Delta Air Lines Inc. Toronto to Chicago Flights

One way Round trip

Adults

Children under 12

Infants under 2 without place

Economy

Business

First

done

Return flight: Chicago – Toronto

Page navigation

Best Airfare Price Calendar Flights Schedule

Cheapflightsplus.com will find cheap Delta Air Lines Inc. flights from Toronto to Chicago. Compare airline ticket prices and book air tickets starting from $174 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of Delta Air Lines Inc., arrivals and departure details below.

Find Cheap Airfare Toronto (ON) — Chicago (IL) by Delta Air Lines Inc.

To find cheap tickets choose a day of your departure with attractive price on the graph below and click «Find flights». For round trip flights please click «Check prices for return flight». The cheapest airfare is in january: one-way - $174, two-way – $298.

Direct flights

Check to choose departure date Check to choose departure date

Check prices for return flight

Find flights

Cheap Flights from Toronto to Chicago by Delta Air Lines Inc.

Look at the list of plane tickets for the most connecting flights by Delta Air Lines Inc., their prices start from $174. There’re no direct flights. The fastest connecting flight – 3h 44m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $174 Find flight	5:05 pm Toronto Pearson International	10:43 pm Chicago O'Hare International	6h 38m layover 2h 4m - New York	Delta Air Lines Inc.	DL5306 DL2806
from $174 Find flight	6:00 am Toronto Pearson International	9:35 am Chicago O'Hare International	4h 35m layover 1h 18m - Detroit	Delta Air Lines Inc.	DL5031 DL1654
from $174 Find flight	6:00 am Toronto Pearson International	8:50 am Chicago Midway	3h 50m layover 0h 48m - Detroit	Delta Air Lines Inc.	DL5031 DL3858
from $176 Find flight	10:05 am Toronto Pearson International	5:02 pm Chicago Midway	7h 57m layover 5h 20m - Detroit	Delta Air Lines Inc.	DL3868 DL3869
from $176 Find flight	10:20 am Toronto Pearson International	6:26 pm Chicago O'Hare International	9h 6m layover 4h 36m - New York	Delta Air Lines Inc.	DL5447 DL2801
from $176 Find flight	6:00 am Toronto Pearson International	12:49 pm Chicago Midway	7h 49m layover 4h 53m - Detroit	Delta Air Lines Inc.	DL5031 DL3867
from $176 Find flight	10:05 am Toronto Pearson International	5:09 pm Chicago O'Hare International	8h 4m layover 5h 15m - Detroit	Delta Air Lines Inc.	DL3868 DL2358
from $186 Find flight	10:20 am Toronto Pearson International	10:06 pm Chicago O'Hare International	12h 46m layover 8h 30m - New York	Delta Air Lines Inc.	DL5447 NK3386
from $186 Find flight	6:30 am Toronto Pearson International	10:06 pm Chicago O'Hare International	16h 36m layover 12h 4m - New York	Delta Air Lines Inc.	DL5183 NK3386
from $225 Find flight	7:55 am Toronto Pearson International	6:26 pm Chicago O'Hare International	11h 31m layover 7h 0m - New York	Delta Air Lines Inc.	DL5208 DL2801
from $232 Find flight	10:20 am Toronto Pearson International	8:33 pm Chicago O'Hare International	11h 13m layover 6h 51m - New York	Delta Air Lines Inc.	DL5447 AA1263
from $232 Find flight	6:30 am Toronto Pearson International	5:51 pm Chicago O'Hare International	12h 21m layover 7h 42m - New York	Delta Air Lines Inc.	DL5183 AA1240
from $232 Find flight	10:20 am Toronto Pearson International	4:12 pm Chicago O'Hare International	6h 52m layover 2h 31m - New York	Delta Air Lines Inc.	DL5447 AA1689
from $232 Find flight	10:20 am Toronto Pearson International	9:28 pm Chicago O'Hare International	12h 8m layover 7h 46m - New York	Delta Air Lines Inc.	DL5447 AA417
from $232 Find flight	6:30 am Toronto Pearson International	1:58 pm Chicago O'Hare International	8h 28m layover 3h 50m - New York	Delta Air Lines Inc.	DL5183 AA3219
from $263 Find flight	1:49 pm Toronto Pearson International	10:43 pm Chicago O'Hare International	9h 54m layover 5h 28m - New York	Delta Air Lines Inc.	DL5166 DL2806

Show All Flights

*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 12/30/2024

Delta Air Lines Inc. Flight Schedule Toronto to Chicago

Below is a detailed 2025 flight schedule for today, tomorrow and all other days. It may vary depending on season and a day of the week of your desired trip. We recommend booking your itinerary at least 2 weeks prior your travel to get the best price and availability by the airline.

Departure	Flight Details	Flight Time	Price
10:05 am — 5:02 pm	10:05 am — 11:25 am DL3868 Delta Air Lines Inc. Toronto — Detroit 5h 20m stop 4:45 pm — 5:02 pm DL3869 Delta Air Lines Inc. Detroit — Chicago	7h 57m including layover	Find flight from$176
10:20 am — 6:26 pm	10:20 am — 11:59 am DL5447 Delta Air Lines Inc. Toronto — New York 4h 36m stop 4:35 pm — 6:26 pm DL2801 Delta Air Lines Inc. New York — Chicago	9h 6m including layover	Find flight from$176
11:15 am — 4:48 pm	11:15 am — 12:54 pm DL5098 Delta Air Lines Inc. Toronto — New York 2h 6m stop 3:00 pm — 4:48 pm DL5783 Delta Air Lines Inc. New York — Chicago	6h 33m including layover	Find flight from$324
12:15 pm — 5:09 pm	12:15 pm — 1:33 pm DL5256 Delta Air Lines Inc. Toronto — Detroit 3h 7m stop 4:40 pm — 5:09 pm DL2358 Delta Air Lines Inc. Detroit — Chicago	5h 54m including layover	Find flight from$235
12:15 pm — 5:02 pm	12:15 pm — 1:33 pm DL5256 Delta Air Lines Inc. Toronto — Detroit 3h 12m stop 4:45 pm — 5:02 pm DL3869 Delta Air Lines Inc. Detroit — Chicago	5h 47m including layover	Find flight from$323
1:49 pm — 6:26 pm	1:49 pm — 3:27 pm DL5166 Delta Air Lines Inc. Toronto — New York 1h 8m stop 4:35 pm — 6:26 pm DL2801 Delta Air Lines Inc. New York — Chicago	5h 37m including layover	Find flight from$174
1:49 pm — 10:06 pm	1:49 pm — 3:27 pm DL5166 Delta Air Lines Inc. Toronto — New York 5h 2m stop 8:29 pm — 10:06 pm NK3386 Spirit Airlines New York — Chicago	9h 17m including layover	Find flight from$186
5:05 pm — 10:43 pm	5:05 pm — 6:51 pm DL5306 Delta Air Lines Inc. Toronto — New York 2h 4m stop 8:55 pm — 10:43 pm DL2806 Delta Air Lines Inc. New York — Chicago	6h 38m including layover	Find flight from$174
5:05 pm — 10:53 pm	5:05 pm — 6:51 pm DL5306 Delta Air Lines Inc. Toronto — New York 2h 24m stop 9:15 pm — 10:53 pm UA2035 United Airlines New York — Chicago	6h 48m including layover	Find flight from$273
6:00 am — 9:35 am	6:00 am — 7:38 am DL5031 Delta Air Lines Inc. Toronto — Detroit 1h 18m stop 8:56 am — 9:35 am DL1654 Delta Air Lines Inc. Detroit — Chicago	4h 35m including layover	Find flight from$174
6:00 am — 8:50 am	6:00 am — 7:38 am DL5031 Delta Air Lines Inc. Toronto — Detroit 48m stop 8:26 am — 8:50 am DL3858 Delta Air Lines Inc. Detroit — Chicago	3h 50m including layover	Find flight from$174
7:55 am — 10:06 pm	7:55 am — 9:35 am DL5208 Delta Air Lines Inc. Toronto — New York 10h 54m stop 8:29 pm — 10:06 pm NK3386 Spirit Airlines New York — Chicago	15h 11m including layover	Find flight from$186
7:55 am — 6:26 pm	7:55 am — 9:35 am DL5208 Delta Air Lines Inc. Toronto — New York 7h stop 4:35 pm — 6:26 pm DL2801 Delta Air Lines Inc. New York — Chicago	11h 31m including layover	Find flight from$225

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times are local. Last updated on 12/30/2024

Flight Information

There are 64 flights by Delta Air Lines Inc. from Toronto to Chicago every week with departures from Pearson International, Toronto Island, Buttonville Municipal. All flights arrive at Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee.

Departures start from 10:05 am to 7:55 am. Nonstop flight is 3h 44m. The time difference between Toronto and Chicago is 1h.

The fastest flight 3h 44m
Average flight time 8h 31m
The earliest flight 10:05 am
The latest flight 7:55 am
Distance 436 ml

The cheapest months for traveling to Chicago are november (from 174 $).

The cheapest flight by Delta Air Lines Inc. that our users were able to find is $174. This airfare is economy class on one-way DL5306 flight for November 12, 2024 leaving Pearson International in Toronto at 5:05 pm, it includes all taxes and additional fees.

Find same flight?

Delta Air Lines Inc. Airplanes on the Route

List of the most popular Delta Air Lines Inc. airplanes flying from Toronto to Chicago:

Canadair Regional Jet 900

from $174

Find

Other Popular Airlines on the Route

Besides Delta Air Lines Inc. there are other 7 airline carriers between Toronto and Chicago. Please review schedules and prices from the most popular airlines to find the best airfare deals from Toronto to Chicago.

Nonstop flights

There are 11 direct flights every day from Toronto. Airlines and fares are below:

PD - Porter Airlines

from $118

Find
UA - United Airlines

from $163

Find
TS - Air Transat

from $149

Find

See more direct flights

Connecting Flights

List of flights with layovers (1 and more stops):

AC - Air Canada

from $274

Find
PD - Porter Airlines

from $141

Find
WS - WestJet

from $163

Find
UA - United Airlines

from $168

Find
F8 - Freedom Airlines

from $197

Find
AY - Finnair

from $1342

Find
TS - Air Transat

from $163

Find

See more connecting flights

How to book an air ticket yourself?

Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
Click «Buy» when you are ready — our system will redirect you to the site that sells the selected airfare.
Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.
To find a plane ticket, please select dates.