Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from St. John's to Chicago from C$ 415

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from St. John's to Chicago departing on 28/5. 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

Save money when you book flights with momondo

Big names, great deals

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Early arrival? 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 St. John's to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
1:15 p.m. - 8:12 p.m.
YYT
-
ORD
9h 27m
1 stop
Air Canada Logo
3:40 p.m. - 12:33 a.m.
ORD
-
YYT
6h 23m
1 stop
C$ 720Air Canada
Wed, 23 Sep - Sat, 26 Sep
Air Canada Logo
1:15 p.m. - 8:16 p.m.
YYT
-
ORD
9h 31m
2 stops
Air Canada Logo
3:40 p.m. - 12:33 a.m.
ORD
-
YYT
6h 23m
1 stop
C$ 722Air Canada
Wed, 23 Sep - Sat, 26 Sep
Air Canada Logo
5:35 a.m. - 1:10 p.m.
YYT
-
ORD
10h 05m
2 stops
Air Canada Logo
8:45 a.m. - 8:03 p.m.
ORD
-
YYT
8h 48m
2 stops
C$ 751Air Canada
Thu, 13 Aug - Sat, 22 Aug
Air Canada Logo
8:30 a.m. - 2:55 p.m.
YYT
-
ORD
8h 55m
1 stop
Air Canada Logo
3:40 p.m. - 12:45 a.m.
ORD
-
YYT
6h 35m
1 stop
C$ 757Air Canada
Mon, 17 Aug - Wed, 26 Aug
Air Canada Logo
8:30 a.m. - 2:55 p.m.
YYT
-
ORD
8h 55m
1 stop
Air Canada Logo
8:45 a.m. - 5:10 p.m.
ORD
-
YYT
5h 55m
1 stop
C$ 759Air Canada
Mon, 24 Aug - Thu, 27 Aug
United Airlines Logo
5:35 a.m. - 10:18 a.m.
YYT
-
ORD
7h 13m
1 stop
United Airlines Logo
11:07 a.m. - 12:36 a.m.
ORD
-
YYT
10h 59m
2 stops
C$ 781United Airlines
Tue, 9 Jun - Tue, 16 Jun
United Airlines Logo
5:35 a.m. - 2:29 p.m.
YYT
-
ORD
11h 24m
2 stops
United Airlines Logo
9:00 a.m. - 12:36 a.m.
ORD
-
YYT
13h 06m
2 stops
C$ 788United Airlines
Tue, 9 Jun - Tue, 16 Jun
Air Canada Logo
5:35 a.m. - 10:18 a.m.
YYT
-
ORD
7h 13m
1 stop
Air Canada Logo
9:55 a.m. - 11:23 p.m.
ORD
-
YYT
10h 58m
1 stop
C$ 811Air Canada
Tue, 9 Jun - Tue, 16 Jun
United Airlines Logo
8:30 a.m. - 2:55 p.m.
YYT
-
ORD
8h 55m
1 stop
United Airlines Logo
6:00 a.m. - 12:45 a.m.
ORD
-
YYT
16h 15m
2 stops
C$ 854United Airlines
Mon, 24 Aug - Thu, 27 Aug
Air Canada Logo
5:35 a.m. - 10:19 a.m.
YYT
-
ORD
7h 14m
1 stop
Air Canada Logo
3:40 p.m. - 12:45 a.m.
ORD
-
YYT
6h 35m
1 stop
C$ 855Air Canada
Sun, 16 Aug - Sun, 23 Aug

United Airlines flights from St. John's to Chicago O'Hare Intl Airport

Our best United Airlines deals on St. John's to Chicago O'Hare Intl Airport flight tickets
United Airlines
9 Jun
YYT5:35 a.m.St John's
7h 13m
1 stop
ORD10:18 a.m.Chicago O'Hare Intl
16 Jun
ORD11:07 a.m.Chicago O'Hare Intl
10h 59m
2 stops
YYT12:36 a.m.St John's
C$ 781
United Airlines
9 Jun
YYT5:35 a.m.St John's
11h 24m
2 stops
ORD2:29 p.m.Chicago O'Hare Intl
16 Jun
ORD9:00 a.m.Chicago O'Hare Intl
13h 06m
2 stops
YYT12:36 a.m.St John's
C$ 788
United Airlines
1 Jul
YYT5:25 a.m.St John's
7h 21m
1 stop
ORD10:16 a.m.Chicago O'Hare Intl
8 Jul
ORD8:40 a.m.Chicago O'Hare Intl
14h 36m
2 stops
YYT1:46 a.m.St John's
C$ 851

WestJet flights from St. John's to Chicago O'Hare Intl Airport

Our best WestJet deals on St. John's to Chicago O'Hare Intl Airport flight tickets
WestJet
25 Jun
YYT3:00 p.m.St John's
29h 59m
2 stops
ORD6:29 p.m.Chicago O'Hare Intl
1 Jul
ORD7:01 a.m.Chicago O'Hare Intl
13h 24m
2 stops
YYT10:55 p.m.St John's
C$ 1,054
WestJet
5 Jun
YYT3:00 p.m.St John's
28h 15m
2 stops
ORD4:45 p.m.Chicago O'Hare Intl
7 Jun
ORD8:52 a.m.Chicago O'Hare Intl
19h 23m
2 stops
YYT6:45 a.m.St John's
C$ 1,230
WestJet
25 Jun
YYT3:00 p.m.St John's
28h 34m
2 stops
ORD5:04 p.m.Chicago O'Hare Intl
1 Jul
ORD5:30 p.m.Chicago O'Hare Intl
10h 45m
1 stop
YYT6:45 a.m.St John's
C$ 1,303

momondo Fare Finder

 
Customize your flight search to find flights from St. John's 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 17 May 2026.
Use the filters below to find and compare flights from St. John's to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

St. John'sChicago

YYT - ORD

YYTORD

St John's

Wed 23/9

1:15 p.m.-8:12 p.m.

