MDW

Find cheap flights from Ontario to Chicago Midway Airport from C$ 192

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight departing on 29/6. 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.
Return
1 adult
Economy
0 bags
Sun 2/7
Sun 9/7

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Good to know

Low season

January

High season

April

Cheapest flight

C$ 192

Average price round-trip

C$ 453

Good deal round-trip

C$ 420

Good deal one-way

C$ 228
Best time to beat the crowds (3% less expensive on average)
Most popular time to fly (9% more expensive on average)
Flight from Toronto Island to Chicago Midway Airport
(avg. price over the last 2 weeks)
or less
or less

FAQs for booking Ontario to Chicago Midway Airport flights

Book cheap flights from Ontario to Chicago Midway Airport

Recent round-trip flight deals

28/6Wed
directPorter Airlines
1h 47mYTZ-MDW
30/6Fri
directPorter Airlines
1h 42mMDW-YTZ
C$ 333
28/6Wed
directPorter Airlines
1h 47mYTZ-MDW
30/6Fri
directPorter Airlines
1h 42mMDW-YTZ
C$ 338
28/6Wed
directPorter Airlines
1h 47mYTZ-MDW
29/6Thu
directPorter Airlines
1h 42mMDW-YTZ
C$ 343
28/6Wed
directPorter Airlines
1h 47mYTZ-MDW
1/7Sat
directPorter Airlines
1h 42mMDW-YTZ
C$ 350
28/6Wed
directPorter Airlines
1h 47mYTZ-MDW
3/7Mon
directPorter Airlines
1h 42mMDW-YTZ
C$ 357
28/6Wed
directPorter Airlines
1h 47mYTZ-MDW
30/6Fri
directPorter Airlines
1h 42mMDW-YTZ
C$ 365
17/6Sat
directPorter Airlines
1h 47mYTZ-MDW
30/6Fri
directPorter Airlines
1h 42mMDW-YTZ
C$ 369
27/6Tue
directPorter Airlines
1h 47mYTZ-MDW
29/6Thu
directPorter Airlines
1h 42mMDW-YTZ
C$ 372
19/9Tue
1 stopDelta
3h 53mYYZ-MDW
23/9Sat
1 stopDelta
4h 35mMDW-YYZ
C$ 412
18/9Mon
1 stopDelta
4h 14mYYZ-MDW
23/9Sat
1 stopDelta
4h 35mMDW-YYZ
C$ 430
27/6Tue
1 stopDelta
3h 29mYYZ-MDW
28/6Wed
1 stopDelta
6h 27mMDW-YYZ
C$ 464
25/9Mon
2 stopsMultiple Airlines
44h 15mYYZ-MDW
30/10Mon
2 stopsMultiple Airlines
33h 07mMDW-YYZ
C$ 507
26/7Wed
1 stopDelta
8h 42mYYZ-MDW
29/7Sat
1 stopDelta
4h 49mMDW-YYZ
C$ 516
11/8Fri
1 stopDelta
8h 33mYYZ-MDW
14/8Mon
1 stopDelta
8h 05mMDW-YYZ
C$ 523
25/9Mon
1 stopMultiple Airlines
9h 09mYYZ-MDW
30/10Mon
2 stopsMultiple Airlines
29h 40mMDW-YYZ
C$ 525
12/7Wed
2 stopsMultiple Airlines
15h 23mYYZ-MDW
22/7Sat
1 stopMultiple Airlines
4h 49mMDW-YYZ
C$ 527
17/9Sun
1 stopWestJet
5h 44mYYZ-MDW
20/9Wed
1 stopWestJet
5h 11mMDW-YYZ
C$ 533
21/6Wed
2 stopsMultiple Airlines
14h 13mYYZ-MDW
25/6Sun
2 stopsMultiple Airlines
35h 10mMDW-YYZ
C$ 534
18/9Mon
1 stopWestJet
20h 16mYYZ-MDW
22/9Fri
1 stopWestJet
18h 07mMDW-YYZ
C$ 539
12/7Wed
1 stopWestJet
13h 28mYYZ-MDW
22/7Sat
1 stopWestJet
14h 59mMDW-YYZ
C$ 545

Search by stops

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Recent one-way flight deals

29/6Thu
directPorter Airlines
1h 47mYTZ-MDW
C$ 192
28/6Wed
directPorter Airlines
1h 47mYTZ-MDW
C$ 197
4/7Tue
directPorter Airlines
1h 47mYTZ-MDW
C$ 214
30/6Fri
directPorter Airlines
1h 47mYTZ-MDW
C$ 215
3/7Mon
directPorter Airlines
1h 47mYTZ-MDW
C$ 216
30/6Fri
directPorter Airlines
1h 47mYTZ-MDW
C$ 218
1/7Sat
directPorter Airlines
1h 47mYTZ-MDW
C$ 220
21/6Wed
2 stopsMultiple Airlines
16h 43mYYZ-MDW
C$ 223
12/7Wed
2 stopsMultiple Airlines
15h 23mYYZ-MDW
C$ 226
26/10Thu
1 stopMultiple Airlines
12h 52mYYZ-MDW
C$ 235
13/9Wed
1 stopDelta
7h 24mYYZ-MDW
C$ 242
13/9Wed
1 stopDelta
7h 24mYYZ-MDW
C$ 243
18/10Wed
2 stopsMultiple Airlines
41h 31mYYZ-MDW
C$ 257
13/6Tue
2 stopsMultiple Airlines
34h 18mYYZ-MDW
C$ 258
25/9Mon
2 stopsMultiple Airlines
17h 07mYYZ-MDW
C$ 260
18/6Sun
1 stopDelta
3h 29mYYZ-MDW
C$ 284
25/7Tue
1 stopDelta
7h 40mYYZ-MDW
C$ 293
5/7Wed
2 stopsWestJet
15h 11mYYZ-MDW
C$ 311
5/7Wed
2 stopsWestJet
18h 22mYYZ-MDW
C$ 312
4/7Tue
2 stopsWestJet
28h 52mYYZ-MDW
C$ 319

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Search by airline

Search by price

Flights to Chicago Midway Airport

Destination:

Chicago Midway Airport (MDW)United States

Return flight deals:

Chicago Midway Airport - Ontario

Cabin classes:

C$ 352

Browse origins: