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Cheap flights from Saint John to Chicago from C$ 659

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Saint John to Chicago departing on 16/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Saint John to Chicago (YSJ-ORD)

Cheap round-trip flights

Air Canada Logo
11:35 a.m. - 2:55 p.m.YSJ-ORD
5h 20m1 stop
Air Canada Logo
3:50 p.m. - 11:51 p.m.ORD-YSJ
6h 01m1 stop
C$ 659Air Canada
Find Deal
Thu, 16 Oct - Mon, 20 Oct
Air Canada Logo
5:55 a.m. - 10:53 a.m.YSJ-ORD
6h 58m1 stop
Air Canada Logo
9:55 a.m. - 5:40 p.m.ORD-YSJ
5h 45m1 stop
C$ 672Air Canada
Find Deal
Tue, 30 Sep - Tue, 7 Oct
United Airlines Logo
11:35 a.m. - 2:55 p.m.YSJ-ORD
5h 20m1 stop
United Airlines Logo
10:45 a.m. - 11:51 p.m.ORD-YSJ
11h 06m2 stops
C$ 754United Airlines
Find Deal
Thu, 16 Oct - Mon, 20 Oct
United Airlines Logo
11:30 a.m. - 7:58 p.m.YSJ-ORD
10h 28m2 stops
United Airlines Logo
4:42 p.m. - 11:51 p.m.ORD-YSJ
5h 09m1 stop
C$ 763United Airlines
Find Deal
Tue, 30 Sep - Tue, 7 Oct
United Airlines Logo
11:35 a.m. - 9:15 p.m.YSJ-ORD
11h 40m2 stops
United Airlines Logo
10:45 a.m. - 11:51 p.m.ORD-YSJ
11h 06m2 stops
C$ 790United Airlines
Find Deal
Thu, 16 Oct - Mon, 20 Oct
Logo
12:00 p.m. - 9:58 p.m.YSJ-ORD
35h 58m3 stops
Logo
5:05 a.m. - 11:30 a.m.ORD-YSJ
28h 25m3 stops
C$ 1,238
Find Deal
Tue, 30 Sep - Tue, 7 Oct

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
16 Oct
YSJ11:35 a.m.Saint John
5h 20m
1 stop
ORD2:55 p.m.Chicago O'Hare Intl
20 Oct
ORD10:45 a.m.Chicago O'Hare Intl
11h 06m
2 stops
YSJ11:51 p.m.Saint John
C$ 754
Find similar
United Airlines
30 Sep
YSJ11:30 a.m.Saint John
10h 28m
2 stops
ORD7:58 p.m.Chicago O'Hare Intl
7 Oct
ORD4:42 p.m.Chicago O'Hare Intl
5h 09m
1 stop
YSJ11:51 p.m.Saint John
C$ 763
Find similar
United Airlines
16 Oct
YSJ11:35 a.m.Saint John
11h 40m
2 stops
ORD9:15 p.m.Chicago O'Hare Intl
20 Oct
ORD10:45 a.m.Chicago O'Hare Intl
11h 06m
2 stops
YSJ11:51 p.m.Saint John
C$ 790
Find similar

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
16 Oct
YSJ11:35 a.m.Saint John
5h 20m
1 stop
ORD2:55 p.m.Chicago O'Hare Intl
20 Oct
ORD3:50 p.m.Chicago O'Hare Intl
6h 01m
1 stop
YSJ11:51 p.m.Saint John
C$ 659
Find similar
Air Canada
30 Sep
YSJ5:55 a.m.Saint John
6h 58m
1 stop
ORD10:53 a.m.Chicago O'Hare Intl
7 Oct
ORD9:55 a.m.Chicago O'Hare Intl
5h 45m
1 stop
YSJ5:40 p.m.Saint John
C$ 672
Find similar

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 18 August 2025.
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

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Thu 16/10

11:35 a.m.-2:55 p.m.

1 stop5h 20m

Chicago O'Hare Intl

Mon 20/10

3:50 p.m.-11:51 p.m.

1 stop6h 01m

C$ 659

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Tue 30/9

5:55 a.m.-10:53 a.m.

1 stop6h 58m

Chicago O'Hare Intl

Tue 7/10

9:55 a.m.-5:40 p.m.

1 stop5h 45m

C$ 672

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Thu 16/10

11:35 a.m.-2:55 p.m.

1 stop5h 20m

Chicago O'Hare Intl

Mon 20/10

10:45 a.m.-11:51 p.m.

2 stops11h 06m

C$ 754

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Tue 30/9

11:30 a.m.-7:58 p.m.

2 stops10h 28m

Chicago O'Hare Intl

Tue 7/10

4:42 p.m.-11:51 p.m.

1 stop5h 09m

C$ 763

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Thu 16/10

11:35 a.m.-9:15 p.m.

2 stops11h 40m

Chicago O'Hare Intl

Mon 20/10

10:45 a.m.-11:51 p.m.

2 stops11h 06m

C$ 790

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Tue 30/9

12:00 p.m.-9:58 p.m.

3 stops35h 58m

Chicago O'Hare Intl

Tue 7/10

5:05 a.m.-11:30 a.m.

3 stops28h 25m

C$ 1,238

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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

Best price found

C$ 659

Fastest flight time

5h 20m

Direct flights

None
The best flight deal from Saint John to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is C$ 659
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. Popular non-direct route for this connection is Saint John Airport - Chicago O'Hare Intl Airport.
Search flight deals

  • 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.

  • How do I get Price Alerts for flights from Saint John to Chicago O'Hare Intl Airport?

    Price Alerts will notify you by email when the price for flights to Chicago O'Hare Intl Airport from Saint John decreases. To activate this, select your desired travel dates and search for offers. While browsing through offers you’ll see the Price Alert widget toggle. Click it to turn on notifications.

  • How can I save money on flights from Saint John to Chicago O'Hare Intl Airport with momondo?

    By using tools like our “Price Calendar”, you can see the best day to fly round-trip for your travels. Our “Price Forecast” tool uses AI to predict whether you should purchase or hold off on booking for potentially cheaper prices. Explore shows you all flight options from a city or airport to build your own unique adventure. The Discover blog also provides valuable insights for saving money while booking your experience. After searching you can toggle on “Price Alerts” to track prices for your desired flight and book at the ideal moment.

  • How does momondo find its flight prices?

    We aggregate our prices from over 700+ competitors from airlines to OTAs. We operate in over 30 markets worldwide to show you a wide range of travel options.

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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.

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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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