Roundtrip flight Montreal - Chicago for $171
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CHICAGO, Illinois 🇺🇸

$171

Normal average price: $417 (or 41,700 simple points)

Roundtrip, all taxes/fees included

From: YUL - Montréal-Trudeau International Airport

To:
MDW - Chicago Midway International Airport
ORD - O'Hare International Airport

See all available dates

$171

Normal average price: $417 (or 41,700 simple points)

Roundtrip, all taxes/fees included

From: YUL - Montréal-Trudeau International Airport

To:
MDW - Chicago Midway International Airport
ORD - O'Hare International Airport

See all available dates

IMPORTANT WARNING ABOUT THIS DEAL

  • Limited carry-on ⌄

    → At least one of the date combinations in this flight deal is with an airline that charge extra for to bring a standard carry-on on board. You will always be allowed a smaller personal item for free.

🔎 Pro tip: Always check if the flight price is the same on the airline's direct website before booking!

DATES

Deals expire quickly; act fast! Click here for more details.

4 Sep - 7 Sep 3d Thu - Sun YUL-MDW $171
FLNCWKND
$171 > 
4 Sep - 18 Sep 14d Thu - Thu YUL-MDW $171
FLNC
$171 > 
4 Sep - 25 Sep 21d Thu - Thu YUL-MDW $171
FLNC
$171 > 
8 Sep - 15 Sep 7d Mon - Mon YUL-MDW $179
FLNC
$179 > 
9 Sep - 16 Sep 7d Tue - Tue YUL-MDW $178
FLNC
$178 > 
9 Sep - 23 Sep 14d Tue - Tue YUL-MDW $177
FLNC
$177 > 
10 Sep - 17 Sep 7d Wed - Wed YUL-MDW $178
FLNC
$178 > 
11 Sep - 25 Sep 14d Thu - Thu YUL-MDW $177
FLNC
$177 > 
16 Sep - 30 Sep 14d Tue - Tue YUL-MDW $176
FLNC
$176 > 
17 Sep - 1 Oct 14d Wed - Wed YUL-MDW $176
FLNC
$176 > 
23 Sep - 7 Oct 14d Tue - Tue YUL-MDW $176
FLNC
$176 > 
23 Sep - 14 Oct 21d Tue - Tue YUL-MDW $175
FLNC
$175 > 
24 Sep - 8 Oct 14d Wed - Wed YUL-MDW $179
FLNC
$179 > 
30 Sep - 7 Oct 7d Tue - Tue YUL-MDW $179
FLNC
$179 > 
30 Sep - 14 Oct 14d Tue - Tue YUL-MDW $176
FLNC
$176 > 
17 Sep - 8 Oct 21d Wed - Wed YUL-ORD $239
DNC
$239 > 
23 Sep - 30 Sep 7d Tue - Tue YUL-ORD $239
DNC
$239 > 
23 Sep - 7 Oct 14d Tue - Tue YUL-ORD $239
DNC
$239 > 
25 Sep - 28 Sep 3d Thu - Sun YUL-ORD $239
DNCWKND
$239 > 
30 Sep - 7 Oct 7d Tue - Tue YUL-ORD $239
DNC
$239 > 
1 Oct - 8 Oct 7d Wed - Wed YUL-MDW $179
FLNC
$179 > 
7 Oct - 14 Oct 7d Tue - Tue YUL-MDW $177
FLNC
$177 > 
7 Oct - 21 Oct 14d Tue - Tue YUL-MDW $179
FLNC
$179 > 
8 Oct - 15 Oct 7d Wed - Wed YUL-MDW $181
FLNC
$181 > 
14 Oct - 28 Oct 14d Tue - Tue YUL-MDW $176
FLNC
$176 > 
15 Oct - 29 Oct 14d Wed - Wed YUL-MDW $179
FLNC
$179 > 
20 Oct - 30 Oct 10d Mon - Thu YUL-MDW $183
FLNC
$183 > 
21 Oct - 29 Oct 8d Tue - Wed YUL-MDW $181
FLNC
$181 > 
21 Oct - 4 Nov 14d Tue - Tue YUL-MDW $176
FLNC
$176 > 
22 Oct - 5 Nov 14d Wed - Wed YUL-MDW $176
FLNC
$176 > 
23 Oct - 1 Nov 9d Thu - Sat YUL-MDW $181
FLNC
$181 > 
24 Oct - 1 Nov 8d Fri - Sat YUL-MDW $181
FLNC
$181 > 
30 Oct - 5 Nov 6d Thu - Wed YUL-MDW $182
FLNC
$182 > 
1 Oct - 8 Oct 7d Wed - Wed YUL-ORD $239
DNC
$239 > 
6 Oct - 20 Oct 14d Mon - Mon YUL-ORD $239
DNC
$239 > 
7 Oct - 21 Oct 14d Tue - Tue YUL-ORD $239
DNC
$239 > 
7 Oct - 1 Nov 25d Tue - Sat YUL-ORD $239
DNC
$239 > 
8 Oct - 22 Oct 14d Wed - Wed YUL-ORD $239
DNC
$239 > 
8 Oct - 30 Oct 22d Wed - Thu YUL-ORD $239
DNC
$239 > 
15 Oct - 23 Oct 8d Wed - Thu YUL-ORD $239
DNC
$239 > 
15 Oct - 27 Oct 12d Wed - Mon YUL-ORD $239
DNC
$239 > 
15 Oct - 28 Oct 13d Wed - Tue YUL-ORD $239
DNC
$239 > 
15 Oct - 29 Oct 14d Wed - Wed YUL-ORD $239
DNC
$239 > 
15 Oct - 5 Nov 21d Wed - Wed YUL-ORD $239
DNC
$239 > 
15 Oct - 8 Nov 24d Wed - Sat YUL-ORD $239
DNC
$239 > 
16 Oct - 24 Oct 8d Thu - Fri YUL-ORD $239
DNC
$239 > 
17 Oct - 31 Oct 14d Fri - Fri YUL-ORD $239
DNC
$239 > 
20 Oct - 26 Oct 6d Mon - Sun YUL-ORD $239
DNC
$239 > 
21 Oct - 29 Oct 8d Tue - Wed YUL-ORD $239
DNC
$239 > 
21 Oct - 11 Nov 21d Tue - Tue YUL-ORD $239
DNC
$239 > 
21 Oct - 12 Nov 22d Tue - Wed YUL-ORD $239
DNC
$239 > 
21 Oct - 14 Nov 24d Tue - Fri YUL-ORD $239
DNC
$239 > 
22 Oct - 29 Oct 7d Wed - Wed YUL-ORD $239
DNC
$239 > 
22 Oct - 12 Nov 21d Wed - Wed YUL-ORD $239
DNC
$239 > 
24 Oct - 1 Nov 8d Fri - Sat YUL-ORD $239
DNC
$239 > 
25 Oct - 14 Nov 20d Sat - Fri YUL-ORD $239
DNC
$239 > 
27 Oct - 12 Nov 16d Mon - Wed YUL-ORD $239
DNC
$239 > 
28 Oct - 31 Oct 3d Tue - Fri YUL-ORD $239
DNC
$239 > 
28 Oct - 3 Nov 6d Tue - Mon YUL-ORD $239
DNC
$239 > 
28 Oct - 5 Nov 8d Tue - Wed YUL-ORD $239
DNC
$239 > 
28 Oct - 18 Nov 21d Tue - Tue YUL-ORD $239
DNC
$239 > 
28 Oct - 25 Nov 28d Tue - Tue YUL-ORD $239
DNC
$239 > 
29 Oct - 4 Nov 6d Wed - Tue YUL-ORD $239
DNC
$239 > 
29 Oct - 13 Nov 15d Wed - Thu YUL-ORD $239
DNC
$239 > 
29 Oct - 18 Nov 20d Wed - Tue YUL-ORD $239
DNC
$239 > 
29 Oct - 19 Nov 21d Wed - Wed YUL-ORD $239
DNC
$239 > 
31 Oct - 26 Nov 26d Fri - Wed YUL-ORD $239
DNC
$239 > 
1 Nov - 22 Nov 21d Sat - Sat YUL-MDW $175
FLNC
$175 > 
4 Nov - 18 Nov 14d Tue - Tue YUL-MDW $176
FLNC
$176 > 
5 Nov - 19 Nov 14d Wed - Wed YUL-MDW $176
FLNC
$176 > 
1 Nov - 27 Nov 26d Sat - Thu YUL-ORD $239
DNC
$239 > 
4 Nov - 6 Nov 2d Tue - Thu YUL-ORD $239
DNC
$239 > 
4 Nov - 8 Nov 4d Tue - Sat YUL-ORD $239
DNC
$239 > 
4 Nov - 23 Nov 19d Tue - Sun YUL-ORD $239
DNC
$239 > 
4 Nov - 25 Nov 21d Tue - Tue YUL-ORD $239
DNC
$239 > 
5 Nov - 20 Nov 15d Wed - Thu YUL-ORD $239
DNC
$239 > 
5 Nov - 22 Nov 17d Wed - Sat YUL-ORD $239
DNC
$239 > 
5 Nov - 24 Nov 19d Wed - Mon YUL-ORD $239
DNC
$239 > 
5 Nov - 26 Nov 21d Wed - Wed YUL-ORD $239
DNC
$239 > 
7 Nov - 1 Dec 24d Fri - Mon YUL-ORD $239
DNC
$239 > 
11 Nov - 13 Nov 2d Tue - Thu YUL-ORD $239
DNC
$239 > 
11 Nov - 23 Nov 12d Tue - Sun YUL-ORD $239
DNC
$239 > 
11 Nov - 2 Dec 21d Tue - Tue YUL-ORD $239
DNC
$239 > 
12 Nov - 16 Nov 4d Wed - Sun YUL-ORD $239
DNC
$239 > 
12 Nov - 3 Dec 21d Wed - Wed YUL-ORD $239
DNC
$239 > 
12 Nov - 6 Dec 24d Wed - Sat YUL-ORD $239
DNC
$239 > 
16 Nov - 9 Dec 23d Sun - Tue YUL-ORD $239
DNC
$239 > 
18 Nov - 22 Nov 4d Tue - Sat YUL-ORD $239
DNC
$239 > 
18 Nov - 27 Nov 9d Tue - Thu YUL-ORD $239
DNC
$239 > 
18 Nov - 28 Nov 10d Tue - Fri YUL-ORD $239
DNC
$239 > 
18 Nov - 30 Nov 12d Tue - Sun YUL-ORD $239
DNC
$239 > 
18 Nov - 1 Dec 13d Tue - Mon YUL-ORD $239
DNC
$239 > 
18 Nov - 3 Dec 15d Tue - Wed YUL-ORD $239
DNC
$239 > 
18 Nov - 4 Dec 16d Tue - Thu YUL-ORD $239
DNC
$239 > 
18 Nov - 8 Dec 20d Tue - Mon YUL-ORD $239
DNC
$239 > 
18 Nov - 9 Dec 21d Tue - Tue YUL-ORD $239
DNC
$239 > 
19 Nov - 25 Nov 6d Wed - Tue YUL-ORD $239
DNC
$239 > 
19 Nov - 29 Nov 10d Wed - Sat YUL-ORD $239
DNC
$239 > 
19 Nov - 7 Dec 18d Wed - Sun YUL-ORD $239
DNC
$239 > 
19 Nov - 8 Dec 19d Wed - Mon YUL-ORD $239
DNC
$239 > 
19 Nov - 10 Dec 21d Wed - Wed YUL-ORD $239
DNC
$239 > 
19 Nov - 12 Dec 23d Wed - Fri YUL-ORD $239
DNC
$239 > 
19 Nov - 15 Dec 26d Wed - Mon YUL-ORD $239
DNC
$239 > 
24 Nov - 2 Dec 8d Mon - Tue YUL-ORD $239
DNC
$239 > 
25 Nov - 4 Dec 9d Tue - Thu YUL-ORD $239
DNC
$239 > 
25 Nov - 7 Dec 12d Tue - Sun YUL-ORD $239
DNC
$239 > 
25 Nov - 16 Dec 21d Tue - Tue YUL-ORD $239
DNC
$239 > 
26 Nov - 8 Dec 12d Wed - Mon YUL-ORD $239
DNC
$239 > 
26 Nov - 16 Dec 20d Wed - Tue YUL-ORD $239
DNC
$239 > 
2 Dec - 16 Dec 14d Tue - Tue YUL-ORD $239
DNC
$239 > 
9 Dec - 16 Dec 7d Tue - Tue YUL-ORD $239
DNC
$239 > 
9 Dec - 17 Dec 8d Tue - Wed YUL-ORD $239
DNC
$239 > 
10 Dec - 6 Jan 27d Wed - Tue YUL-ORD $239
DNC
$239 > 
6 Jan - 13 Jan 7d Tue - Tue YUL-MDW $181
FLNC
$181 > 
6 Jan - 20 Jan 14d Tue - Tue YUL-MDW $176
FLNC
$176 > 
10 Jan - 17 Jan 7d Sat - Sat YUL-MDW $180
FLNC
$180 > 
12 Jan - 19 Jan 7d Mon - Mon YUL-MDW $180
FLNC
$180 > 
13 Jan - 20 Jan 7d Tue - Tue YUL-MDW $180
FLNC
$180 > 
13 Jan - 27 Jan 14d Tue - Tue YUL-MDW $178
FLNC
$178 > 
14 Jan - 21 Jan 7d Wed - Wed YUL-MDW $180
FLNC
$180 > 
20 Jan - 3 Feb 14d Tue - Tue YUL-MDW $175
FLNC
$175 > 
21 Jan - 4 Feb 14d Wed - Wed YUL-MDW $175
FLNC
$175 > 
27 Jan - 3 Feb 7d Tue - Tue YUL-MDW $180
FLNC
$180 > 
27 Jan - 4 Feb 8d Tue - Wed YUL-MDW $180
FLNC
$180 > 
27 Jan - 6 Feb 10d Tue - Fri YUL-MDW $179
FLNC
$179 > 
27 Jan - 10 Feb 14d Tue - Tue YUL-MDW $175
FLNC
$175 > 
28 Jan - 11 Feb 14d Wed - Wed YUL-MDW $175
FLNC
$175 > 
30 Jan - 5 Feb 6d Fri - Thu YUL-MDW $180
FLNC
$180 > 
30 Jan - 6 Feb 7d Fri - Fri YUL-MDW $180
FLNC
$180 > 
30 Jan - 10 Feb 11d Fri - Tue YUL-MDW $182
FLNC
$182 > 
30 Jan - 20 Feb 21d Fri - Fri YUL-MDW $175
FLNC
$175 > 
30 Jan - 28 Feb 29d Fri - Sat YUL-MDW $173
FLNC
$173 > 
31 Jan - 8 Feb 8d Sat - Sun YUL-MDW $180
FLNC
$180 > 
1 Feb - 8 Feb 7d Sun - Sun YUL-MDW $180
FLNC
$180 > 
2 Feb - 8 Feb 6d Mon - Sun YUL-MDW $184
FLNC
$184 > 
2 Feb - 9 Feb 7d Mon - Mon YUL-MDW $180
FLNC
$180 > 
3 Feb - 10 Feb 7d Tue - Tue YUL-MDW $180
FLNC
$180 > 
4 Feb - 11 Feb 7d Wed - Wed YUL-MDW $180
FLNC
$180 > 
10 Feb - 24 Feb 14d Tue - Tue YUL-MDW $175
FLNC
$175 > 
11 Feb - 19 Feb 8d Wed - Thu YUL-MDW $180
FLNC
$180 > 
11 Feb - 25 Feb 14d Wed - Wed YUL-MDW $178
FLNC
$178 > 

Might not be a deal, but at least find the lowest price for your specific dates

Check out our flight search tips and more tools here

DIR Non-stop flight

W Dates for weekend getaway

LD Very limited dates at this price

% Flight at an even more discounted price than usual!

Flytrippers logo in a flag Lowest price we have ever seen!

ULCC Involves at least 1 ultra low-cost carrier (ULCC)

No Suitcase Involves at least 1 airline without free regular carry-on bags

V Calendar Dates available during a popular vacation period

ST Self-transfer that implies a few pecularities

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Other images associated with this deal: Main page: Pixabay, Social media: Pixabay

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