Flights from Windsor to Chicago, United States

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Did you mean flights from Chicago to Windsor?

Windsor to Chicago Last modified: Dec 7, 2021 9:38 -05:00

We've scanned 2,510,501 round trip itineraries and found the cheapest flights to Chicago. 00 & !! frequently offer the best deals to Chicago flights, or select your preferred carrier below to see the cheapest days to fly.

00
YQGCHI
Thu 12-30
nonstop
CHIYQG
Sun 01-02
nonstop
$405
!!
YQGCHI
Sun 01-02
nonstop
CHIYQG
Sat 01-08
nonstop
$721

How Much is a Flight from Windsor to Chicago?

We have collected flight cost data from across the web for travel from Windsor to Chicago, and have found the average flight price for this trip to be $575.

Where To Buy Cheap Flights from Windsor 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 think FareCompare is the best place to find cheap tickets. Airlines can adjust prices for tickets from Windsor 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 Windsor to Chicago?

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

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $646 $702
7-14 days $430 $702
14-21 days $370 $601
21-30 days $405 $604
30-60 days $363 $563
60-90 days $408 $576
90+ days $377 $548

Cheapest Day To Fly from Windsor to Chicago

We've examined 5,021,002 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from Windsor to Chicago is Saturday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$618$521$474$370$955$363$721

Compare Flight Prices from Windsor to Chicago by Month

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 Windsor to Chicago flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
December Windsor Chicago 00 21-12-23 21-12-26 0 $370
January Windsor Chicago !! 22-01-02 22-01-08 0 $721
January Windsor Chicago 00 22-01-01 22-01-03 0 $363
January Windsor Chicago 00 22-01-19 22-02-01 0 $536
November Windsor Chicago 00 21-11-19 21-11-30 0 $497
May Windsor Chicago 00 22-05-27 22-05-31 0 $640
September Windsor Chicago Porter 21-09-02 21-09-06 1 $548
August Windsor Chicago 00 22-08-26 22-09-08 0 $377

Cheap Last Minute Flights from Windsor to Chicago

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

Next 30 Days

SunMonTueWedThuFriSat
21 22 23 24 25 26 27
$643
28 29 30 1 2 3 4
$643
5 6 7 8 9 10 11
12 13 14 15 16 17 18
19 20 21 22 23 24 25
$370
26 27 28 29 30 31 1
$370 $405 $363
2 3 4 5 6 7 8
$363

Connecting Flights vs Direct Flights from Windsor to Chicago

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 Windsor to Chicago is $576.

The average price for direct flights from Windsor to Chicago is $489.

One Way Flights vs Round Trip Flights from Windsor to Chicago

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 Windsor 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 Windsor to Chicago is $199.

The average price for round trip flights from Windsor to Chicago is $489.

Windsor to Chicago Flight Questions

Airlines in Windsor flying to Chicago Last modified: Dec 7, 2021 18:37 -05:00Number of routes searched: 0Number of itineraries searched: 0

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

Windsor to Chicago Airports

These are the major commercial airports we're currently monitoring in Windsor 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 International Flights to Chicago - CHI Last modified: Dec 7, 2021 18:37 -05:00

Cheap Flights from Windsor to Chicago