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Cheap flights from Chicago to St. John's from C$ 481

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 15/7. 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

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
7:25 a.m. - 10:55 p.m.
ORD
-
YYT
13h 00m
2 stops
Multiple Airlines Logo
6:00 a.m. - 1:19 p.m.
YYT
-
ORD
9h 49m
2 stops
C$ 676Multiple Airlines
Thu, 13 Aug - Fri, 21 Aug
Multiple Airlines Logo
9:50 a.m. - 11:59 p.m.
ORD
-
YYT
11h 39m
1 stop
Multiple Airlines Logo
6:00 a.m. - 1:19 p.m.
YYT
-
ORD
9h 49m
2 stops
C$ 695Multiple Airlines
Thu, 13 Aug - Fri, 21 Aug
Multiple Airlines Logo
3:20 p.m. - 10:55 p.m.
MDW
-
YYT
29h 05m
2 stops
Multiple Airlines Logo
1:20 p.m. - 9:40 a.m.
YYT
-
MDW
22h 50m
1 stop
C$ 697Multiple Airlines
Wed, 22 Jul - Mon, 27 Jul
Multiple Airlines Logo
10:25 a.m. - 10:55 p.m.
MDW
-
YYT
10h 00m
1 stop
Multiple Airlines Logo
1:20 p.m. - 9:40 a.m.
YYT
-
MDW
22h 50m
1 stop
C$ 711Multiple Airlines
Wed, 22 Jul - Mon, 27 Jul
Multiple Airlines Logo
8:40 p.m. - 10:55 p.m.
ORD
-
YYT
23h 45m
3 stops
Multiple Airlines Logo
6:00 a.m. - 8:29 p.m.
YYT
-
ORD
16h 59m
2 stops
C$ 727Multiple Airlines
Thu, 13 Aug - Fri, 21 Aug
Multiple Airlines Logo
9:50 a.m. - 10:55 p.m.
ORD
-
YYT
10h 35m
1 stop
Multiple Airlines Logo
7:00 p.m. - 9:00 a.m.
YYT
-
ORD
16h 30m
1 stop
C$ 728Multiple Airlines
Thu, 13 Aug - Fri, 21 Aug
Multiple Airlines Logo
10:25 a.m. - 12:55 a.m.
MDW
-
YYT
12h 00m
2 stops
Multiple Airlines Logo
6:00 a.m. - 2:35 p.m.
YYT
-
MDW
11h 05m
2 stops
C$ 768Multiple Airlines
Wed, 22 Jul - Mon, 27 Jul
Porter Airlines Logo
10:25 a.m. - 12:55 a.m.
MDW
-
YYT
12h 00m
2 stops
Porter Airlines Logo
6:05 a.m. - 2:35 p.m.
YYT
-
MDW
11h 00m
2 stops
C$ 806Porter Airlines
Sun, 26 Jul - Wed, 29 Jul
Porter Airlines Logo
10:25 a.m. - 10:55 p.m.
MDW
-
YYT
10h 00m
2 stops
Porter Airlines Logo
6:05 a.m. - 2:35 p.m.
YYT
-
MDW
11h 00m
2 stops
C$ 812Porter Airlines
Wed, 22 Jul - Mon, 27 Jul
Porter Airlines Logo
10:25 a.m. - 12:55 a.m.
MDW
-
YYT
12h 00m
2 stops
Porter Airlines Logo
6:05 a.m. - 2:35 p.m.
YYT
-
MDW
11h 00m
2 stops
C$ 837Porter Airlines
Tue, 18 Aug - Fri, 28 Aug

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Air Canada flights from Chicago to St. John's

Our best Air Canada deals on Chicago to St. John's flight tickets
Air Canada
15 Aug
ORD2:15 p.m.Chicago O'Hare Intl
6h 36m
1 stop
YYT11:21 p.m.St John's
18 Aug
YYT8:30 a.m.St John's
7h 22m
1 stop
ORD1:22 p.m.Chicago O'Hare Intl
C$ 979
Air Canada
26 Jul
ORD2:15 p.m.Chicago O'Hare Intl
6h 36m
1 stop
YYT11:21 p.m.St John's
29 Jul
YYT8:30 a.m.St John's
7h 22m
1 stop
ORD1:22 p.m.Chicago O'Hare Intl
C$ 981
Air Canada
26 Jul
ORD2:15 p.m.Chicago O'Hare Intl
6h 36m
1 stop
YYT11:21 p.m.St John's
29 Jul
YYT8:30 a.m.St John's
7h 22m
1 stop
ORD1:22 p.m.Chicago O'Hare Intl
C$ 982

Porter Airlines flights from Chicago to St. John's

Our best Porter Airlines deals on Chicago to St. John's flight tickets
Porter Airlines
26 Jul
MDW10:25 a.m.Chicago Midway
12h 00m
2 stops
YYT12:55 a.m.St John's
29 Jul
YYT6:05 a.m.St John's
11h 00m
2 stops
MDW2:35 p.m.Chicago Midway
C$ 806
Porter Airlines
22 Jul
MDW10:25 a.m.Chicago Midway
10h 00m
2 stops
YYT10:55 p.m.St John's
27 Jul
YYT6:05 a.m.St John's
11h 00m
2 stops
MDW2:35 p.m.Chicago Midway
C$ 812
Porter Airlines
18 Aug
MDW10:25 a.m.Chicago Midway
12h 00m
2 stops
YYT12:55 a.m.St John's
28 Aug
YYT6:05 a.m.St John's
11h 00m
2 stops
MDW2:35 p.m.Chicago Midway
C$ 837

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 29 June 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

Cheapest round-trip

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Thu 13/8

7:25 a.m.-10:55 p.m.

2 stops13h 00m

St John's

Fri 21/8

6:00 a.m.-1:19 p.m.

2 stops9h 49m

C$ 676

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Thu 13/8

9:50 a.m.-11:59 p.m.

1 stop11h 39m

St John's

Fri 21/8

6:00 a.m.-1:19 p.m.

2 stops9h 49m

C$ 695

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Wed 22/7

3:20 p.m.-10:55 p.m.

2 stops29h 05m

St John's

Mon 27/7

1:20 p.m.-9:40 a.m.

1 stop22h 50m

C$ 697

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Wed 22/7

10:25 a.m.-10:55 p.m.

1 stop10h 00m

St John's

Mon 27/7

1:20 p.m.-9:40 a.m.

1 stop22h 50m

C$ 711

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Thu 13/8

8:40 p.m.-10:55 p.m.

3 stops23h 45m

St John's

Fri 21/8

6:00 a.m.-8:29 p.m.

2 stops16h 59m

C$ 727

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Thu 13/8

9:50 a.m.-10:55 p.m.

1 stop10h 35m

St John's

Fri 21/8

7:00 p.m.-9:00 a.m.

1 stop16h 30m

C$ 728

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Wed 22/7

10:25 a.m.-12:55 a.m.

2 stops12h 00m

St John's

Mon 27/7

6:00 a.m.-2:35 p.m.

2 stops11h 05m

C$ 768

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Sun 26/7

10:25 a.m.-12:55 a.m.

2 stops12h 00m

St John's

Wed 29/7

6:05 a.m.-2:35 p.m.

2 stops11h 00m

C$ 806
Quickest round-trip

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Wed 22/7

10:25 a.m.-10:55 p.m.

2 stops10h 00m

St John's

Mon 27/7

6:05 a.m.-2:35 p.m.

2 stops11h 00m

C$ 812

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Tue 18/8

10:25 a.m.-12:55 a.m.

2 stops12h 00m

St John's

Fri 28/8

6:05 a.m.-2:35 p.m.

2 stops11h 00m

C$ 837

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 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?

Air Canada, Porter Airlines, and United Airlines 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.
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Frequently asked questions about flying from Chicago to St. John's

  • 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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