 stops

11:15 a.m. - 11:52 p.m.

ORD

YSJ

10h 37m2 stops

C$ 1,109United Airlines

Fri, 29 May - Mon, 1 Jun

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

YSJ

ORD

21h 15m2 stops

5:53 p.m. - 11:30 a.m.

ORD

YSJ

39h 37m3 stops

C$ 1,453Multiple Airlines

Wed, 11 Mar - Sat, 21 Mar

Air Canada flights from Saint John to Chicago

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

Air Canada

29 May

YSJ4:30 p.m.Saint John

5h 38m

1 stop

ORD8:08 p.m.Chicago O'Hare Intl

1 Jun

ORD2:15 p.m.Chicago O'Hare Intl

7h 37m

1 stop

YSJ11:52 p.m.Saint John

C$ 633

Find similar

Air Canada

29 May

YSJ4:30 p.m.Saint John

5h 38m

1 stop

ORD8:08 p.m.Chicago O'Hare Intl

1 Jun

ORD3:45 p.m.Chicago O'Hare Intl

6h 07m

1 stop

YSJ11:52 p.m.Saint John

C$ 634

Find similar

Air Canada

29 May

YSJ4:30 p.m.Saint John

18h 30m

2 stops

ORD9:00 a.m.Chicago O'Hare Intl

1 Jun

ORD3:45 p.m.Chicago O'Hare Intl

6h 07m

1 stop

YSJ11:52 p.m.Saint John

C$ 695

Find similar

United Airlines flights from Saint John to Chicago

Our best United Airlines deals on Saint John to Chicago flight tickets

United Airlines

29 May

YSJ4:30 p.m.Saint John

9h 12m

2 stops

ORD11:42 p.m.Chicago O'Hare Intl

1 Jun

ORD1:12 p.m.Chicago O'Hare Intl

8h 40m

2 stops

YSJ11:52 p.m.Saint John

C$ 1,041

Find similar

United Airlines

29 May

YSJ4:30 p.m.Saint John

9h 12m

2 stops

ORD11:42 p.m.Chicago O'Hare Intl

1 Jun

ORD1:12 p.m.Chicago O'Hare Intl

8h 40m

2 stops

YSJ11:52 p.m.Saint John

C$ 1,045

Find similar

United Airlines

29 May

YSJ4:30 p.m.Saint John

9h 12m

2 stops

ORD11:42 p.m.Chicago O'Hare Intl

1 Jun

ORD11:15 a.m.Chicago O'Hare Intl

10h 37m

2 stops

YSJ11:52 p.m.Saint John

C$ 1,109

Find similar

Fly from

Fly to

Route

Depart

Return

Price

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Fri 29/5

4:30 p.m.-8:08 p.m.

1 stop5h 38m

Chicago O'Hare Intl

Mon 1/6

3:45 p.m.-11:52 p.m.

1 stop6h 07m

C$ 634

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Fri 29/5

4:30 p.m.-8:08 p.m.

1 stop5h 38m

Chicago O'Hare Intl

Mon 1/6

3:45 p.m.-11:52 p.m.

1 stop6h 07m

C$ 636

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Fri 29/5

4:30 p.m.-9:00 a.m.

2 stops18h 30m

Chicago O'Hare Intl

Mon 1/6

2:15 p.m.-11:52 p.m.

1 stop7h 37m

C$ 697

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Fri 29/5

4:30 p.m.-9:00 a.m.

2 stops18h 30m

Chicago O'Hare Intl

Mon 1/6

2:15 p.m.-11:52 p.m.

1 stop7h 37m

C$ 699

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Wed 11/3

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

1 stop5h 55m

Chicago O'Hare Intl

Sat 21/3

2:00 p.m.-11:29 p.m.

1 stop7h 29m

C$ 709

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Wed 11/3

4:15 p.m.-11:44 p.m.

2 stops9h 29m

Chicago O'Hare Intl

Sat 21/3

8:00 a.m.-11:29 p.m.

1 stop13h 29m

C$ 770

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Fri 29/5

4:30 p.m.-11:42 p.m.

2 stops9h 12m

Chicago O'Hare Intl

Mon 1/6

1:12 p.m.-11:52 p.m.

2 stops8h 40m

C$ 1,019

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Fri 29/5

4:30 p.m.-11:42 p.m.

2 stops9h 12m

Chicago O'Hare Intl

Mon 1/6

1:12 p.m.-11:52 p.m.

2 stops8h 40m

C$ 1,045

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Fri 29/5

4:30 p.m.-11:42 p.m.

2 stops9h 12m

Chicago O'Hare Intl

Mon 1/6

11:15 a.m.-11:52 p.m.

2 stops10h 37m

C$ 1,109

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Wed 11/3

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

2 stops21h 15m

Chicago O'Hare Intl

Sat 21/3

5:53 p.m.-11:30 a.m.

3 stops39h 37m

C$ 1,453

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 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 38m
Direct flights	None

The fastest flight from Saint John to Chicago takes 5h 38m

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 38m.
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.