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Did you mean flights from Chicago to Winnipeg?

Cheap Flights from Winnipeg to Chicago, IL, United States - YWG to CHI Last modified: 2016-08-24 1:59 AM

Popular flights from Winnipeg to Chicago Last modified: 2016-08-24 1:59 AM

We’ve got the inside scoop on finding the best time to fly for the best price. Not sure when to travel for your next vacation? Find details below on when-to-fly and when-to-buy.

WestJet
YWGCHI
Tue 11-08
1 stop
CHIYWG
Tue 11-15
1 stop
$509
Select
WestJet
YWGCHI
Tue 11-08
2 stops
CHIYWG
Tue 11-15
2 stops
$509
Select
WestJet
YWGCHI
Tue 12-13
2 stops
CHIYWG
Wed 12-21
2 stops
$509
Select
United
YWGCHI
Fri 11-04
2 stops
CHIYWG
Mon 11-07
2 stops
$514
Select
Air Canada
YWGCHI
Thu 11-24
nonstop
CHIYWG
Mon 11-28
nonstop
$538
Select
American
YWGCHI
Fri 09-16
2 stops
CHIYWG
Wed 09-21
2 stops
$582
Select
Alaska
YWGCHI
Thu 12-01
2 stops
CHIYWG
Tue 12-06
2 stops
$853
Select

How Much Does it Cost to Fly from Winnipeg to Chicago (YWG to CHI)?

We have collected flight cost data from across the web for travel from Winnipeg to Chicago, and have found the average flight price for this trip to be $527.

When Can I Buy the Cheapest Flight from Winnipeg to Chicago (YWG to CHI)?

Airlines can adjust prices for plane tickets from Winnipeg to Chicago based on the day and time that you decide to book your flight. We have collected data from all airlines, and have discovered that the best days to book flights are Tuesdays, Wednesdays, and Saturdays. Read our article to find more information about the best time to buy airline tickets.

How far in advance should you book flights from Winnipeg to Chicago

The chart below shows up-to-date information regarding how far in advance a flight from Winnipeg to Chicago should be booked.

Non Stop versus 1-Stop
Advanced PurchaseNon StopOne Stop
< 7 days $1,317 $648
7-14 days $691 $551
14-21 days $677 $635
21-30 days $542 $541
30-60 days $538 $544
60-90 days $538 $509
90+ days $538 $529

Cheapest Day To Fly from Winnipeg to Chicago

The chart below shows up-to-date information regarding the cheapest days to fly from Winnipeg to Chicago.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$529 $509 $531 $519 $514 $538 $545

Cheapest Weekend Non-Stop Flights for the Next 30 Days from Winnipeg to Chicago

If you're ready to take a trip in the next 30 days and want to fly on the weekend, you might be wondering which weekend is the cheapest to fly. The chart below shows up-to-date data regarding weekend flight prices from Winnipeg to Chicago.

Next 30 Days

SunMonTueWedThuFriSat
28 29 30 31 1 2 3
$882
4 5 6 7 8 9 10
$882 $677
11 12 13 14 15 16 17
$677 $544
18 19 20 21 22 23 24
$544 $544
25 26 27 28 29 30 1
$544

Non-Stop vs Connecting Flights from Winnipeg to Chicago (YWG to CHI)

Your Winnipeg to Chicago flight can be significantly cheaper by choosing a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from Winnipeg to Chicago is $638.

The average price for non-stop flights from Winnipeg to Chicago is $542.

The chart below shows up to date information regarding non-stop flights from Winnipeg to Chicago.

Nonstop Flight Details from Winnipeg to Chicago
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
United 3 3 3 3 3 2 3 07:08 16:45

Winnipeg to Chicago Flight Questions

Below are some common questions that asked about this flight route:

Question: How long is a direct flight from Winnipeg to Chicago?
Answer: The average Winnipeg to Chicago flight time is 2 hours and 18 minutes.
Question: How many kilometers are there between Winnipeg and Chicago?
Answer: The distance from Winnipeg to Chicago is 1136 kilometers.
Question: How common are direct flights from Winnipeg to Chicago?
Answer: There are 20 direct flights from Winnipeg to Chicago.
Question: What is the most popular airline for non-stop flights from Winnipeg to Chicago?
Answer: United Airlines provides 100% of the non-stop flights between Winnipeg and Chicago.
Question: What are the most popular connecting cities when flying from Winnipeg to Chicago?
Answer: Minneapolis - St Paul, MN

Airlines Flying from Winnipeg to Chicago (YWG to CHI) Number of flights searched: 161Last modified: 2016-08-24 1:59 AM

Below are the different airlines that fly from Winnipeg to Chicago with the average price of their plane tickets. Just remember that different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary of the next 30 days for flights from Winnipeg to Chicago.

Winnipeg to Chicago
Airline Connections Mon Tue Wed Thu Fri Sat Sun
Air Canada YUL X X X X X X X
Delta MSP X X X X X X X
Delta MSP / DTW X X X X X X X
United - X X X X X X X
United DEN X X X X X X X
WestJet YYC X X X X X X X

Airports for Your Route

These pages contain information about the major airports in Winnipeg and Chicago, so you can feel comfortable knowing how to get around whether you are about to take off or you just landed.

Cheap Domestic Flights from Winnipeg - YWG

FlightsAirlineLowest Price
Winnipeg to Toronto Air Canada, WestJet $218
Winnipeg to Windsor Air Canada, WestJet $487
Winnipeg to London Air Canada, WestJet $361

Cheap International Flights from Winnipeg - YWG

FlightsAirlineLowest Price
Winnipeg to Milwaukee American, Air Canada, Delta, United, WestJet $311
Winnipeg to New York American, Air Canada, Alaska, Delta, United, WestJet $335
Winnipeg to South Bend Delta, United Check Dates
Winnipeg to Minneapolis - St Paul American, Air Canada, Delta, United, WestJet $513
Winnipeg to Madison American, Delta, United, WestJet $302
Winnipeg to Detroit American, Air Canada, Delta, United, WestJet $343
Winnipeg to Atlanta American, Air Canada, Delta, United, WestJet $392
Winnipeg to Indianapolis American, Air Canada, Delta, United, WestJet $353
Winnipeg to Peoria Delta, United Check Dates
Winnipeg to Grand Rapids American, Delta, United $454
Winnipeg to St Louis American, Air Canada, Alaska, Delta, United, WestJet $347
Winnipeg to Lansing American, Delta, United Check Dates
Winnipeg to Dallas - Ft Worth American, Air Canada, Alaska, Delta, United, WestJet $316
Winnipeg to Las Vegas American, Air Canada, Alaska, Delta, United, WestJet $334
Winnipeg to Ft Wayne American, Delta, United Check Dates
Winnipeg to Orlando American, Air Canada, AeroMexico, Alaska, Delta, United, Sunwing, WestJet $369
Winnipeg to Nashville American, Air Canada, Delta, United, WestJet $353
Cheap Flights from Winnipeg to Chicago, IL, United States, from $509 Round trip from YWG to CHI