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Cheap flights from Saint John to Chicago from C$ 500

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Saint John to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
5:00 a.m. - 9:00 a.m.YSJ  Saint John-ORD Chicago O'Hare Intl
6h 00m1 stop Toronto Pearson Intl
Multiple Airlines Logo
7:11 a.m. - 3:59 p.m.ORD  Chicago O'Hare Intl-YSJ Saint John
6h 48m1 stop Montreal Pierre Elliott Trudeau Intl
C$ 918Multiple Airlines
Sat, 26 Sep - Sat, 3 Oct
Air Canada Logo
11:05 a.m. - 8:21 p.m.YSJ  Saint John-ORD Chicago O'Hare Intl
11h 16m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Island
Air Canada Logo
10:15 a.m. - 5:19 p.m.ORD  Chicago O'Hare Intl-YSJ Saint John
5h 04m1 stop Toronto Pearson Intl
C$ 933Air Canada
Wed, 25 Nov - Sat, 28 Nov
Air Canada Logo
11:05 a.m. - 2:52 p.m.YSJ  Saint John-ORD Chicago O'Hare Intl
5h 47m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
8:45 a.m. - 5:19 p.m.ORD  Chicago O'Hare Intl-YSJ Saint John
6h 34m1 stop Toronto Pearson Intl
C$ 934Air Canada
Wed, 25 Nov - Sat, 28 Nov
Air Canada Logo
5:15 a.m. - 9:23 a.m.YSJ  Saint John-ORD Chicago O'Hare Intl
6h 08m1 stop Toronto Pearson Intl
Air Canada Logo
8:45 a.m. - 5:19 p.m.ORD  Chicago O'Hare Intl-YSJ Saint John
6h 34m1 stop Toronto Pearson Intl
C$ 938Air Canada
Wed, 25 Nov - Sat, 28 Nov
Air Canada Logo
5:15 a.m. - 9:23 a.m.YSJ  Saint John-ORD Chicago O'Hare Intl
6h 08m1 stop Toronto Pearson Intl
Air Canada Logo
4:30 p.m. - 11:24 p.m.ORD  Chicago O'Hare Intl-YSJ Saint John
4h 54m1 stop Toronto Pearson Intl
C$ 940Air Canada
Wed, 25 Nov - Sat, 28 Nov
Air Canada Logo
4:40 p.m. - 8:12 p.m.YSJ  Saint John-ORD Chicago O'Hare Intl
5h 32m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
8:45 a.m. - 3:59 p.m.ORD  Chicago O'Hare Intl-YSJ Saint John
5h 14m1 stop Montreal Pierre Elliott Trudeau Intl
C$ 945Air Canada
Wed, 14 Oct - Wed, 21 Oct
Air Canada Logo
11:05 a.m. - 8:21 p.m.YSJ  Saint John-ORD Chicago O'Hare Intl
11h 16m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Island
Air Canada Logo
4:30 p.m. - 11:24 p.m.ORD  Chicago O'Hare Intl-YSJ Saint John
4h 54m1 stop Toronto Pearson Intl
C$ 990Air Canada
Wed, 25 Nov - Sat, 28 Nov
United Airlines Logo
4:40 p.m. - 8:12 p.m.YSJ  Saint John-ORD Chicago O'Hare Intl
5h 32m1 stop Montreal Pierre Elliott Trudeau Intl
United Airlines Logo
9:35 p.m. - 3:59 p.m.ORD  Chicago O'Hare Intl-YSJ Saint John
16h 24m2 stops Newark Montreal Pierre Elliott Trudeau Intl
C$ 1,040United Airlines
Wed, 14 Oct - Wed, 21 Oct
United Airlines Logo
4:40 p.m. - 11:21 p.m.YSJ  Saint John-ORD Chicago O'Hare Intl
8h 41m2 stops Montreal Pierre Elliott Trudeau Intl Newark
United Airlines Logo
5:59 a.m. - 3:59 p.m.ORD  Chicago O'Hare Intl-YSJ Saint John
8h 00m2 stops Washington, D.C. Reagan-National Montreal Pierre Elliott Trudeau Intl
C$ 1,048United Airlines
Wed, 14 Oct - Wed, 21 Oct
Air Canada Logo
5:15 a.m. - 2:52 p.m.YSJ  Saint John-ORD Chicago O'Hare Intl
11h 37m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
1:57 p.m. - 11:24 p.m.ORD  Chicago O'Hare Intl-YSJ Saint John
7h 27m1 stop Toronto Pearson Intl
C$ 1,066Air Canada
Wed, 25 Nov - Sat, 28 Nov

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United Airlines flights from Saint John to Chicago

Our best United Airlines deals on Saint John to Chicago flight tickets
United Airlines
14 Oct
YSJ4:40 p.m.Saint John
5h 32m
1 stop
ORD8:12 p.m.Chicago O'Hare Intl
21 Oct
ORD9:35 p.m.Chicago O'Hare Intl
16h 24m
2 stops
YSJ3:59 p.m.Saint John
C$ 1,040
United Airlines
14 Oct
YSJ4:40 p.m.Saint John
8h 41m
2 stops
ORD11:21 p.m.Chicago O'Hare Intl
21 Oct
ORD5:59 a.m.Chicago O'Hare Intl
8h 00m
2 stops
YSJ3:59 p.m.Saint John
C$ 1,048
United Airlines
26 Sep
YSJ4:40 p.m.Saint John
5h 32m
1 stop
ORD8:12 p.m.Chicago O'Hare Intl
3 Oct
ORD5:00 a.m.Chicago O'Hare Intl
8h 59m
2 stops
YSJ3:59 p.m.Saint John
C$ 1,075

Air Canada flights from Saint John to Chicago

Our best Air Canada deals on Saint John to Chicago flight tickets
Air Canada
25 Nov
YSJ11:05 a.m.Saint John
11h 16m
2 stops
ORD8:21 p.m.Chicago O'Hare Intl
28 Nov
ORD10:15 a.m.Chicago O'Hare Intl
5h 04m
1 stop
YSJ5:19 p.m.Saint John
C$ 933
Air Canada
25 Nov
YSJ11:05 a.m.Saint John
5h 47m
1 stop
ORD2:52 p.m.Chicago O'Hare Intl
28 Nov
ORD8:45 a.m.Chicago O'Hare Intl
6h 34m
1 stop
YSJ5:19 p.m.Saint John
C$ 934
Air Canada
25 Nov
YSJ5:15 a.m.Saint John
6h 08m
1 stop
ORD9:23 a.m.Chicago O'Hare Intl
28 Nov
ORD8:45 a.m.Chicago O'Hare Intl
6h 34m
1 stop
YSJ5:19 p.m.Saint John
C$ 938

momondo Fare Finder

 
Use the filters below to find and compare flights from Saint John to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Saint JohnChicago

YSJ Saint John - ORD Chicago O'Hare Intl

YSJORD

Saint John

Sat 26/9

5:00 a.m.-9:00 a.m.

1 stop6h 00m

Chicago O'Hare Intl

Sat 3/10

7:11 a.m.-3:59 p.m.

1 stop6h 48m

C$ 918

Saint JohnChicago

YSJ Saint John - ORD Chicago O'Hare Intl

YSJORD

Saint John

Wed 25/11

11:05 a.m.-8:21 p.m.

2 stops11h 16m

Chicago O'Hare Intl

Sat 28/11

10:15 a.m.-5:19 p.m.

1 stop5h 04m

C$ 933

Saint JohnChicago

YSJ Saint John - ORD Chicago O'Hare Intl

YSJORD

Saint John

Wed 25/11

11:05 a.m.-2:52 p.m.

1 stop5h 47m

Chicago O'Hare Intl

Sat 28/11

8:45 a.m.-5:19 p.m.

