YYT - MDW

$496 Find Cheap Flights from St. John's to Chicago

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from St. John's to Midway departing on 6/19. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from St. John's to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from St. John's to Chicago, as well as popular online travel agencies
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Cheap Flight Deals from St. John's to Chicago (YYT-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from St. John's to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from St. John's to Midway

KAYAK's recommended round-trip deals from the most popular airlines that fly from St. John's to Midway.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
3:00 pm - 8:45 amYYT-MDW
20h 15m2 stops
9:40 am - 12:28 amMDW-YYT
12h 18m2 stops
$496Porter Airlines
Find Deal
Thu, Jun 19 - Mon, Jun 23
6:00 am - 4:40 pmYYT-MDW
13h 10m2 stops
5:35 pm - 11:40 pmMDW-YYT
27h 35m2 stops
$499Porter Airlines
Find Deal
Fri, Apr 25 - Mon, Apr 28
2:55 pm - 4:54 pmYYT-MDW
28h 29m2 stops
9:40 am - 12:28 amMDW-YYT
12h 18m2 stops
$520Porter Airlines
Find Deal
Sat, May 10 - Sat, May 17
6:00 am - 4:40 pmYYT-MDW
13h 10m3 stops
5:35 pm - 11:40 pmMDW-YYT
27h 35m2 stops
$523Porter Airlines
Find Deal
Fri, Apr 25 - Mon, Apr 28
6:00 am - 4:24 pmYYT-MDW
12h 54m1 stop
5:50 pm - 2:16 pmMDW-YYT
17h 56m2 stops
Thu, Jun 19 - Mon, Jun 23
2:55 pm - 4:54 pmYYT-MDW
28h 29m2 stops
9:40 am - 4:56 pmMDW-YYT
28h 46m3 stops
$544Porter Airlines
Find Deal
Sat, May 10 - Sat, May 17
6:00 am - 4:40 pmYYT-MDW
13h 10m2 stops
5:35 pm - 11:45 pmMDW-YYT
27h 40m3 stops
Fri, Apr 25 - Mon, Apr 28
6:00 am - 12:00 pmYYT-MDW
8h 30m2 stops
11:15 am - 11:40 pmMDW-YYT
9h 55m2 stops
$568Porter Airlines
Find Deal
Sat, Apr 26 - Mon, Apr 28
3:00 pm - 8:45 amYYT-MDW
20h 15m1 stop
9:40 am - 10:55 pmMDW-YYT
10h 45m1 stop
Thu, Jun 19 - Mon, Jun 23
3:00 pm - 8:45 amYYT-MDW
20h 15m2 stops
5:20 pm - 5:00 pmMDW-YYT
21h 10m2 stops
$593Porter Airlines
Find Deal
Sat, Jun 28 - Wed, Jul 2

Good to know

Cheapest flight

$496
Flight from St. John's to Chicago

When to book flights from St. John's to Midway

Are your dates flexible? Find out the best times to travel from St. John's to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking St. John's to Chicago flights

  • What is the cheapest flight from St. John's to Chicago Midway Airport?

    In the last 3 days, the lowest price for a flight from St. John's to Chicago Midway Airport was $496 for a round-trip ticket.

  • Do I need a passport to fly between St. John's and Chicago?

    Yes

  • Which airports will I be using when flying from St. John's to Chicago?

    St. John's and Chicago are both served by 1 main airport. You will leave St. John's from St John's and will be arriving at Chicago Midway.

  • Which aircraft models fly most regularly from St. John's to Chicago?

    We unfortunately don’t have that data for this specific route.

  • How does KAYAK find such low prices on flights from St. John's to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from St. John's to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from St. John's to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from St. John's is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from St. John's to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to St. John's with another airline. Booking your flights between St. John's and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from St. John's to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from St. John's up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Everything you need to know for your flight from St. John's to Midway

Information on your arrival and departure airports

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