When did momondo last update prices for flights from St John's Airport to Chicago Midway Airport?

Prices for flights from St John's Airport to Chicago Midway Airport refresh daily.

How old do you have to be to fly from St John's Airport to Chicago Midway Airport?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from St John's Airport to Chicago Midway Airport.

What documentation or ID do you need to fly to Chicago Midway Airport?

The required travel and health documents for your Chicago Midway 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 Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$268 Cheap Flights from St. John's to Chicago Midway Airport in 2026/27

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

Round-trip

One-way

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7:10 pm - 11:00 amYYT St John's-MDW Chicago Midway

18h 20m1 stop Toronto Pearson Intl

3:20 pm - 10:55 pmMDW Chicago Midway-YYT St John's

29h 05m1 stop Toronto Island

$430Multiple Airlines

Mon, Oct 5 - Wed, Oct 14

6:05 am - 2:35 pmYYT St John's-MDW Chicago Midway

11h 00m2 stops Ottawa Toronto Island

11:45 am - 12:55 amMDW Chicago Midway-YYT St John's

10h 40m2 stops Toronto Island Ottawa

$570Porter Airlines

Mon, Oct 5 - Wed, Oct 14

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Use the filters below to find and compare flights from St. John's to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

St. John'sChicago

YYT St John's - MDW Chicago Midway

YYTMDW

St John's

Mon 10/5

7:10 pm-11:00 am

1 stop18h 20m

Chicago Midway

Wed 10/14

3:20 pm-10:55 pm

1 stop29h 05m

$430

Quickest round-trip

St. John'sChicago

YYT St John's - MDW Chicago Midway

YYTMDW

St John's

Mon 10/5

6:05 am-2:35 pm

2 stops11h 00m

Chicago Midway

Wed 10/14

11:45 am-12:55 am

2 stops10h 40m

$570

Cheapest one-way

Quickest one-way

St. John'sChicago

YYT St John's - MDW Chicago Midway

YYTMDW

St John's

Thu 10/1

6:00 am-2:35 pm

2 stops11h 05m

$268

St. John'sChicago

YYT St John's - MDW Chicago Midway

YYTMDW

St John's

Thu 10/1

4:00 pm-11:00 am

3 stops21h 30m

$361

St. John'sChicago

YYT St John's - MDW Chicago Midway

YYTMDW

St John's

Thu 10/29

2:25 pm-11:47 pm

3 stops35h 52m

$430

St. John'sChicago

YYT St John's - MDW Chicago Midway

YYTMDW

St John's

Thu 10/29

2:25 pm-9:32 am

2 stops45h 37m

$477

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

How to get the cheapest flight ticket from St. John's to Chicago Midway Airport

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 St John's to Chicago Midway?

Porter Airlines is the most popular carrier operating from St John's to Chicago Midway

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

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

Estimated round-trip price

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

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

Best Price Found	$268
Fastest flight time	11h 05m
Direct flights	None

The best one-way flight to Chicago Midway Airport from St. John's in the past 72 hours is $268. The best round-trip flight deal from St. John's to Chicago Midway Airport found on momondo in the last 72 hours is $430.

The fastest flight from St. John's to Chicago Midway Airport takes 11h 05m

There are no direct flights from St. John's to Chicago Midway Airport. There are no popular flight routes from St. John's to Chicago Midway Airport.

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

How far is St John's to Chicago Midway by plane?
The straight-line distance from St John's to Chicago Midway is 1749.9 mi. A reasonable flight in good conditions will take 11h 05m.
When did momondo last update prices for flights from St John's Airport to Chicago Midway Airport?
Prices for flights from St John's Airport to Chicago Midway Airport refresh daily.
How old do you have to be to fly from St John's Airport to Chicago Midway Airport?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from St John's Airport to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The required travel and health documents for your Chicago Midway 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 Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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Can I find flights from St. John's to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from St. John's with this policy.

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Once all potential St. John's to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

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