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Cheap flights from Illinois to Winnipeg from $96

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Winnipeg departing on 4/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Illinois to Winnipeg

Cheap round-trip flights

These are some of the best round-trip flight deals from Illinois to Winnipeg that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Illinois to Winnipeg.

Cheap last minute flights

Planning a quick getaway from Illinois to Winnipeg? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Winnipeg, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Illinois to Winnipeg

Find recent round-trip train or bus tickets from Illinois to Winnipeg.

All round-trip flight deals from Illinois to Winnipeg

The cheapest plane tickets from Illinois to Winnipeg found on KAYAK recently.
7:05 am - 3:08 pmMDW-YWG
8h 03m1 stop
7:30 am - 5:01 pmYWG-MDW
9h 31m1 stop
vie., abr. 18 - dom., abr. 20
9:18 pm - 5:35 pmORD-YWG
20h 17m2 stops
7:30 am - 6:07 amYWG-ORD
22h 37m2 stops
lun., feb. 10 - mié., feb. 12
5:30 pm - 9:01 amORD-YWG
15h 31m1 stop
8:30 am - 4:44 pmYWG-ORD
8h 14m1 stop
$479WestJet
Find Deal
dom., jul. 13 - sáb., jul. 19
4:45 pm - 9:08 amORD-YWG
16h 23m1 stop
8:25 pm - 3:56 pmYWG-ORD
19h 31m1 stop
$493WestJet
Find Deal
lun., mar. 10 - mié., mar. 12
7:12 am - 1:58 pmORD-YWG
6h 46m1 stop
2:15 pm - 4:37 pmYWG-ORD
2h 22mnonstop
$528Air Canada
Find Deal
sáb., mar. 1 - sáb., mar. 8
1:05 pm - 6:04 pmMDW-YWG
28h 59m2 stops
11:35 am - 12:10 pmYWG-MDW
24h 35m2 stops
$540Porter Airlines
Find Deal
mié., feb. 19 - mié., feb. 26
1:05 pm - 11:50 pmMDW-YWG
10h 45m1 stop
11:35 am - 10:20 amYWG-MDW
22h 45m2 stops
$545Porter Airlines
Find Deal
dom., feb. 23 - lun., mar. 3
12:58 pm - 3:28 pmORD-YWG
2h 30mnonstop
2:20 pm - 4:48 pmYWG-ORD
2h 28mnonstop
$551United Airlines
Find Deal
sáb., mar. 29 - mié., abr. 9
10:53 am - 5:18 pmORD-YWG
6h 25m1 stop
6:15 am - 12:49 pmYWG-ORD
6h 34m1 stop
$558Air Canada
Find Deal
vie., ene. 31 - sáb., may. 31
12:57 pm - 3:31 pmORD-YWG
2h 34mnonstop
2:20 pm - 4:48 pmYWG-ORD
2h 28mnonstop
$562United Airlines
Find Deal
vie., abr. 18 - dom., abr. 20
5:56 pm - 3:08 pmORD-YWG
21h 12m1 stop
mar., abr. 1
5:56 pm - 3:08 pmORD-YWG
21h 12m1 stop
mar., abr. 1
6:38 pm - 11:51 amORD-YWG
17h 13m2 stops
$186Delta
Find Deal
vie., feb. 28
6:38 pm - 11:51 amORD-YWG
17h 13m2 stops
$187Delta
Find Deal
vie., feb. 28
7:30 am - 11:23 pmORD-YWG
15h 53m2 stops
$205United Airlines
Find Deal
mar., jul. 15
12:51 pm - 8:58 pmORD-YWG
8h 07m1 stop
$252Air Canada
Find Deal
mar., feb. 11
2:05 pm - 8:58 pmORD-YWG
6h 53m1 stop
$253Air Canada
Find Deal
vie., feb. 28
12:57 pm - 3:31 pmORD-YWG
2h 34mnonstop
$258United Airlines
Find Deal
mar., abr. 1
6:45 am - 3:34 pmORD-YWG
