EXPIRED: Chicago → Toronto · Business return from US$584
EXPIRED: Business return to Toronto was US$584. The links inside still show today's best fares.
This deal has expired. The fare below is no longer available at the posted price. Fares this deep usually only last a few days. The links on this page still work and always open today's best fares and hotel prices, so you can check what this route goes for right now.
~68% off the usual price for this route. It was Business class from US$584 return with Delta. All prices in US dollars.
✓ We confirmed this fare was bookable on 8 Aug. Prices move, so always check the live fare before you book.
The deal at a glance
| Route | Chicago (MDW) → Toronto (YYZ) |
| Cabin | Business class |
| Trip | Return |
| Flights | 2 stops · MDW-DTW-YYZ |
| Airline | |
| Travel dates | 10 discounted departure days found between 25 Sept and 18 Oct |
| Book by | Expired 8 Sept |
| Distance | ~695 km · ~1.3h flying each way |
The fare we priced: depart 26 Sept, return 6 Oct. That exact itinerary was live at the price above when we checked.
Cheapest departure days in the window: 26 Sept, 10 Oct, 6 Oct, 11 Oct, 18 Oct, 5 Oct. Prices vary by day; flexible dates find the best fare.
See today's best Business fares →
Opens the live fare on the booking site. You always see the current price before you book.
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Why it's a deal
$584 in business class is around 68% below what this route normally goes for up front. We only see availability at the moment we check, so if the dates work for you, the button shows whether the price is still there.
Fare rules & what to check
Before booking, confirm the essentials:
- Baggage & seat: what's included at this fare
- Changes & refunds: discounted premium fares are often non-refundable
- Routing: long layovers or a different return path
Price in your currency
Converted 2026-08-08. Rates move, so treat it as a guide.
Paying in another currency? Get a free multi-currency travel card and spend at great exchange rates while you travel.
How to book
See today's best Business fares →
Opens the live fare on the booking site. You always see the current price before you book.
We may earn a commission if you book, at no extra cost to you.
This fare has expired. The button above opens today's prices for the route.
Where to stay in Toronto
Over a million hotels on Trip.com, with prices in your currency and free cancellation on many rooms.
More on this route: the Toronto departure guide covers flying back the other way.
Hear about the next one first
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