Cheap flights from Toronto Pearson Intl Airport to Chicago Midway Airport from C$ 207
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 7/5. 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.
YYZ — MDW
30 Apr — 7 May1
Return
1 adult
Economy
Tue 30/4
Tue 7/5
Cheap flight deals from Pearson Intl to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Pearson Intl (YYZ) to Midway (MDW). 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 25 April 2024.
Popular in | December |
|---|---|
Cheapest in | May |
Round-trip from | C$ 358 |
One-way from | C$ 222 |
What is the cheapest day to fly round-trip from Toronto Pearson Intl Airport to Chicago Midway Airport?
Saturday is generally a great day to depart. Flying on this day could help you save up to 97%.
How far in advance should I book a flight from Toronto Pearson Intl Airport to Chicago Midway Airport?
Travellers have found it’s best to book a flight 27 days in advance to save up to 78% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 27 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Toronto Pearson Intl Airport to Chicago Midway Airport 1-2 weeks in advance for as low as C$ 491, or C$ 668 for flights within the next 24 hours.
What is the cheapest month to fly from Toronto Pearson Intl Airport to Chicago Midway Airport?
January can be a great time to fly to Chicago Midway Airport from Toronto Pearson Intl Airport with a flight ticket averaging about C$ 399. Cheapflights users have found deals in the month of January for as cheap as C$ 244. The most expensive prices can be found in the month of July.
When is the cheapest time to fly from Toronto Pearson Intl Airport to Chicago Midway Airport (YYZ - MDW)?
It’s optimal to fly from Toronto Pearson Intl Airport to Chicago Midway Airport at noon. By choosing this option you can save up to 13% on the cost of your flight, compared to a flight in the afternoon.
Cheap Delta flights from Pearson Intl to Midway
Explore cheap flight options specifically provided by Delta for the route between Pearson Intl and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 508,915 searches. Data last updated 25 April 2024.
Check out some of the cheapest Delta flights we've come across from Toronto to Chicago. Be sure to come back soon if the deals available don't appeal to you at this time.
Wed 22/512:30 p.m.YYZ - MDW
1 stop6h 37mDelta
Wed 29/52:15 p.m.MDW - YYZ
1 stop7h 59mDelta
Deal found 24/4C$ 353
Sat 18/512:30 p.m.YYZ - MDW
1 stop5h 25mDelta
Tue 21/51:21 p.m.MDW - YYZ
1 stop8h 25mDelta
Deal found 23/4C$ 371
Wed 8/512:30 p.m.YYZ - MDW
1 stop6h 37mDelta
Fri 17/51:21 p.m.MDW - YYZ
1 stop8h 25mDelta
Deal found 24/4C$ 382
Thu 23/512:30 p.m.YYZ - MDW
1 stop5h 36mDelta
Tue 28/51:21 p.m.MDW - YYZ
1 stop8h 25mDelta
Deal found 24/4C$ 389
Sat 1/66:34 a.m.YYZ - MDW
1 stop5h 28mDelta
Mon 3/62:15 p.m.MDW - YYZ
1 stop7h 59mDelta
Deal found 24/4C$ 396
Wed 29/56:04 a.m.YYZ - MDW
1 stop4h 02mDelta
Mon 3/62:15 p.m.MDW - YYZ
1 stop7h 59mDelta
Deal found 24/4C$ 397
Thu 9/56:04 a.m.YYZ - MDW
1 stop4h 02mDelta
Tue 21/51:21 p.m.MDW - YYZ
1 stop8h 25mDelta
Deal found 24/4C$ 400
Sat 18/512:30 p.m.YYZ - MDW
1 stop4h 43mDelta
Wed 22/51:21 p.m.MDW - YYZ
1 stop8h 25mDelta
Deal found 25/4C$ 404
Thu 9/56:04 a.m.YYZ - MDW
1 stop4h 02mDelta
Mon 13/59:32 a.m.MDW - YYZ
1 stop6h 37mDelta
Deal found 24/4C$ 409
Cheap WestJet flights from Pearson Intl to Midway
Explore cheap flight options specifically provided by WestJet for the route between Pearson Intl and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 508,915 searches. Data last updated 25 April 2024.
Have a look at some of the cheapest available WestJet flights departing from Toronto and landing in Chicago. If these deals don't fit your criteria, make sure to check back soon as new deals are always added.
