Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Saint John to Chicago from C$ 443

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Saint John to Chicago departing on 9/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Saint John to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
4:40 p.m. - 8:12 p.m.
YSJ
-
ORD
5h 32m
1 stop
Air Canada Logo
8:45 a.m. - 3:59 p.m.
ORD
-
YSJ
5h 14m
1 stop
C$ 764Air Canada
Mon, 19 Oct - Wed, 21 Oct
Air Canada Logo
11:05 a.m. - 8:21 p.m.
YSJ
-
ORD
11h 16m
2 stops
Air Canada Logo
4:30 p.m. - 11:24 p.m.
ORD
-
YSJ
4h 54m
1 stop
C$ 768Air Canada
Mon, 7 Dec - Wed, 9 Dec
Air Canada Logo
11:05 a.m. - 8:21 p.m.
YSJ
-
ORD
11h 16m
2 stops
Air Canada Logo
4:30 p.m. - 11:24 p.m.
ORD
-
YSJ
4h 54m
1 stop
C$ 769Air Canada
Mon, 7 Dec - Wed, 9 Dec
Air Canada Logo
11:05 a.m. - 8:21 p.m.
YSJ
-
ORD
11h 16m
2 stops
Air Canada Logo
4:30 p.m. - 11:24 p.m.
ORD
-
YSJ
4h 54m
1 stop
C$ 771Air Canada
Mon, 7 Dec - Wed, 9 Dec
United Airlines Logo
4:40 p.m. - 8:12 p.m.
YSJ
-
ORD
5h 32m
1 stop
United Airlines Logo
5:00 a.m. - 3:59 p.m.
ORD
-
YSJ
8h 59m
2 stops
C$ 847United Airlines
Mon, 19 Oct - Wed, 21 Oct
Air Canada Logo
11:05 a.m. - 8:21 p.m.
YSJ
-
ORD
11h 16m
2 stops
Air Canada Logo
11:45 a.m. - 11:24 p.m.
ORD
-
YSJ
9h 39m
2 stops
C$ 852Air Canada
Mon, 7 Dec - Wed, 9 Dec
Air Canada Logo
11:05 a.m. - 8:21 p.m.
YSJ
-
ORD
11h 16m
2 stops
Air Canada Logo
2:00 p.m. - 11:24 p.m.
ORD
-
YSJ
7h 24m
2 stops
C$ 853Air Canada
Mon, 7 Dec - Wed, 9 Dec
Air Canada Logo
4:40 p.m. - 8:05 p.m.
YSJ
-
ORD
5h 25m
1 stop
Air Canada Logo
8:40 a.m. - 4:00 p.m.
ORD
-
YSJ
5h 20m
1 stop
C$ 854Air Canada
Fri, 7 Aug - Fri, 14 Aug
United Airlines Logo
4:40 p.m. - 11:21 p.m.
YSJ
-
ORD
8h 41m
2 stops
United Airlines Logo
6:00 a.m. - 3:59 p.m.
ORD
-
YSJ
7h 59m
2 stops
C$ 856United Airlines
Mon, 19 Oct - Wed, 21 Oct
Air Canada Logo
11:05 a.m. - 8:21 p.m.
YSJ
-
ORD
11h 16m
2 stops
Air Canada Logo
4:30 p.m. - 11:24 p.m.
ORD
-
YSJ
4h 54m
1 stop
C$ 871Air Canada
Mon, 7 Dec - Wed, 9 Dec

Save money when you book flights with momondo

Big names, great deals

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

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

Trusted and free

Trusted and free

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

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

United Airlines flights from Saint John to Chicago O'Hare Intl Airport

Our best United Airlines deals on Saint John to Chicago O'Hare Intl Airport flight tickets
United Airlines
19 Oct
YSJ4:40 p.m.Saint John
5h 32m
1 stop
ORD8:12 p.m.Chicago O'Hare Intl
21 Oct
ORD5:00 a.m.Chicago O'Hare Intl
8h 59m
2 stops
YSJ3:59 p.m.Saint John
C$ 847
United Airlines
19 Oct
YSJ4:40 p.m.Saint John
8h 41m
2 stops
ORD11:21 p.m.Chicago O'Hare Intl
21 Oct
ORD6:00 a.m.Chicago O'Hare Intl
7h 59m
2 stops
YSJ3:59 p.m.Saint John
C$ 856
United Airlines
7 Aug
YSJ4:40 p.m.Saint John
5h 25m
1 stop
ORD8:05 p.m.Chicago O'Hare Intl
14 Aug
ORD11:15 a.m.Chicago O'Hare Intl
11h 40m
2 stops
YSJ12:55 a.m.Saint John
C$ 945

