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Cheap flights from Saskatchewan to Chicago from C$ 295

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Saskatchewan to Chicago departing on 6/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
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Cheap Saskatchewan to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Saskatchewan to Chicago

Best price found

C$ 295

Fastest flight time

6h 29m

Direct flights

None

Airports in Chicago

2 airports
The best one-way flight to Chicago from Saskatchewan in the past 72 hours is C$ 295. The best round-trip flight deal from Saskatchewan to Chicago found on momondo in the last 72 hours is C$ 537.
The fastest flight from Saskatchewan to Chicago takes 6h 29m
There are no direct flights from Saskatchewan to Chicago. Popular non-direct routes for this connection are Saskatoon Airport - Chicago Midway Airport, Saskatoon Airport - Chicago O'Hare Intl Airport and Regina Airport - Chicago Midway Airport.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

How to get the cheapest flight ticket from Saskatchewan to Chicago

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 airline that flies to Chicago from Saskatchewan?

Air Canada. Air Canada and WestJet are the most popular carriers operating from Saskatchewan to Chicago

What is the cheapest Saskatchewan to Chicago flight route?

Regina - Chicago Midway. Fly from Regina to Chicago Midway for the best Saskatchewan - Chicago flight prices

Easily compare round-trip flights from Saskatchewan to Chicago

Below you can see the best fares for your round-trip flight route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Saskatchewan to Chicago by changing tabs
Delta
4 May
YXE5:45 a.m.Saskatoon
9h 33m
2 stops
MDW4:18 p.m.Chicago Midway
7 May
MDW9:46 a.m.Chicago Midway
5h 19m
1 stop
YXE2:05 p.m.Saskatoon
Air Canada
15 Jun.
YQR3:20 p.m.Regina
15h 37m
1 stop
ORD7:57 a.m.Chicago O'Hare Intl
18 Jun.
ORD11:00 a.m.Chicago O'Hare Intl
8h 40m
1 stop
YQR6:40 p.m.Regina
Multiple Airlines
21 Apr.
YXE6:40 p.m.Saskatoon
23h 28m
2 stops
ORD7:08 p.m.Chicago O'Hare Intl
28 Apr.
ORD10:00 p.m.Chicago O'Hare Intl
17h 05m
2 stops
YXE2:05 p.m.Saskatoon
WestJet
4 May
YXE6:15 a.m.Saskatoon
29h 29m
2 stops
MDW12:44 p.m.Chicago Midway
7 May
MDW8:45 a.m.Chicago Midway
39h 37m
2 stops
YXE11:22 p.m.Saskatoon
Delta
15 Jun.
YQR6:00 a.m.Regina
10h 05m
2 stops
MDW5:05 p.m.Chicago Midway
18 Jun.
MDW9:20 a.m.Chicago Midway
6h 08m
1 stop
YQR2:28 p.m.Regina
Delta
15 Jun.
YQR6:00 a.m.Regina
10h 05m
2 stops
MDW5:05 p.m.Chicago Midway
18 Jun.
MDW9:20 a.m.Chicago Midway
6h 08m
1 stop
YQR2:28 p.m.Regina

Find the cheapest one-way flights from Saskatchewan to Chicago

If you're looking for one-way flights from Saskatchewan to Chicago, view some of our deals below provided by Air Canada and Delta
Air Canada
6 Jun.
YXE7:15 p.m.Saskatoon
13h 39m
1 stop
ORD9:54 a.m.Chicago O'Hare Intl
Delta
6 Jun.
YXE5:45 a.m.Saskatoon
10h 21m
2 stops
MDW5:06 p.m.Chicago Midway
Multiple Airlines
8 Jun.
YXE5:45 a.m.Saskatoon
12h 17m
1 stop
MDW7:02 p.m.Chicago Midway

