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Cheap flights from Chicago to St. John's from C$ 423

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 25/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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.
Porter Airlines Logo
10:15 a.m. - 10:10 p.m.
MDW
-
YYT
9h 25m
1 stop
Porter Airlines Logo
7:00 p.m. - 9:40 a.m.
YYT
-
MDW
17h 10m
1 stop
C$ 737Porter Airlines
Sat, 13 Jun - Sun, 21 Jun
Porter Airlines Logo
10:15 a.m. - 10:10 p.m.
MDW
-
YYT
9h 25m
1 stop
Porter Airlines Logo
6:00 a.m. - 9:40 a.m.
YYT
-
MDW
30h 10m
2 stops
C$ 740Porter Airlines
Sat, 13 Jun - Sun, 21 Jun
Porter Airlines Logo
10:25 a.m. - 12:35 a.m.
MDW
-
YYT
11h 40m
1 stop
Porter Airlines Logo
6:00 a.m. - 9:40 a.m.
YYT
-
MDW
30h 10m
2 stops
C$ 753Porter Airlines
Fri, 19 Jun - Sat, 27 Jun
Porter Airlines Logo
10:15 a.m. - 12:56 a.m.
MDW
-
YYT
12h 11m
2 stops
Porter Airlines Logo
7:00 p.m. - 9:35 a.m.
YYT
-
MDW
17h 05m
1 stop
C$ 763Porter Airlines
Sat, 6 Jun - Thu, 11 Jun
Porter Airlines Logo
3:20 p.m. - 12:55 a.m.
ORD
-
YYT
7h 05m
2 stops
Porter Airlines Logo
1:45 p.m. - 9:35 p.m.
YYT
-
ORD
10h 20m
2 stops
C$ 781Porter Airlines
Tue, 1 Sep - Wed, 16 Sep
Porter Airlines Logo
11:45 a.m. - 12:55 a.m.
ORD
-
YYT
10h 40m
2 stops
Porter Airlines Logo
6:05 a.m. - 2:35 p.m.
YYT
-
ORD
11h 00m
2 stops
C$ 788Porter Airlines
Wed, 16 Sep - Wed, 23 Sep
Porter Airlines Logo
3:20 p.m. - 12:55 a.m.
ORD
-
YYT
7h 05m
2 stops
Porter Airlines Logo
6:05 a.m. - 2:35 p.m.
YYT
-
ORD
11h 00m
2 stops
C$ 789Porter Airlines
Wed, 23 Sep - Sun, 4 Oct
Porter Airlines Logo
3:20 p.m. - 10:55 p.m.
ORD
-
YYT
29h 05m
2 stops
Porter Airlines Logo
7:00 p.m. - 11:00 a.m.
YYT
-
ORD
18h 30m
1 stop
C$ 793Porter Airlines
Tue, 1 Sep - Wed, 16 Sep
Multiple Airlines Logo
7:00 a.m. - 10:55 p.m.
ORD
-
YYT
13h 25m
1 stop
Multiple Airlines Logo
3:00 p.m. - 2:35 p.m.
YYT
-
ORD
26h 05m
1 stop
C$ 797Multiple Airlines
Thu, 24 Sep - Sat, 26 Sep
Multiple Airlines Logo
3:20 p.m. - 3:05 p.m.
ORD
-
YYT
21h 15m
2 stops
Multiple Airlines Logo
3:00 p.m. - 11:00 a.m.
YYT
-
ORD
22h 30m
1 stop
C$ 818Multiple Airlines
Sat, 12 Sep - Sun, 20 Sep

Porter Airlines flights from Chicago to St. John's

Our best Porter Airlines deals on Chicago to St. John's flight tickets
Porter Airlines
13 Jun
MDW10:15 a.m.Chicago Midway
9h 25m
1 stop
YYT10:10 p.m.St John's
21 Jun
YYT7:00 p.m.St John's
17h 10m
1 stop
MDW9:40 a.m.Chicago Midway
C$ 737
Porter Airlines
13 Jun
MDW10:15 a.m.Chicago Midway
9h 25m
1 stop
YYT10:10 p.m.St John's
21 Jun
YYT6:00 a.m.St John's
30h 10m
2 stops
MDW9:40 a.m.Chicago Midway
C$ 740
Porter Airlines
19 Jun
MDW10:25 a.m.Chicago Midway
11h 40m
1 stop
YYT12:35 a.m.St John's
27 Jun
YYT6:00 a.m.St John's
30h 10m
2 stops
MDW9:40 a.m.Chicago Midway
C$ 753

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 Sep
ORD8:45 a.m.Chicago O'Hare Intl
5h 53m
1 stop
YYT5:08 p.m.St John's
10 Oct
YYT5:35 a.m.St John's
7h 12m
1 stop
ORD10:17 a.m.Chicago O'Hare Intl
C$ 883
Air Canada
21 Aug
ORD8:45 a.m.Chicago O'Hare Intl
5h 55m
1 stop
YYT5:10 p.m.St John's
4 Sep
YYT2:00 p.m.St John's
8h 35m
1 stop
ORD8:05 p.m.Chicago O'Hare Intl
C$ 902
Air Canada
26 Jul
ORD2:00 p.m.Chicago O'Hare Intl
8h 15m
2 stops
YYT12:45 a.m.St John's
29 Jul
YYT1:50 p.m.St John's
8h 56m
2 stops
ORD8:16 p.m.Chicago O'Hare Intl
C$ 922

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 12 May 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

MDW - YYT

MDWYYT

Chicago Midway

Sat 13/6

10:15 a.m.-10:10 p.m.

1 stop9h 25m

St John's

Sun 21/6

7:00 p.m.-9:40 a.m.

1 stop17h 10m

C$ 737

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Sat 13/6

10:15 a.m.-10:10 p.m.

1 stop9h 25m

St John's

Sun 21/6

6:00 a.m.-9:40 a.m.

2 stops30h 10m

C$ 740

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Fri 19/6

10:25 a.m.-12:35 a.m.

1 stop11h 40m

St John's

Sat 27/6

6:00 a.m.-9:40 a.m.

2 stops30h 10m

C$ 753

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Sat 6/6

10:15 a.m.-12:56 a.m.

2 stops12h 11m

St John's

Thu 11/6

7:00 p.m.-9:35 a.m.

1 stop17h 05m

C$ 763
Quickest round-trip

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Tue 1/9

3:20 p.m.-12:55 a.m.

2 stops7h 05m

St John's

Wed 16/9

1:45 p.m.-9:35 p.m.

2 stops10h 20m

C$ 781

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Wed 16/9

11:45 a.m.-12:55 a.m.

2 stops10h 40m

St John's

Wed 23/9

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

2 stops11h 00m

C$ 788

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Wed 23/9

3:20 p.m.-12:55 a.m.

2 stops7h 05m

St John's

Sun 4/10

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

2 stops11h 00m

C$ 789

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Tue 1/9

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

2 stops29h 05m

St John's

Wed 16/9

7:00 p.m.-11:00 a.m.

1 stop18h 30m

C$ 793

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Thu 24/9

7:00 a.m.-10:55 p.m.

1 stop13h 25m

St John's

Sat 26/9

3:00 p.m.-2:35 p.m.

1 stop26h 05m

C$ 797

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Sat 12/9

3:20 p.m.-3:05 p.m.

2 stops21h 15m

St John's

Sun 20/9

3:00 p.m.-11:00 a.m.

1 stop22h 30m

C$ 818

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 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

6h 35m

Direct flights

None
The fastest flight from Chicago to St. John's takes 6h 35m
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 6h 35m 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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