1 stop6h 34m

C$ 934

Saint JohnChicago

YSJ Saint John - ORD Chicago O'Hare Intl

YSJORD

Saint John

Wed 25/11

5:15 a.m.-9:23 a.m.

1 stop6h 08m

Chicago O'Hare Intl

Sat 28/11

8:45 a.m.-5:19 p.m.

1 stop6h 34m

C$ 938

Saint JohnChicago

YSJ Saint John - ORD Chicago O'Hare Intl

YSJORD

Saint John

Wed 25/11

5:15 a.m.-9:23 a.m.

1 stop6h 08m

Chicago O'Hare Intl

Sat 28/11

4:30 p.m.-11:24 p.m.

1 stop4h 54m

C$ 940
Quickest round-trip

Saint JohnChicago

YSJ Saint John - ORD Chicago O'Hare Intl

YSJORD

Saint John

Wed 14/10

4:40 p.m.-8:12 p.m.

1 stop5h 32m

Chicago O'Hare Intl

Wed 21/10

8:45 a.m.-3:59 p.m.

1 stop5h 14m

C$ 945

Saint JohnChicago

YSJ Saint John - ORD Chicago O'Hare Intl

YSJORD

Saint John

Wed 25/11

11:05 a.m.-8:21 p.m.

2 stops11h 16m

Chicago O'Hare Intl

Sat 28/11

4:30 p.m.-11:24 p.m.

1 stop4h 54m

C$ 990

Saint JohnChicago

YSJ Saint John - ORD Chicago O'Hare Intl

YSJORD

Saint John

Wed 14/10

4:40 p.m.-8:12 p.m.

1 stop5h 32m

Chicago O'Hare Intl

Wed 21/10

9:35 p.m.-3:59 p.m.

2 stops16h 24m

C$ 1,040

Saint JohnChicago

YSJ Saint John - ORD Chicago O'Hare Intl

YSJORD

Saint John

Wed 14/10

4:40 p.m.-11:21 p.m.

2 stops8h 41m

Chicago O'Hare Intl

Wed 21/10

5:59 a.m.-3:59 p.m.

2 stops8h 00m

C$ 1,048

Saint JohnChicago

YSJ Saint John - ORD Chicago O'Hare Intl

YSJORD

Saint John

Wed 25/11

5:15 a.m.-2:52 p.m.

2 stops11h 37m

Chicago O'Hare Intl

Sat 28/11

1:57 p.m.-11:24 p.m.

1 stop7h 27m

C$ 1,066

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Saint John 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 from Saint John to Chicago?

Air Canada and United Airlines are the most popular carriers operating from Saint John to Chicago

When to book flights from Saint John to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Saint John to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Saint John to Chicago (YSJ to CHI) flight deals and tips

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

Best price found

C$ 500

Fastest flight time

6h 00m

Direct flights

None
The best one-way flight to Chicago from Saint John in the past 72 hours is C$ 500. The best round-trip flight deal from Saint John to Chicago found on momondo in the last 72 hours is C$ 918.
The fastest flight from Saint John to Chicago takes 6h 00m
There are no direct flights from Saint John to Chicago. There are no popular flight routes from Saint John to Chicago.
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Frequently asked questions about flying from Saint John to Chicago

  • How far is Saint John to Chicago by plane?

    Chicago is 1770.5 km away from Saint John. By plane, this route typically takes 6h 00m.

  • When did momondo last update prices for flights from Saint John Airport to Chicago?

    Prices for flights from Saint John Airport to Chicago are updated daily.

  • How old do you have to be to fly from Saint John Airport to Chicago?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Saint John Airport to Chicago.

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

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Benton Harbor
Hammond
Munster
Valparaiso
Portage

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Saint John to Chicago for you.

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

momondo does allow users to show only those flights to Chicago from Saint John which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Saint John to Chicago?

Once you have performed a search for Saint John to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Yes momondo offers price alerts on flights to Chicago from Saint John. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Chicago Midway Airport
Chicago O'Hare Intl Airport