Fri 10/57:10 p.m.YYZ - MDW
1 stop16h 52mWestJet
Sun 12/56:00 a.m.MDW - YYZ
1 stop5h 10mWestJet
Deal found 25/4C$ 448
Fri 10/57:10 p.m.YYZ - MDW
1 stop16h 52mWestJet
Sun 12/56:00 a.m.MDW - YYZ
1 stop5h 10mWestJet
Deal found 25/4C$ 449
Fri 31/57:10 p.m.YYZ - MDW
1 stop22h 45mWestJet
Fri 7/612:45 p.m.MDW - YYZ
1 stop8h 14mWestJet
Deal found 24/4C$ 450
Sat 8/612:31 p.m.YYZ - MDW
1 stop6h 59mWestJet
Wed 19/66:00 a.m.MDW - YYZ
1 stop5h 10mWestJet
Deal found 24/4C$ 452
Sun 16/66:30 a.m.YYZ - MDW
1 stop13h 06mWestJet
Wed 19/66:00 a.m.MDW - YYZ
1 stop5h 10mWestJet
Deal found 24/4C$ 453
Sun 30/66:30 a.m.YYZ - MDW
1 stop5h 57mWestJet
Wed 3/73:45 p.m.MDW - YYZ
1 stop5h 14mWestJet
Deal found 24/4C$ 454
Sat 8/612:31 p.m.YYZ - MDW
1 stop6h 59mWestJet
Wed 19/66:00 a.m.MDW - YYZ
1 stop16h 59mWestJet
Deal found 24/4C$ 456
Sat 1/68:00 p.m.YYZ - MDW
2 stops16h 52mWestJet
Fri 14/612:45 p.m.MDW - YYZ
1 stop8h 14mWestJet
Deal found 24/4C$ 457
Wed 8/56:04 p.m.YYZ - MDW
1 stop4h 57mWestJet
Sat 18/55:00 p.m.MDW - YYZ
1 stop5h 14mWestJet
Deal found 23/4C$ 460
Cheap Pearson Intl to Midway flights in April & May 2024
Find cheap flight options from Pearson Intl to Midway specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 508,915 searches. Prices were last updated on 25 April 2024.
Check out some of the best flight deals from Toronto to Chicago in 2024. Check back regularly for other flight deals.
Wed 22/512:30 p.m.YYZ - MDW
1 stop6h 37mDelta
Wed 29/52:15 p.m.MDW - YYZ
1 stop7h 59mDelta
Deal found 24/4C$ 353
Sat 18/512:30 p.m.YYZ - MDW
1 stop5h 25mDelta
Tue 21/51:21 p.m.MDW - YYZ
1 stop8h 25mDelta
Deal found 23/4C$ 371
Wed 8/512:30 p.m.YYZ - MDW
1 stop6h 37mDelta
Fri 17/51:21 p.m.MDW - YYZ
1 stop8h 25mDelta
Deal found 24/4C$ 382
Thu 23/512:30 p.m.YYZ - MDW
1 stop5h 36mDelta
Tue 28/51:21 p.m.MDW - YYZ
1 stop8h 25mDelta
Deal found 24/4C$ 389
Wed 29/56:04 a.m.YYZ - MDW
1 stop4h 02mDelta
Mon 3/62:15 p.m.MDW - YYZ
1 stop7h 59mDelta
Deal found 24/4C$ 397
Thu 9/56:04 a.m.YYZ - MDW
1 stop4h 02mDelta
Tue 21/51:21 p.m.MDW - YYZ
1 stop8h 25mDelta
Deal found 24/4C$ 400
Sat 18/512:30 p.m.YYZ - MDW
1 stop4h 43mDelta
Wed 22/51:21 p.m.MDW - YYZ
1 stop8h 25mDelta
Deal found 25/4C$ 404
Thu 9/56:04 a.m.YYZ - MDW
1 stop4h 02mDelta
Mon 13/59:32 a.m.MDW - YYZ
1 stop6h 37mDelta
Deal found 24/4C$ 409
Tue 7/58:20 p.m.YYZ - MDW
1 stop16h 16mMultiple Airlines
Thu 9/59:26 a.m.MDW - YYZ
2 stops20h 09mMultiple Airlines
Deal found 25/4C$ 413
Pearson Intl to Midway 2024 flight deals
Discover exclusive flight deals for travel between Pearson Intl and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 508,915 searches. Data last updated 25 April 2024.
Check out some of the best flight deals from Toronto to Chicago in 2024. Check back regularly for other flight deals.