8h 49m2 stops
$280WestJet
Find Deal
mar., abr. 1
6:15 pm - 3:34 pmORD-YWG
21h 19m2 stops
$295WestJet
Find Deal
mar., abr. 1
11:50 am - 3:10 pmMDW-YWG
27h 20m1 stop
7:30 am - 3:43 pmYWG-MDW
8h 13m1 stop
sáb., ene. 18 - lun., ene. 20
3:50 pm - 8:40 pmORD-YWG
28h 50m2 stops
8:15 pm - 9:28 pmYWG-ORD
25h 13m2 stops
sáb., ene. 18 - lun., ene. 20
3:50 pm - 8:40 pmORD-YWG
28h 50m3 stops
8:15 pm - 9:28 pmYWG-ORD
25h 13m2 stops
sáb., ene. 18 - lun., ene. 20
4:15 pm - 11:42 pmORD-YWG
7h 27m1 stop
12:45 pm - 11:59 pmYWG-ORD
11h 14m2 stops
$944Delta
Find Deal
sáb., ene. 18 - sáb., ene. 25
6:59 pm - 11:42 pmMDW-YWG
4h 43m1 stop
12:45 pm - 10:20 pmYWG-MDW
9h 35m2 stops
$944Delta
Find Deal
sáb., ene. 18 - sáb., ene. 25
7:10 pm - 11:55 amORD-YWG
16h 45m1 stop
7:30 am - 8:48 pmYWG-ORD
13h 18m1 stop
$1,002WestJet
Find Deal
sáb., ene. 18 - lun., ene. 20
12:56 pm - 3:28 pmORD-YWG
2h 32mnonstop
2:15 pm - 4:51 pmYWG-ORD
2h 36mnonstop
$1,030Air Canada
Find Deal
sáb., ene. 18 - sáb., ene. 25
7:20 am - 4:28 pmORD-YWG
9h 08m1 stop
2:15 pm - 4:51 pmYWG-ORD
2h 36mnonstop
$1,035Air Canada
Find Deal
sáb., ene. 18 - sáb., ene. 25
11:19 am - 11:42 pmMDW-YWG
12h 23m1 stop
5:00 am - 1:08 pmYWG-MDW
8h 08m2 stops
$1,136WestJet
Find Deal
sáb., ene. 18 - lun., ene. 20
12:56 pm - 3:28 pmORD-YWG
2h 32mnonstop
2:15 pm - 4:51 pmYWG-ORD
2h 36mnonstop
$1,250United Airlines
Find Deal
sáb., ene. 18 - lun., ene. 20
12:58 pm - 3:28 pmORD-YWG
2h 30mnonstop
2:15 pm - 4:37 pmYWG-ORD
2h 22mnonstop
$562United Airlines
Find Deal
sáb., mar. 22 - mié., mar. 26
12:58 pm - 3:28 pmORD-YWG
2h 30mnonstop
2:15 pm - 4:37 pmYWG-ORD
2h 22mnonstop
$579United Airlines
Find Deal
mié., feb. 19 - mié., feb. 26
12:56 pm - 3:28 pmORD-YWG
2h 32mnonstop
2:20 pm - 4:48 pmYWG-ORD
2h 28mnonstop
$591Air Canada
Find Deal
vie., ene. 31 - lun., mar. 31
12:58 pm - 3:28 pmORD-YWG
2h 30mnonstop
2:15 pm - 4:37 pmYWG-ORD
2h 22mnonstop
$594United Airlines
Find Deal
sáb., mar. 22 - vie., mar. 28
12:56 pm - 3:28 pmORD-YWG
2h 32mnonstop
2:15 pm - 4:51 pmYWG-ORD
2h 36mnonstop
$627Air Canada
Find Deal
lun., feb. 10 - mié., feb. 12
12:56 pm - 3:28 pmORD-YWG
2h 32mnonstop
7:00 am - 9:31 amYWG-ORD
2h 31mnonstop
$635United Airlines
Find Deal
vie., ene. 31 - sáb., may. 31
12:58 pm - 3:28 pmORD-YWG
2h 30mnonstop
2:15 pm - 4:37 pmYWG-ORD
2h 22mnonstop
$637United Airlines
Find Deal
sáb., mar. 22 - sáb., mar. 29
12:58 pm - 3:28 pmORD-YWG
2h 30mnonstop
2:15 pm - 4:37 pmYWG-ORD
2h 22mnonstop
$661Air Canada
Find Deal
dom., mar. 2 - dom., mar. 9
12:58 pm - 3:28 pmORD-YWG
2h 30mnonstop
2:15 pm - 4:37 pmYWG-ORD
2h 22mnonstop
$670Air Canada
Find Deal
sáb., feb. 15 - sáb., feb. 22
12:58 pm - 3:28 pmORD-YWG
2h 30mnonstop
2:15 pm - 4:37 pmYWG-ORD
2h 22mnonstop
$680United Airlines
Find Deal
lun., mar. 10 - mié., mar. 12

