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Cheap flights from Saint John to Chicago from $263

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 3/4. 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

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
4:30 pm - 8:08 pm
YSJ
-
ORD
5h 38m
1 stop
Air Canada Logo
2:15 pm - 11:52 pm
ORD
-
YSJ
7h 37m
1 stop
$504Air Canada
vie., may. 29 - lun., jun. 1
Air Canada Logo
4:15 pm - 8:10 pm
YSJ
-
ORD
5h 55m
1 stop
Air Canada Logo
4:15 pm - 11:52 pm
ORD
-
YSJ
5h 37m
1 stop
$534Air Canada
lun., mar. 23 - mié., abr. 1
Air Canada Logo
4:15 pm - 8:10 pm
YSJ
-
ORD
5h 55m
1 stop
Air Canada Logo
4:15 pm - 11:52 pm
ORD
-
YSJ
5h 37m
1 stop
$535Air Canada
lun., mar. 23 - mié., abr. 1
Air Canada Logo
4:30 pm - 9:00 am
YSJ
-
ORD
18h 30m
2 stops
Air Canada Logo
2:15 pm - 11:52 pm
ORD
-
YSJ
7h 37m
1 stop
$549Air Canada
vie., may. 29 - lun., jun. 1
Air Canada Logo
4:30 pm - 9:00 am
YSJ
-
ORD
18h 30m
2 stops
Air Canada Logo
2:15 pm - 11:52 pm
ORD
-
YSJ
7h 37m
1 stop
$580Air Canada
vie., may. 29 - lun., jun. 1
United Airlines Logo
4:15 pm - 8:10 pm
YSJ
-
ORD
5h 55m
1 stop
United Airlines Logo
9:18 pm - 11:10 am
ORD
-
YSJ
11h 52m
2 stops
$582United Airlines
lun., mar. 23 - mié., abr. 1
United Airlines Logo
4:15 pm - 7:50 am
YSJ
-
ORD
17h 35m
2 stops
United Airlines Logo
9:18 pm - 11:10 am
ORD
-
YSJ
11h 52m
2 stops
$587United Airlines
lun., mar. 23 - mié., abr. 1
United Airlines Logo
5:40 am - 9:13 am
YSJ
-
ORD
5h 33m
1 stop
United Airlines Logo
9:18 pm - 11:10 am
ORD
-
YSJ
11h 52m
2 stops
$588United Airlines
lun., mar. 23 - mié., abr. 1
United Airlines Logo
4:15 pm - 9:50 am
YSJ
-
ORD
19h 35m
2 stops
United Airlines Logo
9:18 pm - 11:10 am
ORD
-
YSJ
11h 52m
2 stops
$589United Airlines
lun., mar. 23 - mié., abr. 1
United Airlines Logo
4:30 pm - 11:42 pm
YSJ
-
ORD
9h 12m
2 stops
United Airlines Logo
1:12 pm - 11:52 pm
ORD
-
YSJ
8h 40m
2 stops
$715United Airlines
vie., may. 29 - lun., jun. 1

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
Mar 23
YSJ4:15 pmSaint John
5h 55m
1 stop
ORD8:10 pmChicago O'Hare Intl
Apr 1
ORD9:18 pmChicago O'Hare Intl
11h 52m
2 stops
YSJ11:10 amSaint John
$582
United Airlines
Mar 23
YSJ4:15 pmSaint John
17h 35m
2 stops
ORD7:50 amChicago O'Hare Intl
Apr 1
ORD9:18 pmChicago O'Hare Intl
11h 52m
2 stops
YSJ11:10 amSaint John
$587
United Airlines
Mar 23
YSJ5:40 amSaint John
5h 33m
1 stop
ORD9:13 amChicago O'Hare Intl
Apr 1
ORD9:18 pmChicago O'Hare Intl
11h 52m
2 stops
YSJ11:10 amSaint John
$588

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
May 29
YSJ4:30 pmSaint John
5h 38m
1 stop
ORD8:08 pmChicago O'Hare Intl
Jun 1
ORD2:15 pmChicago O'Hare Intl
7h 37m
1 stop
YSJ11:52 pmSaint John
$504
Air Canada
Mar 23
YSJ4:15 pmSaint John
5h 55m
1 stop
ORD8:10 pmChicago O'Hare Intl
Apr 1
ORD4:15 pmChicago O'Hare Intl
5h 37m
1 stop
YSJ11:52 pmSaint John
$534
Air Canada
Mar 23
YSJ4:15 pmSaint John
5h 55m
1 stop
ORD8:10 pmChicago O'Hare Intl
Apr 1
ORD4:15 pmChicago O'Hare Intl
5h 37m
1 stop
YSJ11:52 pmSaint John
$535

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 832,500 searches. Data last updated enero 20, 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

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

vie. 5/29

4:30 pm-8:08 pm

1 stop5h 38m

Chicago O'Hare Intl

lun. 6/1

2:15 pm-11:52 pm

1 stop7h 37m

$504

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

lun. 3/23

4:15 pm-8:10 pm

1 stop5h 55m

Chicago O'Hare Intl

mié. 4/1

4:15 pm-11:52 pm

1 stop5h 37m

$534

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

lun. 3/23

4:15 pm-8:10 pm

1 stop5h 55m

Chicago O'Hare Intl

mié. 4/1

4:15 pm-11:52 pm

1 stop5h 37m

$535

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

vie. 5/29

4:30 pm-9:00 am

2 stops18h 30m

Chicago O'Hare Intl

lun. 6/1

2:15 pm-11:52 pm

1 stop7h 37m

$549

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

vie. 5/29

4:30 pm-9:00 am

2 stops18h 30m

Chicago O'Hare Intl

lun. 6/1

2:15 pm-11:52 pm

1 stop7h 37m

$580

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

lun. 3/23

4:15 pm-8:10 pm

1 stop5h 55m

Chicago O'Hare Intl

mié. 4/1

9:18 pm-11:10 am

2 stops11h 52m

$582

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

lun. 3/23

4:15 pm-7:50 am

2 stops17h 35m

Chicago O'Hare Intl

mié. 4/1

9:18 pm-11:10 am

2 stops11h 52m

$587

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

lun. 3/23

5:40 am-9:13 am

1 stop5h 33m

Chicago O'Hare Intl

mié. 4/1

9:18 pm-11:10 am

2 stops11h 52m

$588

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

lun. 3/23

4:15 pm-9:50 am

2 stops19h 35m

Chicago O'Hare Intl

mié. 4/1

9:18 pm-11:10 am

2 stops11h 52m

$589

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

vie. 5/29

4:30 pm-11:42 pm

2 stops9h 12m

Chicago O'Hare Intl

lun. 6/1

1:12 pm-11:52 pm

2 stops8h 40m

$715

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 resultsSorted by cheapest first
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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 35m

Direct flights

None
The fastest flight from Saint John to Chicago O'Hare Intl Airport takes 5h 35m
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

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

    There are 1111.2 mi between Saint John and Chicago O'Hare Intl. Flights usually cover this in 5h 35m, depending on flying conditions and air traffic around both airports.

  • 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?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to 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 travel and health documents required for your trip to Chicago O'Hare Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago O'Hare Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Naperville
Rosemont
New Buffalo
Kenosha
Joliet
Oak Brook
Orland Park
Racine
Hammond
Janesville
Tinley Park
Elgin
Aurora
South Holland

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 you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Saint John.

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

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Saint John and alert you when they change.

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