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Cheap flights from Chicago Midway Airport to St. John's from $669

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 7/27. 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 Midway Airport to St. John's

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:05 am - 2:06 pm
MDW
-
ANU
7h 01m
1 stop
Delta Logo
3:21 pm - 10:36 pm
ANU
-
MDW
8h 15m
1 stop
$750Delta
Sat, Aug 8 - Sat, Aug 15
Delta Logo
1:26 pm - 2:02 pm
MDW
-
ANU
23h 36m
2 stops
Delta Logo
3:17 pm - 9:14 am
ANU
-
MDW
18h 57m
2 stops
$1,067Delta
Fri, Jun 26 - Sat, Jul 4
Multiple Airlines Logo
10:20 am - 2:15 pm
MDW
-
ANU
26h 55m
1 stop
Multiple Airlines Logo
4:30 pm - 9:40 am
ANU
-
MDW
42h 10m
2 stops
$1,265Multiple Airlines
Sat, Aug 8 - Sat, Aug 15
Multiple Airlines Logo
1:27 pm - 2:15 pm
MDW
-
ANU
23h 48m
2 stops
Multiple Airlines Logo
8:45 am - 9:40 am
ANU
-
MDW
25h 55m
2 stops
$1,481Multiple Airlines
Sat, Aug 8 - Sat, Aug 15
Multiple Airlines Logo
9:59 am - 2:15 pm
MDW
-
ANU
27h 16m
3 stops
Multiple Airlines Logo
8:45 am - 9:40 am
ANU
-
MDW
25h 55m
2 stops
$1,482Multiple Airlines
Sat, Aug 8 - Sat, Aug 15
Multiple Airlines Logo
9:59 am - 2:15 pm
MDW
-
ANU
27h 16m
3 stops
Multiple Airlines Logo
8:45 am - 2:35 pm
ANU
-
MDW
30h 50m
3 stops
$1,577Multiple Airlines
Sat, Aug 8 - Sat, Aug 15
Multiple Airlines Logo
1:51 pm - 5:55 pm
MDW
-
ANU
27h 04m
3 stops
Multiple Airlines Logo
2:40 pm - 2:35 pm
ANU
-
MDW
24h 55m
3 stops
$1,648Multiple Airlines
Wed, Aug 19 - Sun, Aug 23
Multiple Airlines Logo
9:54 am - 7:40 pm
MDW
-
ANU
32h 46m
3 stops
Multiple Airlines Logo
12:15 pm - 9:13 am
ANU
-
MDW
21h 58m
3 stops
$1,737Multiple Airlines
Tue, Jul 21 - Mon, Jul 27
Multiple Airlines Logo
6:42 pm - 5:55 pm
MDW
-
ANU
22h 13m
3 stops
Multiple Airlines Logo
3:20 pm - 9:17 am
ANU
-
MDW
18h 57m
2 stops
$1,996Multiple Airlines
Wed, Aug 19 - Sun, Aug 23
Multiple Airlines Logo
9:17 am - 12:40 pm
MDW
-
ANU
26h 23m
3 stops
Multiple Airlines Logo
8:45 am - 12:46 pm
ANU
-
MDW
29h 01m
3 stops
$2,443Multiple Airlines
Fri, Jun 26 - Sat, Jul 4

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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
Aug 8
MDW6:05 amChicago Midway
7h 01m
1 stop
ANU2:06 pmSt. John's V.C. Bird Intl
Aug 15
ANU3:21 pmSt. John's V.C. Bird Intl
8h 15m
1 stop
MDW10:36 pmChicago Midway
$750
Delta
Jun 26
MDW1:26 pmChicago Midway
23h 36m
2 stops
ANU2:02 pmSt. John's V.C. Bird Intl
Jul 4
ANU3:17 pmSt. John's V.C. Bird Intl
18h 57m
2 stops
MDW9:14 amChicago Midway
$1,067

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
Nov 14
MDW9:30 amChicago Midway
27h 53m
2 stops
ANU3:23 pmSt. John's V.C. Bird Intl
Nov 18
ANU4:20 pmSt. John's V.C. Bird Intl
28h 17m
2 stops
MDW6:37 pmChicago Midway
$3,680
WestJet
Nov 14
MDW9:30 amChicago Midway
27h 53m
2 stops
ANU3:23 pmSt. John's V.C. Bird Intl
Nov 18
ANU4:20 pmSt. John's V.C. Bird Intl
22h 13m
2 stops
MDW12:33 pmChicago Midway
$3,684

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 June 14, 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

Cheapest round-trip
Quickest round-trip

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Sat 8/8

6:05 am-2:06 pm

1 stop7h 01m

St. John's V.C. Bird Intl

Sat 8/15

3:21 pm-10:36 pm

1 stop8h 15m

$750

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Fri 6/26

1:26 pm-2:02 pm

2 stops23h 36m

St. John's V.C. Bird Intl

Sat 7/4

3:17 pm-9:14 am

2 stops18h 57m

$1,067

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Sat 8/8

10:20 am-2:15 pm

1 stop26h 55m

St. John's V.C. Bird Intl

Sat 8/15

4:30 pm-9:40 am

2 stops42h 10m

$1,265

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Sat 8/8

1:27 pm-2:15 pm

2 stops23h 48m

St. John's V.C. Bird Intl

Sat 8/15

8:45 am-9:40 am

2 stops25h 55m

$1,481

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Sat 8/8

9:59 am-2:15 pm

3 stops27h 16m

St. John's V.C. Bird Intl

Sat 8/15

8:45 am-9:40 am

2 stops25h 55m

$1,482

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Sat 8/8

9:59 am-2:15 pm

3 stops27h 16m

St. John's V.C. Bird Intl

Sat 8/15

8:45 am-2:35 pm

3 stops30h 50m

$1,577

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Wed 8/19

1:51 pm-5:55 pm

3 stops27h 04m

St. John's V.C. Bird Intl

Sun 8/23

2:40 pm-2:35 pm

3 stops24h 55m

$1,648

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Tue 7/21

9:54 am-7:40 pm

3 stops32h 46m

St. John's V.C. Bird Intl

Mon 7/27

12:15 pm-9:13 am

3 stops21h 58m

$1,737

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Wed 8/19

6:42 pm-5:55 pm

3 stops22h 13m

St. John's V.C. Bird Intl

Sun 8/23

3:20 pm-9:17 am

2 stops18h 57m

$1,996

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Fri 6/26

9:17 am-12:40 pm

3 stops26h 23m

St. John's V.C. Bird Intl

Sat 7/4

8:45 am-12:46 pm

3 stops29h 01m

$2,443

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 45m

Direct flights

None
The fastest flight from Chicago Midway Airport to St. John's, Saint John takes 6h 45m
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

Frequently asked questions about flying from Chicago Midway Airport to St. John's, Saint John

  • 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 45m, 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
Jolly Harbour
English 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 $1,345