Flights
Hotels
From
To
1 traveler
Unsupported Browser!
Find Flights
Finding cheap flights is simple. More than 36 million people last year saved hundreds by using our flights tool.
Flights
Hotels
Round-trip
One-way
1 traveler
Unsupported Browser!
Find Flights
Finding cheap flights is simple. More than 36 million people last year saved hundreds by using our flights tool.
Did you mean flights from Winnipeg to Chicago?

Cheap Flights from Chicago to Winnipeg, MB, Canada - CHI to YWG Last modified: Jul 31, 2016 1:02 AM

Popular flights from Chicago to Winnipeg Last modified: Jul 31, 2016 1:02 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.

Air Canada
CHIYWG
Thu 8/25
1 stop
YWGCHI
Sun 8/28
1 stop
$500
Select
Air Canada
CHIYWG
Thu 8/25
1 stop
YWGCHI
Mon 8/29
1 stop
$500
Select
United
CHIYWG
Thu 9/15
nonstop
YWGCHI
Mon 9/19
nonstop
$501
Select
United
CHIYWG
Fri 9/30
nonstop
YWGCHI
Sun 10/2
nonstop
$501
Select
United
CHIYWG
Fri 9/30
1 stop
YWGCHI
Sun 10/2
1 stop
$501
Select
WestJet
CHIYWG
Mon 9/5
2 stops
YWGCHI
Tue 9/13
2 stops
$514
Select
WestJet
CHIYWG
Wed 10/19
2 stops
YWGCHI
Mon 10/24
2 stops
$514
Select
American
CHIYWG
Sat 10/22
2 stops
YWGCHI
Sun 10/30
2 stops
$536
Select
Porter
CHIYWG
Sun 8/21
2 stops
YWGCHI
Wed 8/24
2 stops
$692
Select
JetBlue
CHIYWG
Sun 8/21
2 stops
YWGCHI
Wed 8/24
2 stops
$859
Select
Alaska
CHIYWG
Tue 8/2
2 stops
YWGCHI
Wed 8/10
2 stops
$1,113
Select

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

We have collected flight cost data from across the web for travel from Chicago to Winnipeg, and have found the average flight price for this trip to be $521.

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

Airlines can adjust prices for plane tickets from Chicago to Winnipeg 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 Chicago to Winnipeg

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

Non Stop versus 1-Stop
Advanced PurchaseNon StopOne Stop
< 7 days $1,266 $671
7-14 days $826 $622
14-21 days $0 $791
21-30 days $502 $500
30-60 days $501 $511
60-90 days $501 $501
90+ days $502 $511

Cheapest Day To Fly from Chicago to Winnipeg

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

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$502 $622 $502 $500 $501 $515 $502

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

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 Chicago to Winnipeg.

Next 30 Days

SunMonTueWedThuFriSat
31 1 2 3 4 5 6
$1,290
7 8 9 10 11 12 13
$1,290
14 15 16 17 18 19 20
21 22 23 24 25 26 27
$502
28 29 30 31 1 2 3
$502

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

Your Chicago to Winnipeg 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 Chicago to Winnipeg is $602.

The average price for non-stop flights from Chicago to Winnipeg is $502.

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

Nonstop Flight Details from Chicago to Winnipeg
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
United 3 4 3 4 4 2 4 09:00 19:45

Chicago to Winnipeg Flight Questions

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

Question: How long is a direct flight from Chicago to Winnipeg?
Answer: The average Chicago to Winnipeg flight time is 2 hours and 14 minutes.
Question: How many miles are there between Chicago and Winnipeg?
Answer: The distance from Chicago to Winnipeg is 706 miles.
Question: How common are direct flights from Chicago to Winnipeg?
Answer: There are 17 direct flights from Chicago to Winnipeg.
Question: What is the most popular airline for non-stop flights from Chicago to Winnipeg?
Answer: United Airlines provides 100% of the non-stop flights between Chicago and Winnipeg.
Question: What are the most popular connecting cities when flying from Chicago to Winnipeg?
Answer: Detroit, MI and Minneapolis - St Paul, MN

Airlines Flying from Chicago to Winnipeg (CHI to YWG) Number of flights searched: 134Last modified: Jul 31, 2016 1:02 AM

Below are the different airlines that fly from Chicago to Winnipeg 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 Chicago to Winnipeg.

Chicago to Winnipeg
Airline Connections Mon Tue Wed Thu Fri Sat Sun
Air Canada YYZ X X X X X X X
Delta MSP X X X X X X X
Delta CVG / MSP 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 Chicago and Winnipeg, 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 Chicago - CHI

FlightsAirlineLowest Price
Chicago to New York American, Alaska, JetBlue, Spirit, United $83
Chicago to Las Vegas American, Alaska, Frontier, Spirit, United, Virgin America $127
Chicago to Los Angeles American, Alaska, Frontier, Spirit, United, Virgin America $87
Chicago to Minneapolis - St Paul American, Alaska, Frontier, Spirit, United $77
Chicago to Denver American, Frontier, Spirit, United $87
Chicago to Dallas - Ft Worth American, Alaska, Frontier, Spirit, United $77
Chicago to Orlando American, JetBlue, Frontier, Spirit, United $97
Chicago to San Francisco American, Alaska, Frontier, United, Virgin America $157
Chicago to Seattle American, Alaska, Frontier, Spirit, United, Virgin America $147
Chicago to Phoenix American, Alaska, Frontier, Spirit, United $127
Chicago to Atlanta American, Frontier, Spirit, United $77
Chicago to Washington American, Alaska, JetBlue, Frontier, United $82
Chicago to Houston American, Spirit, United $81
Chicago to Boston American, Alaska, JetBlue, Spirit, United $83
Chicago to Miami American, Alaska, Frontier, United $117
Chicago to Detroit American, United $241
Chicago to Fargo American, United $345

Cheap International Flights from Chicago - CHI

FlightsAirlineLowest Price
Chicago to Toronto Air Choice One, American, Air Canada, Alaska, JetBlue, Porter, United, WestJet $209
Chicago to London American, Air Berlin, Air France, Finnair, Alitalia, JetBlue, British Airways, BMI, Condor, Aer Lingus, Eurowings, Bulgaria Air, Iberia, Meridiana, KLM, Lufthansa, LOT, Thomas Cook, Czech, Austrian, SATA, SAS, Brussels, Jetairfly, Tap Portugal, United, Air Europa, Virgin Atlantic $507

Cheap International Flights to Winnipeg - YWG

FlightsAirlineLowest Price
Indianapolis to Winnipeg American, Air Canada, Alaska, United, WestJet Check Dates
Milwaukee to Winnipeg American, Air Canada, United, WestJet $579
Madison to Winnipeg American, United, WestJet Check Dates
Grand Rapids to Winnipeg American, Air Canada, United, WestJet $464
Peoria to Winnipeg American, United Check Dates
Lansing to Winnipeg American, United Check Dates
South Bend to Winnipeg United Check Dates
Appleton to Winnipeg United Check Dates
Moline to Winnipeg American, United Check Dates
Green Bay to Winnipeg American, United, WestJet Check Dates
Ft Wayne to Winnipeg American, United, WestJet Check Dates
Cheap Flights from Chicago to Winnipeg, MB, Canada, from $500 Round trip from CHI to YWG