Air Canada flights from Saint John to Chicago O'Hare Intl Airport

Our best Air Canada deals on Saint John to Chicago O'Hare Intl Airport flight tickets
Air Canada
19 Oct
YSJ4:40 p.m.Saint John
5h 32m
1 stop
ORD8:12 p.m.Chicago O'Hare Intl
21 Oct
ORD8:45 a.m.Chicago O'Hare Intl
5h 14m
1 stop
YSJ3:59 p.m.Saint John
C$ 764
Air Canada
7 Dec
YSJ11:05 a.m.Saint John
11h 16m
2 stops
ORD8:21 p.m.Chicago O'Hare Intl
9 Dec
ORD4:30 p.m.Chicago O'Hare Intl
4h 54m
1 stop
YSJ11:24 p.m.Saint John
C$ 768
Air Canada
7 Dec
YSJ11:05 a.m.Saint John
11h 16m
2 stops
ORD8:21 p.m.Chicago O'Hare Intl
9 Dec
ORD4:30 p.m.Chicago O'Hare Intl
4h 54m
1 stop
YSJ11:24 p.m.Saint John
C$ 769

momondo Fare Finder

 
Customize your flight search to find flights from Saint John to Chicago O'Hare Intl Airport 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, momondo users made 96,600 searches. Data last updated 28 June 2026.
Use the filters below to find and compare flights from Saint John to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Mon 19/10

4:40 p.m.-8:12 p.m.

1 stop5h 32m

Chicago O'Hare Intl

Wed 21/10

8:45 a.m.-3:59 p.m.

1 stop5h 14m

C$ 764

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Mon 7/12

11:05 a.m.-8:21 p.m.

2 stops11h 16m

Chicago O'Hare Intl

Wed 9/12

4:30 p.m.-11:24 p.m.

1 stop4h 54m

C$ 768

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Mon 7/12

11:05 a.m.-8:21 p.m.

2 stops11h 16m

Chicago O'Hare Intl

Wed 9/12

4:30 p.m.-11:24 p.m.

1 stop4h 54m

C$ 769

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Mon 7/12

11:05 a.m.-8:21 p.m.

2 stops11h 16m

Chicago O'Hare Intl

Wed 9/12

4:30 p.m.-11:24 p.m.

1 stop4h 54m

C$ 771

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Mon 19/10

4:40 p.m.-8:12 p.m.

1 stop5h 32m

Chicago O'Hare Intl

Wed 21/10

5:00 a.m.-3:59 p.m.

2 stops8h 59m

C$ 847

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Mon 7/12

11:05 a.m.-8:21 p.m.

2 stops11h 16m

Chicago O'Hare Intl

Wed 9/12

11:45 a.m.-11:24 p.m.

2 stops9h 39m

C$ 852

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Mon 7/12

11:05 a.m.-8:21 p.m.

2 stops11h 16m

Chicago O'Hare Intl

Wed 9/12

2:00 p.m.-11:24 p.m.

2 stops7h 24m

C$ 853
Quickest round-trip

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Fri 7/8

4:40 p.m.-8:05 p.m.

1 stop5h 25m

Chicago O'Hare Intl

Fri 14/8

8:40 a.m.-4:00 p.m.

1 stop5h 20m

C$ 854

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Mon 19/10

4:40 p.m.-11:21 p.m.

2 stops8h 41m

Chicago O'Hare Intl

Wed 21/10

6:00 a.m.-3:59 p.m.

2 stops7h 59m

C$ 856

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Mon 7/12

11:05 a.m.-8:21 p.m.

2 stops11h 16m

Chicago O'Hare Intl

Wed 9/12

4:30 p.m.-11:24 p.m.

1 stop4h 54m

C$ 871

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

How to get the cheapest flight ticket from Saint John to Chicago O'Hare Intl Airport

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 O'Hare Intl?

Air Canada and United Airlines are the most popular carriers operating from Saint John to Chicago O'Hare Intl

When to book flights from Saint John to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Saint John to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Saint John to Chicago O'Hare Intl Airport (YSJ to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Saint John to Chicago O'Hare Intl Airport

Fastest flight time

5h 47m

Direct flights

None
The fastest flight from Saint John to Chicago O'Hare Intl Airport takes 5h 47m
There are no direct flights from Saint John to Chicago O'Hare Intl Airport. There are no popular flight routes from Saint John to Chicago O'Hare Intl Airport.
Search flight deals

Frequently asked questions about flying from Saint John to Chicago O'Hare Intl Airport

  • How far is Saint John to Chicago O'Hare Intl by plane?

    Saint John and Chicago O'Hare Intl are 1788.2 km apart from one another. By plane, this route typically takes 5h 47m.

  • When did momondo last update prices for flights from Saint John Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Saint John Airport to Chicago O'Hare Intl Airport were last updated today.

  • How old do you have to be to fly from Saint John Airport to Chicago O'Hare Intl Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Saint John Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The required travel and health documents for your Chicago O'Hare Intl Airport 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 O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Schaumburg
Glenview
Waukegan
Rosemont
Des Plaines
Merrillville
Kenosha
Northbrook
Evanston
Tinley Park
Downers Grove
Great Lakes
Hammond
Harvey
Naperville
Munster
Harvard
Hoffman Estates
Elmhurst
DeKalb

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Saint John to Chicago . Millions of users trust and use momondo every year so you are in good hands.

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

Yes. momondo enables you to select and highlight flights to Chicago from Saint John with this policy.

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

Once all potential Saint John to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Of course. momondo tracks the price of Saint John to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Chicago O'Hare Intl Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Tue 28/7
Tue 4/8
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago