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Cheap flights from Chicago Midway Airport to St. John's from $393

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 Midway Airport to St. John's departing on 5/9. 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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0 bags

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Find the cheapest flights from Chicago Midway Airport to St. John's

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:00 am - 1:48 pm
MDW
-
ANU
6h 48m
1 stop
Delta Logo
3:03 pm - 10:31 pm
ANU
-
MDW
8h 28m
1 stop
$650Delta
Tue, Mar 31 - Tue, Apr 7
Delta Logo
6:00 am - 1:48 pm
MDW
-
ANU
6h 48m
1 stop
Delta Logo
3:03 pm - 10:31 pm
ANU
-
MDW
8h 28m
1 stop
$766Delta
Thu, Mar 26 - Tue, Mar 31
Delta Logo
6:00 am - 2:00 pm
MDW
-
ANU
7h 00m
1 stop
Delta Logo
2:15 pm - 10:28 pm
ANU
-
MDW
9h 13m
1 stop
$841Delta
Sat, Apr 25 - Sat, May 2
Multiple Airlines Logo
12:45 pm - 9:10 am
MDW
-
ANU
19h 25m
2 stops
Multiple Airlines Logo
3:20 pm - 10:05 am
ANU
-
MDW
19h 45m
1 stop
$922Multiple Airlines
Sat, Mar 14 - Wed, Mar 18
Delta Logo
6:00 am - 3:00 pm
MDW
-
ANU
7h 00m
1 stop
Delta Logo
2:00 pm - 10:31 pm
ANU
-
MDW
9h 31m
1 stop
$1,051Delta
Sat, Mar 7 - Sat, Mar 14
Delta Logo
2:05 pm - 12:40 pm
MDW
-
ANU
21h 35m
2 stops
Delta Logo
3:03 pm - 10:31 pm
ANU
-
MDW
8h 28m
1 stop
$1,092Delta
Fri, Mar 27 - Tue, Mar 31
Multiple Airlines Logo
12:45 pm - 2:23 pm
MDW
-
ANU
24h 38m
1 stop
Multiple Airlines Logo
3:20 pm - 10:05 am
ANU
-
MDW
19h 45m
1 stop
$1,098Multiple Airlines
Sat, Mar 14 - Wed, Mar 18
Delta Logo
1:10 pm - 1:48 pm
MDW
-
ANU
23h 38m
2 stops
Delta Logo
2:00 pm - 10:31 pm
ANU
-
MDW
9h 31m
1 stop
$1,106Delta
Wed, Apr 1 - Sat, Apr 11
Delta Logo
2:05 pm - 12:40 pm
MDW
-
ANU
21h 35m
2 stops
Delta Logo
3:03 pm - 10:31 pm
ANU
-
MDW
8h 28m
1 stop
$1,142Delta
Fri, Mar 27 - Tue, Mar 31
Multiple Airlines Logo
9:50 am - 2:10 pm
MDW
-
ANU
26h 20m
3 stops
Multiple Airlines Logo
6:25 pm - 5:37 pm
ANU
-
MDW
25h 12m
3 stops
$1,329Multiple Airlines
Sun, Mar 1 - Wed, Mar 4

Delta flights from Chicago Midway Airport to St. John's, Saint John

Our best Delta deals on Chicago Midway Airport to St. John's, Saint John flight tickets
Delta
Mar 31
MDW6:00 amChicago Midway
6h 48m
1 stop
ANU1:48 pmSt. John's V.C. Bird Intl
Apr 7
ANU3:03 pmSt. John's V.C. Bird Intl
8h 28m
1 stop
MDW10:31 pmChicago Midway
$650
Delta
Mar 26
MDW6:00 amChicago Midway
6h 48m
1 stop
ANU1:48 pmSt. John's V.C. Bird Intl
Mar 31
ANU3:03 pmSt. John's V.C. Bird Intl
8h 28m
1 stop
MDW10:31 pmChicago Midway
$766
Delta
Apr 25
MDW6:00 amChicago Midway
7h 00m
1 stop
ANU2:00 pmSt. John's V.C. Bird Intl
May 2
ANU2:15 pmSt. John's V.C. Bird Intl
9h 13m
1 stop
MDW10:28 pmChicago Midway
$841

WestJet flights from Chicago Midway Airport to St. John's, Saint John

Our best WestJet deals on Chicago Midway Airport to St. John's, Saint John flight tickets
WestJet
Mar 14
MDW6:34 pmChicago Midway
18h 49m
3 stops
ANU2:23 pmSt. John's V.C. Bird Intl
Mar 18
ANU3:20 pmSt. John's V.C. Bird Intl
22h 09m
3 stops
MDW12:29 pmChicago Midway
$2,304
WestJet
Mar 14
MDW9:35 amChicago Midway
27h 48m
2 stops
ANU2:23 pmSt. John's V.C. Bird Intl
Mar 18
ANU3:20 pmSt. John's V.C. Bird Intl
27h 34m
2 stops
MDW5:54 pmChicago Midway
$4,282

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to St. John's, Saint John 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 February 16, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to St. John's, Saint John that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Tue 3/31

6:00 am-1:48 pm

1 stop6h 48m

St. John's V.C. Bird Intl

Tue 4/7

3:03 pm-10:31 pm

1 stop8h 28m

$650

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Thu 3/26

6:00 am-1:48 pm

1 stop6h 48m

St. John's V.C. Bird Intl

Tue 3/31

3:03 pm-10:31 pm

1 stop8h 28m

$766

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Sat 4/25

6:00 am-2:00 pm

1 stop7h 00m

St. John's V.C. Bird Intl

Sat 5/2

2:15 pm-10:28 pm

1 stop9h 13m

$841

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Sat 3/14

12:45 pm-9:10 am

2 stops19h 25m

St. John's V.C. Bird Intl

Wed 3/18

3:20 pm-10:05 am

1 stop19h 45m

$922

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Sat 3/7

6:00 am-3:00 pm

1 stop7h 00m

St. John's V.C. Bird Intl

Sat 3/14

2:00 pm-10:31 pm

1 stop9h 31m

$1,051

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Fri 3/27

2:05 pm-12:40 pm

2 stops21h 35m

St. John's V.C. Bird Intl

Tue 3/31

3:03 pm-10:31 pm

1 stop8h 28m

$1,092

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Sat 3/14

12:45 pm-2:23 pm

1 stop24h 38m

St. John's V.C. Bird Intl

Wed 3/18

3:20 pm-10:05 am

1 stop19h 45m

$1,098

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Wed 4/1

1:10 pm-1:48 pm

2 stops23h 38m

St. John's V.C. Bird Intl

Sat 4/11

2:00 pm-10:31 pm

1 stop9h 31m

$1,106

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Fri 3/27

2:05 pm-12:40 pm

2 stops21h 35m

St. John's V.C. Bird Intl

Tue 3/31

3:03 pm-10:31 pm

1 stop8h 28m

$1,142

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Sun 3/1

9:50 am-2:10 pm

3 stops26h 20m

St. John's V.C. Bird Intl

Wed 3/4

6:25 pm-5:37 pm

3 stops25h 12m

$1,329

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 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 Midway Airport to St. John's, Saint John

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 Midway to St. John's V.C. Bird Intl?

WestJet is the most popular carrier operating from Chicago Midway to St. John's V.C. Bird Intl

When to book flights from Chicago Midway Airport to St. John's, Saint John

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

Cheap Chicago Midway Airport to St. John's, Saint John (MDW to ANU) flight deals and tips

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

Fastest flight time

6h 48m

Direct flights

None
The fastest flight from Chicago Midway Airport to St. John's, Saint John takes 6h 48m
There are no direct flights from Chicago Midway Airport to St. John's, Saint John. There are no popular flight routes from Chicago Midway Airport to St. John's, Saint John.
Search flight deals

  • How far is Chicago Midway to St. John's V.C. Bird Intl by plane?

    The straight-line distance from Chicago Midway to St. John's V.C. Bird Intl is 2289.5 mi. Flights usually cover this in 6h 48m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago Midway Airport to St. John's V.C. Bird Intl Airport?

    Prices for flights from Chicago Midway Airport to St. John's V.C. Bird Intl Airport are updated daily.

  • How old do you have to be to fly from Chicago Midway Airport to St. John's V.C. Bird 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 Chicago Midway Airport to St. John's V.C. Bird Intl Airport.

  • What documentation or ID do you need to fly to St. John's V.C. Bird Intl Airport?

    The required travel and health documents for your St. John's V.C. Bird Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at St. John's V.C. Bird Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Traveling to a place near St. John's?

Book flights to St. John's if you plan to visit one of these locations
English Harbour
Jolly Harbour
Falmouth

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to St. John's. Millions of users trust and use momondo every year so you are in good hands.

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?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to St. John's.

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

Yes. momondo can track prices for Chicago to St. John's flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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Cabin classes currently available on flights to St. John's

List of cabin classes available on flights landing in St. John's. Availability may vary depending on flight origin and airline.
First Class to St. John's
Business Class to St. John'sfrom $981