Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Saint John to Chicago from $383

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 11/6. 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
0 bags

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

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
4:15 pm - 8:00 pmYSJ-ORD
5h 45m1 stop
Air Canada Logo
7:05 am - 3:33 pmORD-YSJ
6h 28m1 stop
$490Air Canada
Find Deal
Wed, Nov 26 - Wed, Dec 3
Air Canada Logo
11:55 am - 7:25 pmYSJ-ORD
9h 30m2 stops
Air Canada Logo
10:00 am - 5:14 pmORD-YSJ
5h 14m1 stop
$501Air Canada
Find Deal
Tue, Apr 7 - Thu, Apr 9
Air Canada Logo
11:55 am - 7:25 pmYSJ-ORD
9h 30m2 stops
Air Canada Logo
4:15 pm - 11:24 pmORD-YSJ
5h 09m1 stop
$502Air Canada
Find Deal
Tue, Apr 7 - Thu, Apr 9
Air Canada Logo
5:40 am - 3:10 pmYSJ-ORD
11h 30m1 stop
Air Canada Logo
4:15 pm - 11:24 pmORD-YSJ
5h 09m1 stop
$536Air Canada
Find Deal
Tue, Apr 7 - Thu, Apr 9
Air Canada Logo
11:55 am - 7:25 pmYSJ-ORD
9h 30m2 stops
Air Canada Logo
8:20 pm - 11:20 amORD-YSJ
13h 00m2 stops
$537Air Canada
Find Deal
Tue, Apr 7 - Thu, Apr 9
United Airlines Logo
4:15 pm - 7:45 amYSJ-ORD
17h 30m2 stops
United Airlines Logo
7:15 am - 3:33 pmORD-YSJ
6h 18m1 stop
$547United Airlines
Find Deal
Wed, Nov 26 - Wed, Dec 3
United Airlines Logo
4:15 pm - 11:43 pmYSJ-ORD
9h 28m2 stops
United Airlines Logo
1:05 pm - 11:29 pmORD-YSJ
8h 24m2 stops
$665United Airlines
Find Deal
Wed, Nov 26 - Wed, Dec 3
Multiple Airlines Logo
12:00 pm - 8:27 pmYSJ-ORD
34h 27m3 stops
Multiple Airlines Logo
10:12 am - 3:45 pmORD-YSJ
27h 33m3 stops
$707Multiple Airlines
Find Deal
Wed, Nov 26 - Wed, Dec 3

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
Nov 26
YSJ4:15 pmSaint John
5h 45m
1 stop
ORD8:00 pmChicago O'Hare Intl
Dec 3
ORD7:05 amChicago O'Hare Intl
6h 28m
1 stop
YSJ3:33 pmSaint John
$490
Find similar
Air Canada
Apr 7
YSJ11:55 amSaint John
9h 30m
2 stops
ORD7:25 pmChicago O'Hare Intl
Apr 9
ORD10:00 amChicago O'Hare Intl
5h 14m
1 stop
YSJ5:14 pmSaint John
$501
Find similar
Air Canada
Apr 7
YSJ11:55 amSaint John
9h 30m
2 stops
ORD7:25 pmChicago O'Hare Intl
Apr 9
ORD4:15 pmChicago O'Hare Intl
5h 09m
1 stop
YSJ11:24 pmSaint John
$502
Find similar

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
Nov 26
YSJ4:15 pmSaint John
17h 30m
2 stops
ORD7:45 amChicago O'Hare Intl
Dec 3
ORD7:15 amChicago O'Hare Intl
6h 18m
1 stop
YSJ3:33 pmSaint John
$547
Find similar
United Airlines
Nov 26
YSJ4:15 pmSaint John
9h 28m
2 stops
ORD11:43 pmChicago O'Hare Intl
Dec 3
ORD1:05 pmChicago O'Hare Intl
8h 24m
2 stops
YSJ11:29 pmSaint John
$665
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 832,500 searches. Data last updated October 14, 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

Wed 11/26

4:15 pm-8:00 pm

1 stop5h 45m

Chicago O'Hare Intl

Wed 12/3

7:05 am-3:33 pm

1 stop6h 28m

$490

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Tue 4/7

11:55 am-7:25 pm

2 stops9h 30m

Chicago O'Hare Intl

Thu 4/9

10:00 am-5:14 pm

1 stop5h 14m

$501

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Tue 4/7

11:55 am-7:25 pm

2 stops9h 30m

Chicago O'Hare Intl

Thu 4/9

4:15 pm-11:24 pm

1 stop5h 09m

$502

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Tue 4/7

5:40 am-3:10 pm

1 stop11h 30m

Chicago O'Hare Intl

Thu 4/9

4:15 pm-11:24 pm

1 stop5h 09m

$536

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Tue 4/7

11:55 am-7:25 pm

2 stops9h 30m

Chicago O'Hare Intl

Thu 4/9

8:20 pm-11:20 am

2 stops13h 00m

$537

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Wed 11/26

4:15 pm-7:45 am

2 stops17h 30m

Chicago O'Hare Intl

Wed 12/3

7:15 am-3:33 pm

1 stop6h 18m

$547

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Wed 11/26

4:15 pm-11:43 pm

2 stops9h 28m

Chicago O'Hare Intl

Wed 12/3

1:05 pm-11:29 pm

2 stops8h 24m

$665

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Wed 11/26

12:00 pm-8:27 pm

3 stops34h 27m

Chicago O'Hare Intl

Wed 12/3

10:12 am-3:45 pm

3 stops27h 33m

$707

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Thu 11/6

4:15 pm-8:00 pm

1 stop5h 45m

$383

Saint JohnChicago

YSJ - ORD

YSJORD

Saint John

Thu 11/6

4:15 pm-9:51 am

2 stops19h 36m

$416

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 11 resultsSorted by cheapest first
1
2

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

Direct flights

None
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 45m, 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
South Haven
Schaumburg
Rockford
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Racine
Orland Park
Hammond
Tinley Park
Janesville
Elgin
Aurora
Benton Harbor

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.

An easier way to manage your Chicago O'Hare Intl Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 11/13
Thu 11/20
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago