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Cheap flights from Chicago to St. John's from C$ 367

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to St. John's departing on 25/2. 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 Chicago to St. John's

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
5:30 p.m. - 10:55 p.m.
ORD
-
YYT
26h 55m
2 stops
Multiple Airlines Logo
6:00 a.m. - 5:31 a.m.
YYT
-
ORD
26h 01m
3 stops
C$ 733Multiple Airlines
Thu, 7 May - Mon, 11 May
Air Canada Logo
11:05 a.m. - 11:28 p.m.
ORD
-
YYT
9h 53m
2 stops
Air Canada Logo
1:15 p.m. - 8:16 p.m.
YYT
-
ORD
9h 31m
2 stops
C$ 792Air Canada
Tue, 30 Jun - Tue, 7 Jul
Air Canada Logo
3:40 p.m. - 12:41 a.m.
ORD
-
YYT
6h 31m
1 stop
Air Canada Logo
1:15 p.m. - 8:08 p.m.
YYT
-
ORD
9h 23m
1 stop
C$ 794Air Canada
Fri, 1 May - Wed, 6 May
Air Canada Logo
3:50 p.m. - 1:38 a.m.
ORD
-
YYT
7h 18m
1 stop
Air Canada Logo
1:35 p.m. - 7:25 p.m.
YYT
-
ORD
8h 20m
1 stop
C$ 795Air Canada
Thu, 7 May - Mon, 11 May
Air Canada Logo
3:35 p.m. - 1:11 a.m.
ORD
-
YYT
7h 06m
1 stop
Air Canada Logo
6:35 a.m. - 1:05 p.m.
YYT
-
ORD
9h 00m
1 stop
C$ 799Air Canada
Mon, 23 Mar - Sun, 29 Mar
Air Canada Logo
11:05 a.m. - 11:28 p.m.
ORD
-
YYT
9h 53m
2 stops
Air Canada Logo
7:30 a.m. - 4:59 p.m.
YYT
-
ORD
11h 59m
2 stops
C$ 800Air Canada
Fri, 1 May - Wed, 6 May
Multiple Airlines Logo
5:30 p.m. - 10:55 p.m.
ORD
-
YYT
26h 55m
3 stops
Multiple Airlines Logo
6:00 a.m. - 5:31 a.m.
YYT
-
ORD
26h 01m
3 stops
C$ 803Multiple Airlines
Thu, 7 May - Mon, 11 May
Porter Airlines Logo
11:00 a.m. - 1:00 a.m.
MDW
-
YYT
11h 30m
2 stops
Porter Airlines Logo
6:00 a.m. - 3:20 p.m.
YYT
-
MDW
11h 50m
2 stops
C$ 837Porter Airlines
Mon, 23 Mar - Sun, 29 Mar
Porter Airlines Logo
10:25 a.m. - 12:51 a.m.
MDW
-
YYT
11h 56m
2 stops
Porter Airlines Logo
6:05 a.m. - 4:50 p.m.
YYT
-
MDW
13h 15m
2 stops
C$ 885Porter Airlines
Mon, 13 Jul - Fri, 17 Jul
Porter Airlines Logo
10:25 a.m. - 12:51 a.m.
MDW
-
YYT
11h 56m
2 stops
Porter Airlines Logo
6:05 a.m. - 4:50 p.m.
YYT
-
MDW
13h 15m
2 stops
C$ 921Porter Airlines
Thu, 7 May - Mon, 11 May

Air Canada flights from Chicago to St. John's

Our best Air Canada deals on Chicago to St. John's flight tickets
Air Canada
30 Jun
ORD11:05 a.m.Chicago O'Hare Intl
9h 53m
2 stops
YYT11:28 p.m.St John's
7 Jul
YYT1:15 p.m.St John's
9h 31m
2 stops
ORD8:16 p.m.Chicago O'Hare Intl
C$ 792
Air Canada
1 May
ORD3:40 p.m.Chicago O'Hare Intl
6h 31m
1 stop
YYT12:41 a.m.St John's
6 May
YYT1:15 p.m.St John's
9h 23m
1 stop
ORD8:08 p.m.Chicago O'Hare Intl
C$ 794
Air Canada
7 May
ORD3:50 p.m.Chicago O'Hare Intl
7h 18m
1 stop
YYT1:38 a.m.St John's
11 May
YYT1:35 p.m.St John's
8h 20m
1 stop
ORD7:25 p.m.Chicago O'Hare Intl
C$ 795

Porter Airlines flights from Chicago to St. John's

Our best Porter Airlines deals on Chicago to St. John's flight tickets
Porter Airlines
23 Mar
MDW11:00 a.m.Chicago Midway
11h 30m
2 stops
YYT1:00 a.m.St John's
29 Mar
YYT6:00 a.m.St John's
11h 50m
2 stops
MDW3:20 p.m.Chicago Midway
C$ 837
Porter Airlines
13 Jul
MDW10:25 a.m.Chicago Midway
11h 56m
2 stops
YYT12:51 a.m.St John's
17 Jul
YYT6:05 a.m.St John's
13h 15m
2 stops
MDW4:50 p.m.Chicago Midway
C$ 885
Porter Airlines
7 May
MDW10:25 a.m.Chicago Midway
11h 56m
2 stops
YYT12:51 a.m.St John's
11 May
YYT6:05 a.m.St John's
13h 15m
2 stops
MDW4:50 p.m.Chicago Midway
C$ 921

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to St. John's 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 4 February 2026.
Use the filters below to find and compare flights from Chicago to St. John's that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Thu 7/5

5:30 p.m.-10:55 p.m.

2 stops26h 55m

St John's

Mon 11/5

6:00 a.m.-5:31 a.m.

3 stops26h 01m

C$ 733

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Tue 30/6

11:05 a.m.-11:28 p.m.

2 stops9h 53m

St John's

Tue 7/7

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

2 stops9h 31m

C$ 792

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Fri 1/5

3:40 p.m.-12:41 a.m.

1 stop6h 31m

St John's

Wed 6/5

1:15 p.m.-8:08 p.m.

1 stop9h 23m

C$ 794

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Thu 7/5

3:50 p.m.-1:38 a.m.

1 stop7h 18m

St John's

Mon 11/5

1:35 p.m.-7:25 p.m.

1 stop8h 20m

C$ 795

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Mon 23/3

3:35 p.m.-1:11 a.m.

1 stop7h 06m

St John's

Sun 29/3

6:35 a.m.-1:05 p.m.

1 stop9h 00m

C$ 799

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Fri 1/5

11:05 a.m.-11:28 p.m.

2 stops9h 53m

St John's

Wed 6/5

7:30 a.m.-4:59 p.m.

2 stops11h 59m

C$ 800

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Thu 7/5

5:30 p.m.-10:55 p.m.

3 stops26h 55m

St John's

Mon 11/5

6:00 a.m.-5:31 a.m.

3 stops26h 01m

C$ 803

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Mon 23/3

11:00 a.m.-1:00 a.m.

2 stops11h 30m

St John's

Sun 29/3

6:00 a.m.-3:20 p.m.

2 stops11h 50m

C$ 837

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Mon 13/7

10:25 a.m.-12:51 a.m.

2 stops11h 56m

St John's

Fri 17/7

6:05 a.m.-4:50 p.m.

2 stops13h 15m

C$ 885

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Thu 7/5

10:25 a.m.-12:51 a.m.

2 stops11h 56m

St John's

Mon 11/5

6:05 a.m.-4:50 p.m.

2 stops13h 15m

C$ 921

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 resultsSorted by cheapest first
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See travel insights to St. John's from

How to get the cheapest flight ticket from Chicago to St. John's

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 Chicago to St John's?

Porter Airlines and Air Canada are the most popular carriers operating from Chicago to St John's

When to book flights from Chicago to St. John's

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to St. John's according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to St. John's (CHI to YYT) flight deals and tips

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

Fastest flight time

5h 55m

Direct flights

None
The fastest flight from Chicago to St. John's takes 5h 55m
There are no direct flights from Chicago to St. John's. There are no popular flight routes from Chicago to St. John's.
Search flight deals

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

    The distance between Chicago and St John's is about 2803.2 km. Typically, this will take 5h 55m by plane in normal conditions.

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

    Prices for flights from Chicago to St John's Airport are updated daily.

  • How old do you have to be to fly from Chicago to St John's Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to St John's Airport.

  • What documentation or ID do you need to fly to St John's Airport?

    The necessary travel and health documents for your St John's 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.

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to St. John's. momondo saves you time and could save you money on your trip.

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

momondo does allow users to show only those flights to St. John's from Chicago which offer a flexible booking policy as well as other useful filters and features.

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

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 St. John's from Chicago.

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

Price alerts on flights to St. John's from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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