AirHint found the following cheapest return flights from Toronto (YYZ) to Chicago (ORD) in July 2025 (see full year).

Return flights

29 Jul - 01 Aug	United	direct
28 Jul - 05 Aug	WestJet
29 Jul - 05 Aug	Delta
29 Jul - 02 Aug	Delta
27 Jul - 30 Jul	United	direct
27 Jul - 02 Aug	United	direct
29 Jul - 05 Aug	United	direct
29 Jul - 02 Aug	United	direct
30 Jul - 03 Aug	United	direct
30 Jul - 15 Aug	United	direct
30 Jul - 01 Aug	United	direct
26 Jul - 28 Jul	WestJet
28 Jul - 31 Jul	WestJet
25 Jul - 27 Jul	Delta
24 Jul - 27 Jul	Delta
24 Jul - 29 Jul	Delta
22 Jul - 27 Jul	Delta
23 Jul - 29 Jul	Delta
21 Jul - 28 Jul	United	direct
25 Jul - 28 Jul	United	direct

Also check the deals for one-way flights from Toronto to Chicago in July.

The deals are updated regularly. The prices may go up as tickets are purchased by other travellers. Only the cheapest flights are offered. Select a price to book and secure these cheap prices.

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Cheapest return flights from Toronto to Chicago in July from 198€

Return flights