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Did you mean flights from Chicago to Winnipeg?

Flights from Winnipeg to Chicago, United States Last modified: Dec 6, 2016 17:53 -05:00

Winnipeg to Chicago Last modified: Dec 6, 2016 17:53 -05:00Prices shown were found by travelers like you over the past 30 days

We've scanned 28,742,875,190 round trip itineraries and found the cheapest flights from Winnipeg to Chicago. United & WestJet frequently offer the best deals on Winnipeg to Chicago flights, or select your preferred carrier below to see the cheapest days to fly.

United
YWGCHI
Wed 02-01
2 stops
CHIYWG
Thu 02-09
2 stops
$467
WestJet
YWGCHI
Wed 03-08
2 stops
CHIYWG
Tue 03-28
2 stops
$476
Air Canada
YWGCHI
Wed 04-05
nonstop
CHIYWG
Sun 04-09
nonstop
$554

How Much is a Flight from Winnipeg to Chicago? Prices shown were found by travelers like you over the past 30 days

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 $514.

Where To Buy Cheap Flights from Winnipeg to Chicago?

The best way to find a great deal on airfare is to search multiple sites. When you run a search on FareCompare, we search multiple sites and fare sources all at once so you don't have to - which is why we thinking FareCompare is the best place to find cheap tickets. Airlines can adjust prices for 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 found that Tuesdays, Wednesdays, and Saturdays are often the best days to book flights. If you'd like to learn more, read our article about the best time to buy airline tickets.

How far in advance should I book tickets from Winnipeg to Chicago? Prices shown were found by travelers like you over the past 30 days

The chart below shows up-to-date information regarding how far in advance to book your flight from Winnipeg to Chicago.

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $1,324 $565
7-14 days $1,085 $546
14-21 days $1,069 $756
21-30 days $975 $572
30-60 days $557 $467
60-90 days $824 $475
90+ days $554 $476

Cheapest Day To Fly from Winnipeg to Chicago Prices shown were found by travelers like you over the past 30 days

We've examined 28,750,906,812 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from Winnipeg to Chicago is Wednesday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$534 $475 $467 $498 $534 $541 $552

Compare Flight Prices from Winnipeg to Chicago by Month Prices shown were found by travelers like you over the past 30 days

Low priced flights are most commonly available by purchasing between one and three months in advance. International or holiday flights may need to be purchased even further in advance. The chart below shows the cheapest flight prices by month for Winnipeg to Chicago flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
December Winnipeg Chicago WestJet 16-12-14 16-12-15 2 $546
January Winnipeg Chicago WestJet 17-01-10 17-01-12 2 $485
February Winnipeg Chicago United 17-02-01 17-02-09 2 $467
March Winnipeg Chicago WestJet 17-03-08 17-03-28 2 $476
April Winnipeg Chicago WestJet 17-04-02 17-04-11 2 $530
May Winnipeg Chicago WestJet 17-05-31 17-06-09 2 $530
June Winnipeg Chicago WestJet 17-06-05 17-06-12 2 $557
July Winnipeg Chicago WestJet 17-07-04 17-07-07 2 $530

Cheap Last Minute Flights from Winnipeg to Chicago Prices shown were found by travelers like you over the past 30 days

Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from Winnipeg to Chicago. The chart below shows the best last minute deals and cheap flights this weekend we could find.

Next 30 Days

SunMonTueWedThuFriSat
11 12 13 14 15 16 17
$658
18 19 20 21 22 23 24
$658
25 26 27 28 29 30 31
$914
1 2 3 4 5 6 7
$914 $572
8 9 10 11 12 13 14
$572

Connecting Flights vs Direct Flights from Winnipeg to Chicago Prices shown were found by travelers like you over the past 30 days

Flights between some cities may be significantly cheaper if you choose 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 $533.

The average price for direct flights from Winnipeg to Chicago is $789.

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

Weekly Direct Flights from Winnipeg to Chicago - By Carrier
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
United 2 2 2 2 2 2 2 07:03 11:55

One Way Flights vs Round Trip Flights from Winnipeg to Chicago Prices shown were found by travelers like you over the past 30 days

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from Winnipeg to Chicago. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.

The average price for one way flights from Winnipeg to Chicago is not available.

The average price for round trip flights from Winnipeg to Chicago is $524.

Winnipeg to Chicago Flight Questions

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

Question: How long is the flight from Winnipeg to Chicago?
Answer: The average Winnipeg to Chicago flight time is 2 hours and 28 minutes.
Question: How far is Chicago from Winnipeg?
Answer: The distance from Winnipeg to Chicago is 1,136 kilometers (706 miles).
Question: How common are direct flights from Winnipeg to Chicago?
Answer: There are 13 direct flights from Winnipeg to Chicago.
Question: What are the most popular Winnipeg airlines for direct 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: Toronto, ON

Airlines in Winnipeg flying to Chicago Last modified: Dec 6, 2016 17:53 -05:00Number of routes searched: 73Number of itineraries searched: 25,270

Wondering which airlines fly out of Winnipeg to Chicago? We've gathered the average price of Winnipeg airlines with flights to Chicago. Different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary showing which days of the week individual carriers offer flights for the next 30 days.

Winnipeg to Chicago
Airline Connections Mon Tue Wed Thu Fri Sat Sun
Air Canada -
United -
Air Canada YOW
Air Canada YUL
Air Canada YVR
Air Canada YYC
Delta MSP
United DEN
United OKC
WestJet YUL
WestJet YYC
WestJet YYZ

Winnipeg to Chicago Airports

These are the major commercial airports we're currently monitoring in Winnipeg and Chicago. If your route includes a city with multiple airports, you may be able to find substantial savings by choosing an alternate airport.

Farecompare Research Tools

FareCompare's Flight Schedule Search Tool helps you find information about airline schedule filings, including flight numbers, depart times, and travel distance.

Cheap Domestic Flights from Winnipeg - YWG Last modified: Dec 6, 2016 17:53 -05:00Prices shown were found by travelers like you over the past 30 days

Cheap Flights from Winnipeg to Chicago