Wed 22/512:30 p.m.YYZ - MDW
1 stop6h 37mDelta
Wed 29/52:15 p.m.MDW - YYZ
1 stop7h 59mDelta
Deal found 24/4C$ 353
Sat 18/512:30 p.m.YYZ - MDW
1 stop5h 25mDelta
Tue 21/51:21 p.m.MDW - YYZ
1 stop8h 25mDelta
Deal found 23/4C$ 371
Wed 8/512:30 p.m.YYZ - MDW
1 stop6h 37mDelta
Fri 17/51:21 p.m.MDW - YYZ
1 stop8h 25mDelta
Deal found 24/4C$ 382
Thu 23/512:30 p.m.YYZ - MDW
1 stop5h 36mDelta
Tue 28/51:21 p.m.MDW - YYZ
1 stop8h 25mDelta
Deal found 24/4C$ 389
Sat 1/66:34 a.m.YYZ - MDW
1 stop5h 28mDelta
Mon 3/62:15 p.m.MDW - YYZ
1 stop7h 59mDelta
Deal found 24/4C$ 396
Wed 29/56:04 a.m.YYZ - MDW
1 stop4h 02mDelta
Mon 3/62:15 p.m.MDW - YYZ
1 stop7h 59mDelta
Deal found 24/4C$ 397
Thu 9/56:04 a.m.YYZ - MDW
1 stop4h 02mDelta
Tue 21/51:21 p.m.MDW - YYZ
1 stop8h 25mDelta
Deal found 24/4C$ 400
Sat 18/512:30 p.m.YYZ - MDW
1 stop4h 43mDelta
Wed 22/51:21 p.m.MDW - YYZ
1 stop8h 25mDelta
Deal found 25/4C$ 404
Thu 9/56:04 a.m.YYZ - MDW
1 stop4h 02mDelta
Mon 13/59:32 a.m.MDW - YYZ
1 stop6h 37mDelta
Deal found 24/4C$ 409
Pearson Intl to Midway flights leaving soon
Find last-minute flight options from Pearson Intl to Midway for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 508,915 searches. Data last updated 25 April 2024.
Consider one of these great deals we found on last-minute flights from Toronto to Chicago. Users should be sure to double check the price, date, and time of their last-minute flight.
Thu 2/512:30 p.m.YYZ - MDW
1 stop5h 34mDelta
Wed 29/59:32 a.m.MDW - YYZ
1 stop6h 37mDelta
Deal found 24/4C$ 428
Sat 4/512:30 p.m.YYZ - MDW
1 stop4h 48mDelta
Tue 7/56:29 a.m.MDW - YYZ
1 stop4h 10mDelta
Deal found 25/4C$ 479
Sat 4/56:45 a.m.YYZ - MDW
1 stop15h 46mWestJet
Sun 12/56:00 a.m.MDW - YYZ
1 stop5h 10mWestJet
Deal found 24/4C$ 524
Thu 2/512:30 p.m.YYZ - MDW
1 stop5h 34mWestJet
Fri 3/55:05 p.m.MDW - YYZ
1 stop5h 10mWestJet
Deal found 24/4C$ 542
Thu 2/56:04 p.m.YYZ - MDW
1 stop5h 46mWestJet
Fri 3/56:30 a.m.MDW - YYZ
1 stop10h 50mWestJet
Deal found 24/4C$ 554
Thu 2/512:30 p.m.YYZ - MDW
1 stop5h 34mWestJet
Sun 5/56:00 a.m.MDW - YYZ
1 stop5h 10mWestJet
Deal found 24/4C$ 557
Sun 5/56:45 a.m.YYZ - MDW
1 stop4h 51mDelta
Fri 10/51:21 p.m.MDW - YYZ
1 stop8h 25mDelta
Deal found 23/4C$ 558
Thu 2/51:20 p.m.YYZ - MDW
1 stop10h 30mWestJet
Sun 5/56:00 a.m.MDW - YYZ
1 stop5h 10mWestJet
Deal found 24/4C$ 567
Thu 2/51:20 p.m.YYZ - MDW
1 stop10h 30mWestJet
Sun 5/56:00 a.m.MDW - YYZ
1 stop5h 10mWestJet
Deal found 24/4C$ 574
One-way flights to Midway from Pearson Intl
Search for one-way flight options from Pearson Intl to Midway. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 508,915 searches. Data last updated 25 April 2024.
Users travelling one-way from Toronto to Chicago can select one of these great deals. For those needing a return trip from Toronto, there is a search form available above.
Tue 7/58:20 p.m.YYZ - MDW
1 stop16h 16mMultiple Airlines
Deal found 24/4C$ 207
Tue 18/66:04 a.m.YYZ - MDW
1 stop3h 44mDelta
Deal found 24/4C$ 212
Tue 25/66:04 a.m.YYZ - MDW
1 stop3h 44mKLM
Deal found 25/4C$ 222
Sun 30/66:30 a.m.YYZ - MDW
1 stop5h 57mDelta
Deal found 25/4C$ 230
Wed 8/56:04 a.m.YYZ - MDW
1 stop4h 02mDelta
Deal found 23/4C$ 241
Tue 28/512:30 p.m.YYZ - MDW
1 stop6h 37mWestJet
Deal found 23/4C$ 245
Mon 24/67:46 a.m.YYZ - MDW
1 stop5h 09mWestJet
Deal found 25/4C$ 246
Sat 1/612:30 p.m.YYZ - MDW
1 stop5h 25mWestJet
Deal found 24/4C$ 250
Tue 9/711:37 a.m.YYZ - MDW
1 stop7h 22mWestJet
Deal found 24/4C$ 252
Find flights from Pearson Intl to Midway within your budget
Customize your flight search to find flights from Pearson Intl to Midway 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 508,915 searches. Data last updated 25 April 2024.
Fly from
Any airport
Fly to
Any airport
Budget
C$ 353 - C$ 602
Route
Depart
Return
Price
Toronto Pearson IntlChicago Midway
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Wed 22/5
1 stop6h 37m
Chicago Midway
Wed 29/5
1 stop7h 59m
C$ 353
Toronto Pearson IntlChicago Midway
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Sat 18/5
1 stop5h 25m
Chicago Midway
Tue 21/5
1 stop8h 25m
C$ 371
Toronto Pearson IntlChicago Midway
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Wed 8/5
1 stop6h 37m
Chicago Midway
Fri 17/5
1 stop8h 25m
C$ 382
Toronto Pearson IntlChicago Midway
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Thu 23/5
1 stop5h 36m
Chicago Midway
Tue 28/5
1 stop8h 25m
C$ 389
Toronto Pearson IntlChicago Midway
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Tue 9/7
1 stop7h 35m
Chicago Midway
Thu 11/7
1 stop6h 35m
C$ 420
Toronto Pearson IntlChicago Midway
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Fri 10/5
1 stop16h 52m
Chicago Midway
Sun 12/5
1 stop5h 10m
C$ 448
Toronto Pearson IntlChicago Midway
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Fri 10/5
1 stop16h 52m
Chicago Midway
Sun 12/5
1 stop5h 10m
C$ 449
Toronto Pearson IntlChicago Midway
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Sat 14/9
1 stop3h 30m
Chicago Midway
Sat 14/9
1 stop5h 17m
C$ 490
Toronto Pearson IntlChicago Midway
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Wed 22/5
2 stops10h 05m
Chicago Midway
Wed 29/5
1 stop6h 16m
C$ 602
When is the cheapest time to fly from Toronto Pearson Intl Airport to Chicago Midway Airport?
Use this chart to determine the cheapest time to fly round-trip from Pearson Intl to Midway. Price data was last updated on 21 April 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Toronto Pearson Intl Airport to Chicago Midway Airport flight should consider departing on Friday at noon when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Average price of flights to Midway by month
Plan your trip from Pearson Intl to Midway by taking into account the cheapest months to travel. The average price of a one-way flight from Pearson Intl to Midway is currently C$ 234 while a round-trip flight costs C$ 434. Price data was last updated on 21 April 2024.
Temperature and rainfall in Midway by month
Plan your trip to Midway by taking into account the average temperature and rainfall totals by month.
CHI Temperature | -5 - 23 °C |
|---|
Reviews of airlines servicing Midway
Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated 25 April 2024.
See what other customers who have flown with Delta, WestJet and KLM from Toronto to Chicago have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
10,975 reviews
Crew
8.6
Overall
8.1
Entertainment
8.0
Food
7.4
Comfort
7.9
Boarding
8.2
Reviews
1 / 10
Terrible flight crew that skipped our row for service multiple times.
10,975 reviews
10,975 reviews
Crew
8.6
Overall
8.1
Entertainment
8.0
Food
7.4
Comfort
7.9
Boarding
8.2
Reviews
1 / 10
Terrible flight crew that skipped our row for service multiple times.
1,628 reviews
10,975 reviews
Crew
8.6
Overall
8.1
Entertainment
8.0
Food
7.4
Comfort
7.9
Boarding
8.2
Reviews
1 / 10
Terrible flight crew that skipped our row for service multiple times.
Related info for your journey
Find useful and relevant information for your journey from Pearson Intl to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Pearson Intl to MidwaySee prices for flight routes from nearby airports that may be better suited for you.
See prices for flight routes from nearby airports that may be better suited for you.
Top 4 airlines flying from Pearson Intl to Midway
Discover the top 4 airlines that operate flights from Pearson Intl to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 508,915 searches. Data last updated 25 April 2024.
Search flights from Pearson Intl to Midway by cabin class
Find flights from Pearson Intl to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Book a flight to one of these trending destinations
User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Fly with Cheapflights
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How does Cheapflights help users find flights from Pearson Intl to Midway?
Cheapflights makes it easy to find Pearson Intl to Midway flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.
Why should you use Cheapflights to find cheap flight tickets from Pearson Intl to Midway?
It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Pearson Intl to Midway.
Can Cheapflights find flights from Pearson Intl to Midway with no change fees?
Yes, we can. To see specific flights from Pearson Intl to Midway with no change fees, users can toggle flexible booking options after using the search form above to find flights.
Can Cheapflights notify me if prices for flights from Pearson Intl to Midway become cheaper?
Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Midway from Pearson Intl today and book when prices fit your budget.