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St. John's

$306+ Cheap flights from Midway (MDW) to St. John's (ANU)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/3. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — ANU
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Midway to St. John's

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to St. John's (ANU). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 11, 2025.

Round-trip from

$978
(Kiwi.com)

One-way from

$306
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$710
From Chicago Midway to St. John's V.C. Bird Intl
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One-way flight from Chicago Midway to St. John's V.C. Bird Intl
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Highest demand for flights based on searches. 7% potential increase in price ($65 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($26 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Midway to St. John's

Cheapest flights from Midway to St. John's
Explore the most affordable flight options available from Midway to St. John's. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/3011:00 amMDW - ANU
2 stops21h 25mMultiple Airlines
Sun 11/24:20 pmANU - MDW
1 stop19h 45mMultiple Airlines
Deal found 9/9$799
This Kiwi.com deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/29:35 amMDW - ANU
2 stops22h 50mMultiple Airlines
Sun 10/53:05 pmANU - MDW
1 stop18h 34mMultiple Airlines
Deal found 9/9$835
This Kiwi.com deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/119:35 amMDW - ANU
1 stop27h 35mMultiple Airlines
Sat 10/181:10 pmANU - MDW
2 stops44h 29mMultiple Airlines
Deal found 9/9$978
This Kiwi.com deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/2712:45 pmMDW - ANU
1 stop24h 44mMultiple Airlines
Sun 1/46:05 pmANU - MDW
2 stops42h 00mMultiple Airlines
Deal found 9/11$1,883
This Delta deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/211:14 pmMDW - ANU
2 stops23h 36mDelta
Sat 11/294:14 pmANU - MDW
1 stop9h 18mDelta
Deal found 9/9$2,114
This WestJet deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/253:00 pmMDW - ANU
2 stops22h 29mWestJet
Sat 11/16:20 pmANU - MDW
2 stops20h 48mWestJet
Deal found 9/10$3,413

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway 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, Cheapflights users made 2,558,603 searches. Data last updated September 11, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to St. John's that are best for you.

Fly from

Midway

Fly to

St. John's

Route

Depart

Return

Price

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Thu 10/30

11:00 am-9:25 am

2 stops21h 25m

St. John's V.C. Bird Intl

Sun 11/2

4:20 pm-10:05 am

1 stop19h 45m

$799

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Thu 10/2

9:35 am-9:25 am

2 stops22h 50m

St. John's V.C. Bird Intl

Sun 10/5

3:05 pm-8:39 am

1 stop18h 34m

$835

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Sat 10/11

9:35 am-2:10 pm

1 stop27h 35m

St. John's V.C. Bird Intl

Sat 10/18

1:10 pm-8:39 am

2 stops44h 29m

$978

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Fri 11/21

1:14 pm-2:50 pm

2 stops23h 36m

St. John's V.C. Bird Intl

Sat 11/29

4:14 pm-11:32 pm

1 stop9h 18m

$2,114

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Sat 10/25

3:00 pm-2:29 pm

2 stops22h 29m

St. John's V.C. Bird Intl

Sat 11/1

6:20 pm-2:08 pm

2 stops20h 48m

$3,413

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Fri 10/3

5:15 pm-9:10 am

3 stops38h 55m

$306

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Fri 10/3

1:43 pm-2:10 pm

2 stops47h 27m

$1,702

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Best time to book a flight from Midway to St. John's

Have a flexible travel schedule? Discover the best time to fly to St. John's from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Related info for your journey

Find useful and relevant information for your journey from Midway to St. John's. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to St. John's from Chicago Midway?

    Located just 3.8 mi from the city center, St. John's V.C. Bird Intl is the airport most travelers will use when flying to St. John's from Chicago Midway. Booking flights from Chicago Midway to V.C. Bird Intl (ANU) should be relatively easy as there are 0 daily inbound flights from Chicago Midway from 0 different airlines.

  • How long is the flight from Chicago Midway Airport to St. John's, Saint John?

    Airlines like Delta fly from Chicago Midway Airport to St. John's, Saint John in about 23h 36m. The time it takes to get you to your destination can typically vary by up to . There are 2290 mi between Chicago Midway Airport and St. John's, Saint John.

  • Can I find deals for flights from Midway to St. John's that include hotel bookings?

    Yes. In addition to deals on Midway to St. John's flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to St. John's?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to St. John's.

  • Can I find deals for business class flights from Midway to St. John's?

    Yes. Cheapflights offers flight deals from Midway to St. John's by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to St. John's, Saint John?

    Currently, August is the cheapest month in which you can book a flight from Chicago Midway Airport to St. John's, Saint John (average of $500). Flying from Chicago Midway Airport to St. John's, Saint John in June is currently the most expensive (average of $651). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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