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Cheap flights from Saint John to Chicago from C$ 412

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 7/6. 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

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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
4:30 p.m. - 8:08 p.m.
YSJ
-
ORD
5h 38m
1 stop
Air Canada Logo
8:45 a.m. - 3:40 p.m.
ORD
-
YSJ
4h 55m
1 stop
C$ 737Air Canada
Fri, 22 May - Thu, 28 May
United Airlines Logo
5:40 a.m. - 9:00 a.m.
YSJ
-
ORD
5h 20m
1 stop
United Airlines Logo
2:56 p.m. - 11:50 p.m.
ORD
-
YSJ
6h 54m
1 stop
C$ 840United Airlines
Thu, 25 Jun - Thu, 2 Jul
Air Canada Logo
5:00 a.m. - 12:11 p.m.
YSJ
-
ORD
9h 11m
2 stops
Air Canada Logo
8:45 a.m. - 3:40 p.m.
ORD
-
YSJ
4h 55m
1 stop
C$ 859Air Canada
Fri, 22 May - Thu, 28 May
United Airlines Logo
5:40 a.m. - 9:45 a.m.
YSJ
-
ORD
6h 05m
1 stop
United Airlines Logo
7:10 a.m. - 11:50 p.m.
ORD
-
YSJ
14h 40m
2 stops
C$ 878United Airlines
Thu, 25 Jun - Thu, 2 Jul
United Airlines Logo
12:50 p.m. - 10:06 p.m.
YSJ
-
ORD
11h 16m
2 stops
United Airlines Logo
11:07 a.m. - 11:50 p.m.
ORD
-
YSJ
10h 43m
2 stops
C$ 1,037United Airlines
Thu, 25 Jun - Thu, 2 Jul

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
22 May
YSJ4:30 p.m.Saint John
5h 38m
1 stop
ORD8:08 p.m.Chicago O'Hare Intl
28 May
ORD8:45 a.m.Chicago O'Hare Intl
4h 55m
1 stop
YSJ3:40 p.m.Saint John
C$ 737
Air Canada
22 May
YSJ5:00 a.m.Saint John
9h 11m
2 stops
ORD12:11 p.m.Chicago O'Hare Intl
28 May
ORD8:45 a.m.Chicago O'Hare Intl
4h 55m
1 stop
YSJ3:40 p.m.Saint John
C$ 859

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
25 Jun
YSJ5:40 a.m.Saint John
5h 20m
1 stop
ORD9:00 a.m.Chicago O'Hare Intl
2 Jul
ORD2:56 p.m.Chicago O'Hare Intl
6h 54m
1 stop
YSJ11:50 p.m.Saint John
C$ 840
United Airlines
25 Jun
YSJ5:40 a.m.Saint John
6h 05m
1 stop
ORD9:45 a.m.Chicago O'Hare Intl
2 Jul
ORD7:10 a.m.Chicago O'Hare Intl
14h 40m
2 stops
YSJ11:50 p.m.Saint John
C$ 878
United Airlines
25 Jun
YSJ12:50 p.m.Saint John
11h 16m
2 stops
ORD10:06 p.m.Chicago O'Hare Intl
2 Jul
ORD11:07 a.m.Chicago O'Hare Intl
10h 43m
2 stops
YSJ11:50 p.m.Saint John
C$ 1,037

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 11 May 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
Quickest round-trip

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Fri 22/5

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

1 stop5h 38m

Chicago O'Hare Intl

Thu 28/5

8:45 a.m.-3:40 p.m.

1 stop4h 55m

C$ 737

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Thu 25/6

5:40 a.m.-9:00 a.m.

1 stop5h 20m

Chicago O'Hare Intl

Thu 2/7

2:56 p.m.-11:50 p.m.

1 stop6h 54m

C$ 840

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Fri 22/5

5:00 a.m.-12:11 p.m.

2 stops9h 11m

Chicago O'Hare Intl

Thu 28/5

8:45 a.m.-3:40 p.m.

1 stop4h 55m

C$ 859

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Thu 25/6

5:40 a.m.-9:45 a.m.

1 stop6h 05m

Chicago O'Hare Intl

Thu 2/7

7:10 a.m.-11:50 p.m.

2 stops14h 40m

C$ 878

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Thu 25/6

12:50 p.m.-10:06 p.m.

2 stops11h 16m

Chicago O'Hare Intl

Thu 2/7

11:07 a.m.-11:50 p.m.

2 stops10h 43m

C$ 1,037
Cheapest one-way
Quickest one-way

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Sun 7/6

5:35 a.m.-9:00 a.m.

1 stop5h 25m

C$ 412

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Sun 7/6

5:35 a.m.-11:30 p.m.

2 stops19h 55m

C$ 521

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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?

United Airlines is the most popular carrier 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 20m

Direct flights

None
The fastest flight from Saint John to Chicago O'Hare Intl Airport takes 5h 20m
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.
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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 20m.

  • 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
Des Plaines
Merrillville
Rosemont
Northbrook
Tinley Park
Evanston
Downers Grove
Skokie
Great Lakes
Wheeling
Hammond
Glenview
Harvey
Naperville
Munster
Hoffman Estates
Harvard
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.

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