1 stop9h 27m

Chicago O'Hare Intl

Sat 26/9

3:40 p.m.-12:33 a.m.

1 stop6h 23m

C$ 720

St. John'sChicago

YYT - ORD

YYTORD

St John's

Wed 23/9

1:15 p.m.-8:16 p.m.

2 stops9h 31m

Chicago O'Hare Intl

Sat 26/9

3:40 p.m.-12:33 a.m.

1 stop6h 23m

C$ 722

St. John'sChicago

YYT - ORD

YYTORD

St John's

Thu 13/8

5:35 a.m.-1:10 p.m.

2 stops10h 05m

Chicago O'Hare Intl

Sat 22/8

8:45 a.m.-8:03 p.m.

2 stops8h 48m

C$ 751

St. John'sChicago

YYT - ORD

YYTORD

St John's

Mon 17/8

8:30 a.m.-2:55 p.m.

1 stop8h 55m

Chicago O'Hare Intl

Wed 26/8

3:40 p.m.-12:45 a.m.

1 stop6h 35m

C$ 757

St. John'sChicago

YYT - ORD

YYTORD

St John's

Mon 24/8

8:30 a.m.-2:55 p.m.

1 stop8h 55m

Chicago O'Hare Intl

Thu 27/8

8:45 a.m.-5:10 p.m.

1 stop5h 55m

C$ 759

St. John'sChicago

YYT - ORD

YYTORD

St John's

Tue 9/6

5:35 a.m.-10:18 a.m.

1 stop7h 13m

Chicago O'Hare Intl

Tue 16/6

11:07 a.m.-12:36 a.m.

2 stops10h 59m

C$ 781

St. John'sChicago

YYT - ORD

YYTORD

St John's

Tue 9/6

5:35 a.m.-2:29 p.m.

2 stops11h 24m

Chicago O'Hare Intl

Tue 16/6

9:00 a.m.-12:36 a.m.

2 stops13h 06m

C$ 788

St. John'sChicago

YYT - ORD

YYTORD

St John's

Tue 9/6

5:35 a.m.-10:18 a.m.

1 stop7h 13m

Chicago O'Hare Intl

Tue 16/6

9:55 a.m.-11:23 p.m.

1 stop10h 58m

C$ 811

St. John'sChicago

YYT - ORD

YYTORD

St John's

Mon 24/8

8:30 a.m.-2:55 p.m.

1 stop8h 55m

Chicago O'Hare Intl

Thu 27/8

6:00 a.m.-12:45 a.m.

2 stops16h 15m

C$ 854
Quickest round-trip

St. John'sChicago

YYT - ORD

YYTORD

St John's

Sun 16/8

5:35 a.m.-10:19 a.m.

1 stop7h 14m

Chicago O'Hare Intl

Sun 23/8

3:40 p.m.-12:45 a.m.

1 stop6h 35m

C$ 855

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

How to get the cheapest flight ticket from St. John's 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 St John's to Chicago O'Hare Intl?

Air Canada and United Airlines are the most popular carriers operating from St John's to Chicago O'Hare Intl

When to book flights from St. John's to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from St. John's 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 St. John's to Chicago O'Hare Intl Airport (YYT to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from St. John's to Chicago O'Hare Intl Airport

Fastest flight time

8h 55m

Direct flights

None
The fastest flight from St. John's to Chicago O'Hare Intl Airport takes 8h 55m
There are no direct flights from St. John's to Chicago O'Hare Intl Airport. There are no popular flight routes from St. John's to Chicago O'Hare Intl Airport.
Search flight deals

Frequently asked questions about flying from St. John's to Chicago O'Hare Intl Airport

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

    The straight-line distance from St John's to Chicago O'Hare Intl is 2819.1 km. A reasonable flight in good conditions will take 8h 55m.

  • When did momondo last update prices for flights from St John's Airport to Chicago O'Hare Intl Airport?

    Prices for flights from St John's Airport to Chicago O'Hare Intl Airport were last updated today.

  • How old do you have to be to fly from St John's 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 St John's Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The necessary travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Schaumburg
Rosemont
Des Plaines
Merrillville
Northbrook
Tinley Park
Evanston
Hoffman Estates
Downers Grove
Skokie
Great Lakes
Wheeling
Hammond
Glenview
Harvey
Naperville
Munster
Harvard
Elmhurst
DeKalb

Why use momondo?

Why should I use momondo to find a flight deal from St. John's to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from St. John's to Chicago for you.

Can I find flights from St. John's to Chicago with flexible booking policies on momondo?

All flight searches from St. John's to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from St. John's to Chicago?

Once you have performed a search for St. John's to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Of course. momondo tracks the price of St. John's to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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
Tue 16/6
Tue 23/6
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago