Roundtrip flight Montreal - Chicago for $275

This deal is probably expired! Sign up for our newsletter here to never miss out again, or you can check today's deals here.

This post may contain affiliate links that could provide you with exclusive deals and could provide a small commission to Flytrippers at absolutely no cost to you. Thank you for using our links to support us, to allow us to provide valuable travel deals and content for free, and to help us accomplish our mission of helping you travel for less. We will never recommend a product or service if we don’t believe in it and no third party ever gets any control over our content. Third parties, including financial institutions, are not responsible for maintaining the content on this site. See our terms & conditions for more details.

CHICAGO (Illinois)

$275

Normal average price: $404

Roundtrip, all taxes included

From: YUL - Montréal-Trudeau International Airport

To: MDW - Chicago Midway International Airport

See all available dates

$275

Normal average price: $404

Roundtrip, all taxes included

From: YUL - Montréal-Trudeau International Airport

To: MDW - Chicago Midway 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.

DATES

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

7 May - 14 May 7d Tue - Tue $289
NC
$289 > 
9 May - 12 May 3d Thu - Sun $275
NCWKND
$275 > 
9 May - 3 Jun 25d Thu - Mon $301
NC
$301 > 
11 May - 19 May 8d Sat - Sun $325
NC
$325 > 
11 May - 27 May 16d Sat - Mon $301
NC
$301 > 
14 May - 28 May 14d Tue - Tue $307
NC
$307 > 
14 May - 30 May 16d Tue - Thu $301
NC
$301 > 
14 May - 6 Jun 23d Tue - Thu $349
NC
$349 > 
15 May - 22 May 7d Wed - Wed $339
NC
$339 > 
19 May - 29 May 10d Sun - Wed $354
NC
$354 > 
22 May - 1 Jun 10d Wed - Sat $338
NC
$338 > 
22 May - 5 Jun 14d Wed - Wed $336
NC
$336 > 
22 May - 17 Jun 26d Wed - Mon $346
NC
$346 > 
24 May - 10 Jun 17d Fri - Mon $346
NC
$346 > 
25 May - 4 Jun 10d Sat - Tue $335
NC
$335 > 
25 May - 5 Jun 11d Sat - Wed $335
NC
$335 > 
26 May - 5 Jun 10d Sun - Wed $354
NC
$354 > 
28 May - 7 Jun 10d Tue - Fri $354
NC
$354 > 
28 May - 11 Jun 14d Tue - Tue $336
NC
$336 > 
28 May - 13 Jun 16d Tue - Thu $336
NC
$336 > 
28 May - 18 Jun 21d Tue - Tue $336
NC
$336 > 
28 May - 23 Jun 26d Tue - Sun $354
NC
$354 > 
29 May - 12 Jun 14d Wed - Wed $334
NC
$334 > 
29 May - 16 Jun 18d Wed - Sun $331
NC
$331 > 
29 May - 19 Jun 21d Wed - Wed $336
NC
$336 > 
29 May - 20 Jun 22d Wed - Thu $331
NC
$331 > 
29 May - 25 Jun 27d Wed - Tue $331
NC
$331 > 
30 May - 3 Jun 4d Thu - Mon $334
NCWKND
$334 > 
30 May - 4 Jun 5d Thu - Tue $346
NC
$346 > 
30 May - 20 Jun 21d Thu - Thu $336
NC
$336 > 
3 Jun - 14 Jun 11d Mon - Fri $346
NC
$346 > 
4 Jun - 8 Jun 4d Tue - Sat $331
NC
$331 > 
4 Jun - 9 Jun 5d Tue - Sun $334
NC
$334 > 
4 Jun - 11 Jun 7d Tue - Tue $334
NC
$334 > 
4 Jun - 17 Jun 13d Tue - Mon $342
NC
$342 > 
4 Jun - 18 Jun 14d Tue - Tue $346
NC
$346 > 
4 Jun - 25 Jun 21d Tue - Tue $336
NC
$336 > 
5 Jun - 19 Jun 14d Wed - Wed $332
NC
$332 > 
5 Jun - 20 Jun 15d Wed - Thu $336
NC
$336 > 
5 Jun - 22 Jun 17d Wed - Sat $346
NC
$346 > 
5 Jun - 25 Jun 20d Wed - Tue $331
NC
$331 > 
5 Jun - 26 Jun 21d Wed - Wed $331
NC
$331 > 
6 Jun - 17 Jun 11d Thu - Mon $346
NC
$346 > 
8 Jun - 17 Jun 9d Sat - Mon $346
NC
$346 > 
11 Jun - 26 Jun 15d Tue - Wed $336
NC
$336 > 
19 Jun - 26 Jun 7d Wed - Wed $346
NC
$346 > 
24 Jun - 7 Jul 13d Mon - Sun $407
NCV
$407 > 
24 Jun - 12 Jul 18d Mon - Fri $407
NCV
$407 > 
25 Jun - 26 Jun 1d Tue - Wed $346
NCV
$346 > 
25 Jun - 4 Jul 9d Tue - Thu $407
NCV
$407 > 
25 Jun - 10 Jul 15d Tue - Wed $407
NCV
$407 > 
25 Jun - 16 Jul 21d Tue - Tue $407
NCV
$407 > 
25 Jun - 22 Jul 27d Tue - Mon $407
NCV
$407 > 
26 Jun - 4 Jul 8d Wed - Thu $407
NCV
$407 > 
26 Jun - 6 Jul 10d Wed - Sat $407
NCV
$407 > 
26 Jun - 11 Jul 15d Wed - Thu $407
NCV
$407 > 
26 Jun - 17 Jul 21d Wed - Wed $407
NCV
$407 > 
26 Jun - 18 Jul 22d Wed - Thu $407
NCV
$407 > 

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

Deals powered by Skyscanner, Momondo, Kiwi & Kayak

Sign up for our free newsletter

Check out today's best deals from Montreal

See all other deals from Montreal

Our latest travel content

Follow Flytrippers on Facebook

Follow Flytrippers on Twitter

Advertisement

Featured image:

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

Share this deal to help us help more people travel for less: