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Cheap flights from Saint John to Chicago from C$ 503

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 24/8. 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
5:00 a.m. - 9:00 a.m.YSJ  Saint John-ORD Chicago O'Hare Intl
6h 00m1 stop Toronto Pearson Intl
Air Canada Logo
3:45 p.m. - 11:51 p.m.ORD  Chicago O'Hare Intl-YSJ Saint John
6h 06m1 stop Toronto Pearson Intl
C$ 748Air Canada
Sat, 5 Sep - Sat, 12 Sep
Air Canada Logo
4:40 p.m. - 8:12 p.m.YSJ  Saint John-ORD Chicago O'Hare Intl
5h 32m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
8:45 a.m. - 3:59 p.m.ORD  Chicago O'Hare Intl-YSJ Saint John
5h 14m1 stop Montreal Pierre Elliott Trudeau Intl
C$ 748Air Canada
Thu, 24 Sep - Thu, 1 Oct
Air Canada Logo
12:50 p.m. - 4:57 p.m.YSJ  Saint John-ORD Chicago O'Hare Intl
6h 07m1 stop Toronto Pearson Intl
Air Canada Logo
3:45 p.m. - 1:25 a.m.ORD  Chicago O'Hare Intl-YSJ Saint John
7h 40m1 stop Toronto Pearson Intl
C$ 779Air Canada
Fri, 28 Aug - Tue, 1 Sep
Air Canada Logo
4:40 p.m. - 8:05 p.m.YSJ  Saint John-ORD Chicago O'Hare Intl
5h 25m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
8:40 a.m. - 4:00 p.m.ORD  Chicago O'Hare Intl-YSJ Saint John
5h 20m1 stop Montreal Pierre Elliott Trudeau Intl
C$ 798Air Canada
Fri, 28 Aug - Mon, 31 Aug
Air Canada Logo
12:50 p.m. - 4:57 p.m.YSJ  Saint John-ORD Chicago O'Hare Intl
6h 07m1 stop Toronto Pearson Intl
Air Canada Logo
3:45 p.m. - 1:25 a.m.ORD  Chicago O'Hare Intl-YSJ Saint John
7h 40m1 stop Toronto Pearson Intl
C$ 839Air Canada
Fri, 28 Aug - Tue, 1 Sep
Air Canada Logo
5:00 a.m. - 8:55 a.m.YSJ  Saint John-ORD Chicago O'Hare Intl
5h 55m1 stop Toronto Pearson Intl
Air Canada Logo
5:35 p.m. - 1:25 a.m.ORD  Chicago O'Hare Intl-YSJ Saint John
5h 50m1 stop Toronto Pearson Intl
C$ 839Air Canada
Thu, 27 Aug - Tue, 1 Sep
Air Canada Logo
12:50 p.m. - 4:57 p.m.YSJ  Saint John-ORD Chicago O'Hare Intl
6h 07m1 stop Toronto Pearson Intl
Air Canada Logo
3:45 p.m. - 1:25 a.m.ORD  Chicago O'Hare Intl-YSJ Saint John
7h 40m1 stop Toronto Pearson Intl
C$ 847Air Canada
Fri, 28 Aug - Tue, 1 Sep
Air Canada Logo
5:00 a.m. - 9:00 a.m.YSJ  Saint John-ORD Chicago O'Hare Intl
6h 00m1 stop Toronto Pearson Intl
Air Canada Logo
8:50 a.m. - 11:51 p.m.ORD  Chicago O'Hare Intl-YSJ Saint John
13h 01m2 stops Washington, D.C. Dulles Intl Toronto Pearson Intl
C$ 872Air Canada
Tue, 22 Sep - Sat, 26 Sep
Air Canada Logo
5:00 a.m. - 9:00 a.m.YSJ  Saint John-ORD Chicago O'Hare Intl
6h 00m1 stop Toronto Pearson Intl
Air Canada Logo
2:15 p.m. - 11:51 p.m.ORD  Chicago O'Hare Intl-YSJ Saint John
7h 36m1 stop Toronto Pearson Intl
C$ 872Air Canada
Tue, 22 Sep - Sat, 26 Sep
Multiple Airlines Logo
5:00 a.m. - 2:27 p.m.YSJ  Saint John-ORD Chicago O'Hare Intl
11h 27m2 stops Toronto Pearson Intl Washington, D.C. Dulles Intl
Multiple Airlines Logo
5:35 p.m. - 1:25 a.m.ORD  Chicago O'Hare Intl-YSJ Saint John
5h 50m1 stop Toronto Pearson Intl
C$ 979Multiple Airlines
Fri, 28 Aug - Tue, 1 Sep

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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
5 Sep
YSJ5:00 a.m.Saint John
6h 00m
1 stop
ORD9:00 a.m.Chicago O'Hare Intl
12 Sep
ORD3:45 p.m.Chicago O'Hare Intl
6h 06m
1 stop
YSJ11:51 p.m.Saint John
C$ 748
Air Canada
28 Aug
YSJ12:50 p.m.Saint John
6h 07m
1 stop
ORD4:57 p.m.Chicago O'Hare Intl
1 Sep
ORD3:45 p.m.Chicago O'Hare Intl
7h 40m
1 stop
YSJ1:25 a.m.Saint John
C$ 779
Air Canada
28 Aug
YSJ4:40 p.m.Saint John
5h 25m
1 stop
ORD8:05 p.m.Chicago O'Hare Intl
31 Aug
ORD8:40 a.m.Chicago O'Hare Intl
5h 20m
1 stop
YSJ4:00 p.m.Saint John
C$ 798

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
5 Sep
YSJ4:40 p.m.Saint John
5h 25m
1 stop
ORD8:05 p.m.Chicago O'Hare Intl
12 Sep
ORD5:00 a.m.Chicago O'Hare Intl
8h 59m
2 stops
YSJ3:59 p.m.Saint John
C$ 1,027
United Airlines
5 Sep
YSJ4:40 p.m.Saint John
8h 42m
2 stops
ORD11:22 p.m.Chicago O'Hare Intl
12 Sep
ORD6:00 a.m.Chicago O'Hare Intl
7h 59m
2 stops
YSJ3:59 p.m.Saint John
C$ 1,035
United Airlines
16 Oct
YSJ4:40 p.m.Saint John
5h 32m
1 stop
ORD8:12 p.m.Chicago O'Hare Intl
18 Oct
ORD5:59 a.m.Chicago O'Hare Intl
8h 00m
2 stops
YSJ3:59 p.m.Saint John
C$ 1,313

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 12 August 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 Saint John - ORD Chicago O'Hare Intl

YSJORD

Saint John

Sat 5/9

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

1 stop6h 00m

Chicago O'Hare Intl

Sat 12/9

3:45 p.m.-11:51 p.m.

1 stop6h 06m

C$ 748

Saint JohnChicago

YSJ Saint John - ORD Chicago O'Hare Intl

YSJORD

Saint John

Thu 24/9

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

1 stop5h 32m

Chicago O'Hare Intl

Thu 1/10

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

1 stop5h 14m

C$ 748

Saint JohnChicago

YSJ Saint John - ORD Chicago O'Hare Intl

YSJORD

Saint John

Fri 28/8

12:50 p.m.-4:57 p.m.

1 stop6h 07m

Chicago O'Hare Intl

Tue 1/9

3:45 p.m.-1:25 a.m.

1 stop7h 40m

C$ 779
Quickest round-trip

Saint JohnChicago

YSJ Saint John - ORD Chicago O'Hare Intl

YSJORD

Saint John

Fri 28/8

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

1 stop5h 25m

Chicago O'Hare Intl

Mon 31/8

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

1 stop5h 20m

C$ 798

Saint JohnChicago

YSJ Saint John - ORD Chicago O'Hare Intl

YSJORD

Saint John

Fri 28/8

12:50 p.m.-4:57 p.m.

1 stop6h 07m

Chicago O'Hare Intl

Tue 1/9

3:45 p.m.-1:25 a.m.

1 stop7h 40m

C$ 839

Saint JohnChicago

YSJ Saint John - ORD Chicago O'Hare Intl

YSJORD

Saint John

Thu 27/8

5:00 a.m.-8:55 a.m.

1 stop5h 55m

Chicago O'Hare Intl

Tue 1/9

5:35 p.m.-1:25 a.m.

1 stop5h 50m

C$ 839

Saint JohnChicago

YSJ Saint John - ORD Chicago O'Hare Intl

YSJORD

Saint John

Fri 28/8

12:50 p.m.-4:57 p.m.

1 stop6h 07m

Chicago O'Hare Intl

Tue 1/9

3:45 p.m.-1:25 a.m.

1 stop7h 40m

C$ 847

Saint JohnChicago

YSJ Saint John - ORD Chicago O'Hare Intl

YSJORD

Saint John

Tue 22/9

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

1 stop6h 00m

Chicago O'Hare Intl

Sat 26/9

8:50 a.m.-11:51 p.m.

2 stops13h 01m

C$ 872

Saint JohnChicago

YSJ Saint John - ORD Chicago O'Hare Intl

YSJORD

Saint John

Tue 22/9

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

1 stop6h 00m

Chicago O'Hare Intl

Sat 26/9

2:15 p.m.-11:51 p.m.

1 stop7h 36m

C$ 872

Saint JohnChicago

YSJ Saint John - ORD Chicago O'Hare Intl

YSJORD

Saint John

Fri 28/8

5:00 a.m.-2:27 p.m.

2 stops11h 27m

Chicago O'Hare Intl

Tue 1/9

5:35 p.m.-1:25 a.m.

1 stop5h 50m

C$ 979

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 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 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 25m

Direct flights

None
The fastest flight from Saint John to Chicago O'Hare Intl Airport takes 5h 25m
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 25m.

  • 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.

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Elmhurst

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.

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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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