Search last-minute flights to Chicago from Saskatchewan

Find and compare round-trip flight prices for your last-minute flight from Saskatchewan to Chicago
Multiple Airlines
3 Apr.
YXE3:40 p.m.Saskatoon
14h 15m
1 stop
ORD6:55 a.m.Chicago O'Hare Intl
7 Apr.
ORD6:21 p.m.Chicago O'Hare Intl
20h 29m
2 stops
YXE1:50 p.m.Saskatoon
C$ 1,001
Find similar
WestJet
3 Apr.
YXE7:10 a.m.Saskatoon
13h 34m
1 stop
MDW9:44 p.m.Chicago Midway
7 Apr.
MDW6:00 a.m.Chicago Midway
26h 54m
2 stops
YXE7:54 a.m.Saskatoon
C$ 1,162
Find similar
Multiple Airlines
3 Apr.
YXE3:40 p.m.Saskatoon
14h 15m
1 stop
ORD6:55 a.m.Chicago O'Hare Intl
7 Apr.
ORD8:05 p.m.Chicago O'Hare Intl
18h 45m
1 stop
YXE1:50 p.m.Saskatoon
C$ 1,014
Find similar
WestJet
3 Apr.
YXE6:40 p.m.Saskatoon
25h 35m
2 stops
ORD9:15 p.m.Chicago O'Hare Intl
7 Apr.
ORD6:00 a.m.Chicago O'Hare Intl
26h 54m
2 stops
YXE7:54 a.m.Saskatoon
C$ 1,166
Find similar
WestJet
3 Apr.
YXE6:40 p.m.Saskatoon
39h 07m
2 stops
MDW10:47 a.m.Chicago Midway
7 Apr.
MDW6:00 a.m.Chicago Midway
26h 54m
2 stops
YXE7:54 a.m.Saskatoon
C$ 1,298
Find similar
WestJet
3 Apr.
YXE7:10 a.m.Saskatoon
13h 34m
1 stop
MDW9:44 p.m.Chicago Midway
7 Apr.
MDW4:56 p.m.Chicago Midway
21h 54m
1 stop
YXE1:50 p.m.Saskatoon
C$ 1,878
Find similar

Best airlines flying from Saskatchewan to Chicago

Compare and see reviews for airlines that fly from Saskatchewan to Chicago with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom C$ 278Free CancellationRating
7.0
6,743 reviews
Search Air Canada flights
WestJetPriceFrom C$ 519Free CancellationRating
7.5
3,035 reviews
Search WestJet flights

Air Canada flights from Saskatchewan to Chicago

Our best Air Canada deals on Saskatchewan to Chicago flight tickets
Air Canada
15 Jun.
YQR3:20 p.m.Regina
15h 37m
1 stop
ORD7:57 a.m.Chicago O'Hare Intl
18 Jun.
ORD11:00 a.m.Chicago O'Hare Intl
8h 40m
1 stop
YQR6:40 p.m.Regina
Air Canada
31 May
YQR7:35 p.m.Regina
13h 26m
2 stops
ORD10:01 a.m.Chicago O'Hare Intl
7 Jun.
ORD11:00 a.m.Chicago O'Hare Intl
8h 40m
1 stop
YQR6:40 p.m.Regina
Air Canada
15 Jun.
YQR7:35 p.m.Regina
13h 26m
2 stops
ORD10:01 a.m.Chicago O'Hare Intl
18 Jun.
ORD1:00 p.m.Chicago O'Hare Intl
6h 40m
1 stop
YQR6:40 p.m.Regina

WestJet flights from Saskatchewan to Chicago

Our best WestJet deals on Saskatchewan to Chicago flight tickets
WestJet
4 May
YXE6:15 a.m.Saskatoon
29h 29m
2 stops
MDW12:44 p.m.Chicago Midway
7 May
MDW8:45 a.m.Chicago Midway
39h 37m
2 stops
YXE11:22 p.m.Saskatoon
WestJet
4 May
YXE6:15 a.m.Saskatoon
29h 29m
2 stops
MDW12:44 p.m.Chicago Midway
7 May
MDW5:47 p.m.Chicago Midway
30h 03m
2 stops
YXE10:50 p.m.Saskatoon
WestJet
15 Jun.
YQR6:00 a.m.Regina
26h 14m
2 stops
MDW9:14 a.m.Chicago Midway
18 Jun.
MDW7:06 p.m.Chicago Midway
39h 52m
2 stops
YQR9:58 a.m.Regina

  • When did momondo last update prices for flights from Saskatchewan to Chicago?

    Prices for flights from Saskatchewan to Chicago were last updated today.

  • How many operators does momondo search for flights from Saskatchewan to Chicago?

  • How old do you have to be to fly from Saskatchewan to Chicago?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Saskatchewan to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.


Alternative routes for Saskatchewan to Chicago

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Saskatoon to Chicago Flights
Fastest flight time6h 59m
Cheapest priceC$ 533
Regina to Chicago Flights
Fastest flight time10h 05m
Cheapest priceC$ 542
Saskatoon to St. Louis Flights
Fastest flight time13h 35m
Cheapest priceC$ 769

Similar Saskatchewan to Chicago flights

Flexible with your destination? Broaden your search and find flights similar to your Saskatchewan to Chicago route

Why use momondo?

Why should I use momondo to find a flight deal from Saskatchewan to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Saskatchewan to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from Saskatchewan to Chicago with flexible booking policies on momondo?

Flights from Saskatchewan to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Saskatchewan to Chicago?

Once all potential Saskatchewan to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Saskatchewan and alert you when they change.


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