United Airlines flights from Illinois to Winnipeg

Our best United Airlines deals on Illinois to Winnipeg flight tickets
United Airlines
Mar 29
ORD12:58 pmChicago O'Hare Intl
2h 30m
YWG3:28 pmWinnipeg
Apr 9
YWG2:20 pmWinnipeg
2h 28m
ORD4:48 pmChicago O'Hare Intl
United Airlines
Apr 18
ORD12:57 pmChicago O'Hare Intl
2h 34m
YWG3:31 pmWinnipeg
Apr 20
YWG2:20 pmWinnipeg
2h 28m
ORD4:48 pmChicago O'Hare Intl
United Airlines
Jul 1
ORD5:00 amChicago O'Hare Intl
8h 03m
1 stop
YWG1:03 pmWinnipeg
Jul 8
YWG2:15 pmWinnipeg
2h 21m
ORD4:36 pmChicago O'Hare Intl

Porter Airlines flights from Illinois to Winnipeg

Our best Porter Airlines deals on Illinois to Winnipeg flight tickets
Porter Airlines
Feb 19
MDW1:05 pmChicago Midway
28h 59m
2 stops
YWG6:04 pmWinnipeg
Feb 26
YWG11:35 amWinnipeg
24h 35m
2 stops
MDW12:10 pmChicago Midway
Porter Airlines
Feb 23
MDW1:05 pmChicago Midway
10h 45m
1 stop
YWG11:50 pmWinnipeg
Mar 3
YWG11:35 amWinnipeg
22h 45m
2 stops
MDW10:20 amChicago Midway
Porter Airlines
Feb 23
MDW1:05 pmChicago Midway
28h 59m
2 stops
YWG6:04 pmWinnipeg
Mar 3
YWG11:35 amWinnipeg
22h 45m
2 stops
MDW10:20 amChicago Midway

See travel insights to Winnipeg from

How to get the cheapest flight ticket from Illinois to Winnipeg

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Winnipeg?

In general, January is the cheapest month to fly from Illinois to Winnipeg. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $319. If you’re not able to fly to Winnipeg in January, then September is your next best option. Flight prices from Illinois to Winnipeg during September average around $431.

What is the cheapest day to depart on your flight to Winnipeg?

The cheapest day to depart on your flight to Winnipeg is on a Thursday when prices can be found for as low as $427. This is often the case because there is less demand to fly during this day of the week. On the other hand, Saturday is the most expensive day to depart from Illinois because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $683.

What is the cheapest time of day to depart on your flight to Winnipeg?

The cheapest time of day to fly to Winnipeg is in the morning when flights can be purchased for as low as $551. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are $670 on average. Flights to Winnipeg from Illinois in the afternoon are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Illinois to Winnipeg flight route?

Fly from Chicago O'Hare Intl to Winnipeg for the best Illinois - Winnipeg flight prices

How far in advance should I book a flight to Winnipeg?

You are more likely to see cheaper flights to Winnipeg from Illinois when booking 15 weeks ahead of your departure date. In general, you can expect to find flights to Winnipeg for around $575 when searching 15 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Winnipeg from Illinois for as low as $456 on momondo.

What cabin class options are available on Illinois to Winnipeg flights?

There are 3 cabin classes available to choose from on Illinois to Winnipeg flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Cheap Illinois to Winnipeg flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Winnipeg

Best Price Found

$96

Fastest flight time

2h 24m

Direct flights

Every day

Airports in Winnipeg

1 airport
The best one-way flight to Winnipeg from Illinois in the past 72 hours is $96. The best round-trip flight deal from Illinois to Winnipeg found on momondo in the last 72 hours is $323.
The fastest flight from Illinois to Winnipeg takes 2h 24m
Direct flights go from Illinois to Winnipeg every day.
There is 1 airport near Winnipeg: Winnipeg (YWG)

  • When did momondo last update prices for flights from Illinois to Winnipeg Airport?

    Prices for flights from Illinois to Winnipeg Airport refresh daily.

  • How many operators does momondo search for flights from Illinois to Winnipeg Airport?

  • How old do you have to be to fly from Illinois to Winnipeg Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Illinois to Winnipeg Airport.

  • What documentation or ID do you need to fly to Winnipeg Airport?

    The travel and health documents you'll need for your trip to Winnipeg Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Winnipeg Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Illinois to Winnipeg?


Best airlines flying from Illinois to Winnipeg

Compare and see reviews for airlines that fly from Illinois to Winnipeg with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom $235Free CancellationRating
7.0
8,587 reviews
Search Air Canada flights
DeltaPriceFrom $510Free CancellationRating
8.0
8,511 reviews
Search Delta flights
United AirlinesPriceFrom $535Free CancellationRating
7.4
8,964 reviews
Search United Airlines flights

Traveling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Scanterbury
Selkirk
Morden
Portage la Prairie

Why use momondo?

Why should I use momondo to find a flight deal from Illinois to Winnipeg?

Finding the right flight to Winnipeg from Illinois is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Winnipeg quick and easy, saving you time and money.

Can I find flights from Illinois to Winnipeg with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Illinois to Winnipeg flights to just show those with flexible booking policies.

How can momondo help me find flights from Illinois to Winnipeg?

momondo helps you find the best flight between Illinois and Winnipeg by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Illinois to Winnipeg right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Illinois to Winnipeg flights. All you need is a valid email address and we will do the rest; it is that quick and easy.


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