Cheap Flights from Windsor to Chicago
We've found these cheap flights for you. You can book one-way or return flight tickets.
Swipe up to view more
Flight deals from Windsor to Chicago
We've found these cheap flights for you. You can book one-way or return flight tickets.
-
Round-trip
-
One way
-
-
YQG 10:155h 50m1 stopsORD 15:05Windsor - Chicago | Fri, Jun 13 | Air Canada
ORD 10:004h 24m1 stopsYQG 15:24Chicago - Windsor | Sun, Jun 15 | Air CanadaNZD 422 NZD 1,06360% OFF60% OFFNZD 1,063 NZD 422 -
YQG 13:504h 4m1 stopsMDW 16:54Windsor - Chicago | Fri, Jun 13 | Porter Airlines
ORD 10:004h 24m1 stopsYQG 15:24Chicago - Windsor | Sun, Jun 15 | Air CanadaNZD 462 NZD 1,06356% OFF56% OFFNZD 1,063 NZD 462 -
YQG 10:055h 59m1 stopsORD 15:04Windsor - Chicago | Fri, Jul 11 | Air Canada
ORD 18:2014h 7m1 stopsYQG 09:27Chicago - Windsor | Fri, Jul 18 | Air CanadaNZD 490 NZD 1,06354% OFF54% OFFNZD 1,063 NZD 490
-
YQG 10:155h 50m1 stopsORD 15:05Windsor - Chicago | Fri, Jun 6 | Air Canada
ORD 10:004h 24m1 stopsYQG 15:24Chicago - Windsor | Sat, Jun 14 | Air CanadaNZD 49553% OFFNZD 1,063 NZD 495
-
YQG 13:503h 34m1 stopsMDW 16:24Windsor - Chicago | Tue, Jun 10 | Porter Airlines
MDW 09:4026h 30m1 stopsYQG 13:10Chicago - Windsor | Fri, Jun 13 | Porter AirlinesNZD 59044% OFFNZD 1,063 NZD 590
-
YQG 13:504h 4m1 stopsMDW 16:54Windsor - Chicago | Fri, Jun 6 | Porter Airlines
ORD 20:2512h 4m1 stopsYQG 09:29Chicago - Windsor | Sat, Jun 14 | Air CanadaNZD 65039% OFFNZD 1,063 NZD 650
-
YQG 13:504h 4m1 stopsMDW 16:54Windsor - Chicago | Mon, Jun 16 | Porter Airlines
MDW 17:2018h 50m1 stopsYQG 13:10Chicago - Windsor | Thu, Jun 19 | Porter AirlinesNZD 75528% OFFNZD 1,063 NZD 755
-
YQG 13:503h 34m1 stopsMDW 16:24Windsor - Chicago | Thu, Jun 5 | Porter Airlines
MDW 09:4026h 30m1 stopsYQG 13:10Chicago - Windsor | Thu, Jun 12 | Porter AirlinesNZD 75628% OFFNZD 1,063 NZD 756
-
YQG 14:003h 24m1 stopsMDW 16:24Windsor - Chicago | Sun, Jul 13 | Porter Airlines
MDW 17:2019h 30m1 stopsYQG 13:50Chicago - Windsor | Sun, Jul 20 | Porter AirlinesNZD 76928% OFFNZD 1,063 NZD 769
-
YQG 13:504h 4m1 stopsMDW 16:54Windsor - Chicago | Mon, Jun 2 | Porter Airlines
MDW 09:4026h 30m1 stopsYQG 13:10Chicago - Windsor | Wed, Jun 4 | Porter AirlinesNZD 84021% OFFNZD 1,063 NZD 840
-
YQG 13:0017h 25m1 stopsCHI Invalid DateWindsor - Chicago | Mon, Jun 2 | Normal Airline
CHI 15:006hDirectYQG 16:00Chicago - Windsor | Wed, Jun 4 | Normal AirlineFind More FlightsFind More Flights
-
YQG 10:155h 50m1 stopsORD 15:05Windsor - Chicago | Sat, May 31 | Air CanadaNZD 236 NZD 33931% OFF31% OFFNZD 339 NZD 236
-
YQG 13:503h 34m1 stopsMDW 16:24Windsor - Chicago | Thu, Jun 19 | Porter AirlinesNZD 237 NZD 33930% OFF30% OFFNZD 339 NZD 237
-
YQG 13:503h 34m1 stopsMDW 16:24Windsor - Chicago | Thu, Jun 5 | Porter AirlinesNZD 250 NZD 33926% OFF26% OFFNZD 339 NZD 250
-
YQG 10:055h 59m1 stopsORD 15:04Windsor - Chicago | Tue, Jul 15 | Air CanadaNZD 25625% OFFNZD 339 NZD 256
-
YQG 10:055h 59m1 stopsORD 15:04Windsor - Chicago | Wed, Jul 16 | Air CanadaNZD 25625% OFFNZD 339 NZD 256
-
YQG 10:055h 59m1 stopsORD 15:04Windsor - Chicago | Thu, Jul 17 | Air CanadaNZD 25625% OFFNZD 339 NZD 256
-
YQG 10:055h 59m1 stopsORD 15:04Windsor - Chicago | Fri, Jul 18 | Air CanadaNZD 25625% OFFNZD 339 NZD 256
-
YQG 10:155h 49m1 stopsORD 15:04Windsor - Chicago | Wed, Jun 25 | Air CanadaNZD 25924% OFFNZD 339 NZD 259
-
YQG 13:504h 4m1 stopsMDW 16:54Windsor - Chicago | Wed, Jun 11 | Porter AirlinesNZD 26721% OFFNZD 339 NZD 267
-
YQG 13:504h 4m1 stopsMDW 16:54Windsor - Chicago | Sun, Jun 1 | Porter AirlinesNZD 26821% OFFNZD 339 NZD 268
-
YQG 13:0017h 25m1 stopsCHI Invalid DateWindsor - Chicago | Mon, Jun 2 | Normal AirlineFind More FlightsFind More Flights
-
Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
Flight Information from Windsor to Chicago
| Cheapest one-way flight price | NZD 235 |
|---|---|
| Off-season for travel | May |
| Peak season for travel | July |
| Flight distance | 388.53 km |
| Popular airline | Porter Airlines |
Find the best time to fly from Windsor to Chicago
We monitor flight fares to help you find the best deals effortlessly
Cheapest flights
From price
Search
Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
FAQ
-
When are flight tickets from Windsor (YQG) to Chicago (CHI) the cheapest?
Airlines adjust prices for flights from Windsor to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays. -
How much do flights from Windsor (YQG) to Chicago (CHI) cost?
According to Trip.com's data, the lowest price is around NZD 570.
How to find a cheap flight from Windsor to Chicago
Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Windsor to Chicago. Book your flights at the right time and save more.
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
Compare Flight Prices
Compare prices on travel agency and airline websites.
Look Out for Deals
Check airline and travel agency websites for latest flight deals
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com