Cheap flights from Saint John to Chicago from C$ 364

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 13/5. 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

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Cheap round-trip flights

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Air Canada Logo
5:35 a.m. - 9:05 a.m.
YSJ
-
ORD
5h 30m
1 stop
Air Canada Logo
2:15 p.m. - 11:52 p.m.
ORD
-
YSJ
7h 37m
1 stop
C$ 720Air Canada
Thu, 11 Jun - Mon, 15 Jun
Air Canada Logo
12:20 p.m. - 4:59 p.m.
YSJ
-
ORD
6h 39m
1 stop
Air Canada Logo
2:15 p.m. - 11:52 p.m.
ORD
-
YSJ
7h 37m
1 stop
C$ 727Air Canada
Wed, 10 Jun - Mon, 15 Jun
Air Canada Logo
4:30 p.m. - 8:08 p.m.
YSJ
-
ORD
5h 38m
1 stop
Air Canada Logo
8:20 p.m. - 11:55 a.m.
ORD
-
YSJ
13h 35m
1 stop
C$ 754Air Canada
Fri, 8 May - Fri, 15 May
Air Canada Logo
5:35 a.m. - 9:05 a.m.
YSJ
-
ORD
5h 30m
1 stop
Air Canada Logo
8:20 p.m. - 11:27 a.m.
ORD
-
YSJ
13h 07m
1 stop
C$ 761Air Canada
Wed, 10 Jun - Thu, 11 Jun
United Airlines Logo
4:30 p.m. - 8:08 p.m.
YSJ
-
ORD
5h 38m
1 stop
United Airlines Logo
9:35 p.m. - 3:40 p.m.
ORD
-
YSJ
16h 05m
2 stops
C$ 786United Airlines
Fri, 8 May - Fri, 15 May
United Airlines Logo
4:30 p.m. - 11:26 p.m.
YSJ
-
ORD
8h 56m
2 stops
United Airlines Logo
2:15 p.m. - 11:52 p.m.
ORD
-
YSJ
7h 37m
1 stop
C$ 802United Airlines
Wed, 10 Jun - Mon, 15 Jun
United Airlines Logo
12:20 p.m. - 11:30 p.m.
YSJ
-
ORD
13h 10m
2 stops
United Airlines Logo
2:56 p.m. - 11:52 p.m.
ORD
-
YSJ
6h 56m
1 stop
C$ 807United Airlines
Wed, 10 Jun - Thu, 11 Jun
United Airlines Logo
12:20 p.m. - 4:59 p.m.
YSJ
-
ORD
6h 39m
1 stop
United Airlines Logo
6:00 a.m. - 11:52 p.m.
ORD
-
YSJ
15h 52m
2 stops
C$ 825United Airlines
Thu, 11 Jun - Mon, 15 Jun
United Airlines Logo
12:50 p.m. - 11:37 p.m.
YSJ
-
ORD
12h 47m
2 stops
United Airlines Logo
5:00 a.m. - 3:40 p.m.
ORD
-
YSJ
8h 40m
2 stops
C$ 832United Airlines
Fri, 8 May - Fri, 15 May
United Airlines Logo
4:30 p.m. - 11:26 p.m.
YSJ
-
ORD
8h 56m
2 stops
United Airlines Logo
11:03 a.m. - 11:52 p.m.
ORD
-
YSJ
10h 49m
2 stops
C$ 1,022United Airlines
Thu, 11 Jun - Mon, 15 Jun

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
8 May
YSJ4:30 p.m.Saint John
5h 38m
1 stop
ORD8:08 p.m.Chicago O'Hare Intl
15 May
ORD9:35 p.m.Chicago O'Hare Intl
16h 05m
2 stops
YSJ3:40 p.m.Saint John
C$ 786
United Airlines
10 Jun
YSJ4:30 p.m.Saint John
8h 56m
2 stops
ORD11:26 p.m.Chicago O'Hare Intl
15 Jun
ORD2:15 p.m.Chicago O'Hare Intl
7h 37m
1 stop
YSJ11:52 p.m.Saint John
C$ 802
United Airlines
10 Jun
YSJ12:20 p.m.Saint John
13h 10m
2 stops
ORD11:30 p.m.Chicago O'Hare Intl
11 Jun
ORD2:56 p.m.Chicago O'Hare Intl
6h 56m
1 stop
YSJ11:52 p.m.Saint John
C$ 807

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
11 Jun
YSJ5:35 a.m.Saint John
5h 30m
1 stop
ORD9:05 a.m.Chicago O'Hare Intl
15 Jun
ORD2:15 p.m.Chicago O'Hare Intl
7h 37m
1 stop
YSJ11:52 p.m.Saint John
C$ 720
Air Canada
10 Jun
YSJ12:20 p.m.Saint John
6h 39m
1 stop
ORD4:59 p.m.Chicago O'Hare Intl
15 Jun
ORD2:15 p.m.Chicago O'Hare Intl
7h 37m
1 stop
YSJ11:52 p.m.Saint John
C$ 727
Air Canada
8 May
YSJ4:30 p.m.Saint John
5h 38m
1 stop
ORD8:08 p.m.Chicago O'Hare Intl
15 May
ORD8:20 p.m.Chicago O'Hare Intl
13h 35m
1 stop
YSJ11:55 a.m.Saint John
C$ 754

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 29 March 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

Thu 11/6

5:35 a.m.-9:05 a.m.

1 stop5h 30m

Chicago O'Hare Intl

Mon 15/6

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

1 stop7h 37m

C$ 720

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Wed 10/6

12:20 p.m.-4:59 p.m.

1 stop6h 39m

Chicago O'Hare Intl

Mon 15/6

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

1 stop7h 37m

C$ 727

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Fri 8/5

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

1 stop5h 38m

Chicago O'Hare Intl

Fri 15/5

8:20 p.m.-11:55 a.m.

1 stop13h 35m

C$ 754

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Wed 10/6

5:35 a.m.-9:05 a.m.

1 stop5h 30m

Chicago O'Hare Intl

Thu 11/6

8:20 p.m.-11:27 a.m.

1 stop13h 07m

C$ 761

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Fri 8/5

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

1 stop5h 38m

Chicago O'Hare Intl

Fri 15/5

9:35 p.m.-3:40 p.m.

2 stops16h 05m

C$ 786

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Wed 10/6

4:30 p.m.-11:26 p.m.

2 stops8h 56m

Chicago O'Hare Intl

Mon 15/6

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

1 stop7h 37m

C$ 802

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Wed 10/6

12:20 p.m.-11:30 p.m.

2 stops13h 10m

Chicago O'Hare Intl

Thu 11/6

2:56 p.m.-11:52 p.m.

1 stop6h 56m

C$ 807

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Thu 11/6

12:20 p.m.-4:59 p.m.

1 stop6h 39m

Chicago O'Hare Intl

Mon 15/6

6:00 a.m.-11:52 p.m.

2 stops15h 52m

C$ 825

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Fri 8/5

12:50 p.m.-11:37 p.m.

2 stops12h 47m

Chicago O'Hare Intl

Fri 15/5

5:00 a.m.-3:40 p.m.

2 stops8h 40m

C$ 832

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Thu 11/6

4:30 p.m.-11:26 p.m.

2 stops8h 56m

Chicago O'Hare Intl

Mon 15/6

11:03 a.m.-11:52 p.m.

2 stops10h 49m

C$ 1,022

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first
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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

7h 46m

Direct flights

None
The fastest flight from Saint John to Chicago O'Hare Intl Airport takes 7h 46m
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.
  • 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 7h 46m.

  • 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?

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Elmhurst
DeKalb
Harvard
Oak Brook
Kankakee

Why use momondo?

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

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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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Tue 28/4
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