Flights from Toronto Pearson to Chicago Midway

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Cheap Toronto Pearson - Chicago Midway flight offers

Find cheap flight tickets and last-minute flight deals from Toronto Pearson to Chicago Midway

DELTA
Fri, 06/04 (YYZ) Toronto -> (MDW) Chicago
DELTA
Tue, 06/08 (MDW) Chicago -> (YYZ) Toronto
Price found 14 days ago
from $292
DELTA
Tue, 10/20 (YYZ) Toronto -> (MDW) Chicago
Price found 3 days ago
from $207

Info about flights from Toronto Pearson to Chicago Midway

Some useful info about flights from Toronto Pearson to Chicago Midway to help you plan your next trip

Average flight duration 2h 43m
Cheapest month November
Average number of flights per week 1
First flight time 00:30
Last flight time 23:50
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Top airlines on the route Toronto Pearson - Chicago Midway

Airlines providing flights to Chicago Midway from Toronto Pearson

DELTA
DELTA
WestJet
WestJet

Looking for the price of a flight from Toronto Pearson to Chicago Midway?

There’s no fixed price — fares between Toronto and Chicago can vary a lot by day or time.

Select your dates to check current offers.

It’s often useful to check whether nearby airports offer better fares. Flying during less crowded periods also increases your chances of finding good deals.

Best airport options between Toronto and Chicago

If you're open to flying into or out of more than one airport, you’ll have more routes to compare.

  • Airports in Toronto: Toronto is served by 4 airports - John C. Munro, Kitchener Lake, Lester B. Pearson, Toronto Island Airport.
  • Airports in Chicago: In Chicago, 3 airports are available - Midway, O'Hare, Rockford.

Some airports offer extras like lounges, fast track, or self check-in — good to keep in mind. Comparing airports by services offered helps you balance cost and comfort.

Flights from Toronto - Lester B. Pearson to Chicago - Midway

Compare flights from Toronto Pearson to Chicago Midway with advanced filters

Find your ideal flight using Jetcost. Select whether you want nonstop or connecting flights, round-trip or one-way, and filter by airline, price, or booking site.

Other popular destinations

Looking for alternatives in United States? Travelers also liked: Atlanta, Los Angeles, Miami, New York City, Orlando.

If you have a preferred time to leave or arrive, filters can help you show only the matching flights. You can also filter by your favorite airline and see only those deals.
Frequently Asked Questions

Frequently asked questions about flights from Toronto Pearson to Chicago Midway.

How much does an airline ticket from Toronto Pearson to Chicago Midway cost?

Flight prices can vary a lot depending on the period and destination. At the moment, this information is not available for flights from Toronto Pearson to Chicago Midway.

How far is Toronto from Chicago?

Toronto is about 432 mi from Chicago.

What are the airports in Chicago?

Chicago has 3 airports: Midway, O'Hare, Rockford.

What are the airports in Toronto?

Toronto has 4 airports: John C. Munro, Kitchener Lake, Lester B. Pearson, Toronto Island Airport.

What are the most popular cities in United States?

The most popular cities in United States according to our users' searches are: Atlanta, Los Angeles, Miami, New York City, Orlando.

When should I book a flight from Toronto to Chicago?

The best time to book a flight from Toronto to Chicago is 1 month in advance, while the worst time is 12 weeks in advance.

What is the cheapest month to fly from Toronto to Chicago?

The cheapest month to fly from Toronto to Chicago is November.

What is the most expensive month to fly from Toronto to Chicago?

The most expensive month to fly from Toronto to Chicago is August.

What is the best day of the week to fly from Toronto to Chicago?

For flights from Toronto to Chicago Monday is on average the cheapest day to fly, while Monday is the most expensive day to fly.