Call us at 1-646-738-4872 from 8 AM - 2 AM EST to get great deals!

Search Cheap Flights from Winnipeg to Chicago

Book your flights from Winnipeg to Chicago at and enjoy your journey hassle-free. OneTravel is a one-stop website for all your travel needs. From flight bookings, hotel packages, and vacation bookings to car rentals, we help you book everything with few clicks. OneTravel offers cheap airfares that help you save on airline tickets. Book your Winnipeg to Chicago flights with OneTravel and save money like never before.
No matter whether you are making a personal trip or going for an official conference, whatever is the reason of travel, we are a one-stop website for all kinds of travel. Choose from different airlines and book your flights to Chicago. From flights without layovers to ones that arrive early in the morning, we have them all. Choose the flight that meets your preference best. To know more, and for queries and assistance get in touch with our customer care available to take care of all your travel needs.

Winnipeg to Chicago Flight Route Facts

  • Which is the busiest month to travel from Winnipeg to Chicago?


  • Which is the least-busy month to travel from YWG to CHI?


  • What is the travel distance between Winnipeg and Chicago?

    707 Miles

  • What are the top airlines offering flights from YWG to CHI?

    United Airlines, Air Canada

  • How many weekly flights operate between YWG and CHI?

    There are 2 weekly flights between YWG and CHI.

  • Which is the busiest day in terms of passengers flying from YWG to CHI?


  • What percentage of Winnipeg to Chicago travelers were millennials?

    50% of Chicago travelers were millenials.

  • What percentage of Winnipeg to Chicago travelers were female?

    30% of Chicago travelers were female.

  • What was the average flight duration of flights from Winnipeg to Chicago?

    2.29 Hours

Download Our App

Find the deals you want & manage your trips ... all while on the go.

Apply for Our Credit Card

Earn rewards points & other travel perks when you spend.

Apply Now
Check out our Blog

Get inspired, learn expert tips & add to your travel bucket list.

Read it Now
Check Your Flight Status

Get there on time,
every time!

Check Status
  • 10 Million+ Customers
    Per Year
  • Safe & Secure Booking
  • Price Match
  • Buy with Confidence