Cheap flights from Saint John to Chicago from $284

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 5/8. 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

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
5:35 am - 9:05 am
YSJ
-
ORD
5h 30m
1 stop
Air Canada Logo
2:15 pm - 11:52 pm
ORD
-
YSJ
7h 37m
1 stop
$518Air Canada
Thu, Jun 11 - Mon, Jun 15
Air Canada Logo
12:20 pm - 4:59 pm
YSJ
-
ORD
6h 39m
1 stop
Air Canada Logo
2:15 pm - 11:52 pm
ORD
-
YSJ
7h 37m
1 stop
$523Air Canada
Wed, Jun 10 - Mon, Jun 15
Air Canada Logo
4:30 pm - 8:08 pm
YSJ
-
ORD
5h 38m
1 stop
Air Canada Logo
8:20 pm - 11:55 am
ORD
-
YSJ
13h 35m
1 stop
$543Air Canada
Fri, May 8 - Fri, May 15
Air Canada Logo
5:35 am - 9:05 am
YSJ
-
ORD
5h 30m
1 stop
Air Canada Logo
8:20 pm - 11:27 am
ORD
-
YSJ
13h 07m
1 stop
$548Air Canada
Wed, Jun 10 - Thu, Jun 11
United Airlines Logo
4:30 pm - 8:08 pm
YSJ
-
ORD
5h 38m
1 stop
United Airlines Logo
9:35 pm - 3:40 pm
ORD
-
YSJ
16h 05m
2 stops
$566United Airlines
Fri, May 8 - Fri, May 15
United Airlines Logo
4:30 pm - 11:26 pm
YSJ
-
ORD
8h 56m
2 stops
United Airlines Logo
2:15 pm - 11:52 pm
ORD
-
YSJ
7h 37m
1 stop
$577United Airlines
Wed, Jun 10 - Mon, Jun 15
United Airlines Logo
12:20 pm - 11:30 pm
YSJ
-
ORD
13h 10m
2 stops
United Airlines Logo
2:56 pm - 11:52 pm
ORD
-
YSJ
6h 56m
1 stop
$581United Airlines
Wed, Jun 10 - Thu, Jun 11
United Airlines Logo
12:20 pm - 4:59 pm
YSJ
-
ORD
6h 39m
1 stop
United Airlines Logo
6:00 am - 11:52 pm
ORD
-
YSJ
15h 52m
2 stops
$594United Airlines
Thu, Jun 11 - Mon, Jun 15
United Airlines Logo
12:50 pm - 11:37 pm
YSJ
-
ORD
12h 47m
2 stops
United Airlines Logo
5:00 am - 3:40 pm
ORD
-
YSJ
8h 40m
2 stops
$599United Airlines
Fri, May 8 - Fri, May 15
United Airlines Logo
5:35 am - 9:50 am
YSJ
-
ORD
6h 15m
1 stop
United Airlines Logo
6:00 pm - 11:15 am
ORD
-
YSJ
15h 15m
2 stops
$736United Airlines
Tue, Apr 7 - Fri, Apr 10

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
May 8
YSJ4:30 pmSaint John
5h 38m
1 stop
ORD8:08 pmChicago O'Hare Intl
May 15
ORD9:35 pmChicago O'Hare Intl
16h 05m
2 stops
YSJ3:40 pmSaint John
$566
United Airlines
Jun 10
YSJ4:30 pmSaint John
8h 56m
2 stops
ORD11:26 pmChicago O'Hare Intl
Jun 15
ORD2:15 pmChicago O'Hare Intl
7h 37m
1 stop
YSJ11:52 pmSaint John
$577
United Airlines
Jun 10
YSJ12:20 pmSaint John
13h 10m
2 stops
ORD11:30 pmChicago O'Hare Intl
Jun 11
ORD2:56 pmChicago O'Hare Intl
6h 56m
1 stop
YSJ11:52 pmSaint John
$581

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
Jun 11
YSJ5:35 amSaint John
5h 30m
1 stop
ORD9:05 amChicago O'Hare Intl
Jun 15
ORD2:15 pmChicago O'Hare Intl
7h 37m
1 stop
YSJ11:52 pmSaint John
$518
Air Canada
Jun 10
YSJ12:20 pmSaint John
6h 39m
1 stop
ORD4:59 pmChicago O'Hare Intl
Jun 15
ORD2:15 pmChicago O'Hare Intl
7h 37m
1 stop
YSJ11:52 pmSaint John
$523
Air Canada
May 8
YSJ4:30 pmSaint John
5h 38m
1 stop
ORD8:08 pmChicago O'Hare Intl
May 15
ORD8:20 pmChicago O'Hare Intl
13h 35m
1 stop
YSJ11:55 amSaint John
$543

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 March 28, 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 6/11

5:35 am-9:05 am

1 stop5h 30m

Chicago O'Hare Intl

Mon 6/15

2:15 pm-11:52 pm

1 stop7h 37m

$518

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Wed 6/10

12:20 pm-4:59 pm

1 stop6h 39m

Chicago O'Hare Intl

Mon 6/15

2:15 pm-11:52 pm

1 stop7h 37m

$523

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Fri 5/8

4:30 pm-8:08 pm

1 stop5h 38m

Chicago O'Hare Intl

Fri 5/15

8:20 pm-11:55 am

1 stop13h 35m

$543

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Wed 6/10

5:35 am-9:05 am

1 stop5h 30m

Chicago O'Hare Intl

Thu 6/11

8:20 pm-11:27 am

1 stop13h 07m

$548

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Fri 5/8

4:30 pm-8:08 pm

1 stop5h 38m

Chicago O'Hare Intl

Fri 5/15

9:35 pm-3:40 pm

2 stops16h 05m

$566

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Wed 6/10

4:30 pm-11:26 pm

2 stops8h 56m

Chicago O'Hare Intl

Mon 6/15

2:15 pm-11:52 pm

1 stop7h 37m

$577

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Wed 6/10

12:20 pm-11:30 pm

2 stops13h 10m

Chicago O'Hare Intl

Thu 6/11

2:56 pm-11:52 pm

1 stop6h 56m

$581

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Thu 6/11

12:20 pm-4:59 pm

1 stop6h 39m

Chicago O'Hare Intl

Mon 6/15

6:00 am-11:52 pm

2 stops15h 52m

$594

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Fri 5/8

12:50 pm-11:37 pm

2 stops12h 47m

Chicago O'Hare Intl

Fri 5/15

5:00 am-3:40 pm

2 stops8h 40m

$599

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Tue 4/7

5:35 am-9:50 am

1 stop6h 15m

Chicago O'Hare Intl

Fri 4/10

6:00 pm-11:15 am

2 stops15h 15m

$736

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 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?

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 38m

Direct flights

None
The fastest flight from Saint John to Chicago O'Hare Intl Airport takes 5h 38m
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?

    There are 1111.2 mi between Saint John and Chicago O'Hare Intl. Flights usually cover this in 5h 38m, 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
Rosemont
Naperville
New Buffalo
Orland Park
Kenosha
Oak Brook
Joliet
Janesville
Racine
Hammond
Aurora
Elgin
Tinley Park
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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1 adult
Mon 4/27
Mon 5/4

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