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Cheap flights from Saint John to Chicago from C$ 433

YSJ — CHI
7 Oct — 14 Oct1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from St John to Chicago

Enter your travel dates to find the best prices.

Cheapest flights from St John to Chicago

Wed 21/104:40 p.m. -
1 stop5h 32m
Sat 24/108:45 a.m. -
1 stop5h 14m
Deal found 3/9C$ 811
Wed 25/1111:05 a.m. -
1 stop5h 47m
Sat 28/114:30 p.m. -
1 stop4h 54m
Deal found 2/9C$ 818
Mon 5/104:40 p.m. -
1 stop5h 32m
Fri 9/103:45 p.m. -
1 stop6h 06m
Deal found 5/9C$ 820
Mon 5/104:40 p.m. -
1 stop5h 32m
Mon 12/108:40 p.m. -
1 stop13h 11m
Deal found 5/9C$ 872
Mon 5/104:40 p.m. -
1 stop5h 32m
Mon 12/1011:05 a.m. -
2 stops10h 46m
Deal found 5/9C$ 901
Wed 21/104:40 p.m. -
1 stop5h 32m
Sat 24/105:00 a.m. -
2 stops8h 59m
Deal found 3/9C$ 937
Wed 21/106:55 a.m. -
2 stops9h 40m
Sat 24/1011:45 a.m. -
2 stops33h 30m
Deal found 3/9C$ 1,686

Find flight deals from St John to Chicago

Round-trip from

C$ 811

One-way from

C$ 433
Air Canada
  • Air Canada
  • 21/10-24/10
  • 2 total stops
  • 10h 46m total
  • Saint John to Chicago
Search Deals
2/10-31/12
  • 2/10-31/12
  • 2 total stops
  • 30h 35m total
  • Saint John to Chicago
Search Deals

Cheapflights 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

Fri 2/10

10:45 a.m.-3:20 p.m.

2 stops30h 35m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-2:00 a.m.

Nonstop0h 00m

C$ 433
Quickest round-trip

Saint JohnChicago

YSJ Saint John - ORD Chicago O'Hare Intl

YSJORD

Saint John

Fri 2/10

12:50 p.m.-6:30 p.m.

1 stop7h 40m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-2:00 a.m.

Nonstop0h 00m

C$ 466

Saint JohnChicago

YSJ Saint John - MDW Chicago Midway

YSJMDW

Saint John

Fri 2/10

10:45 a.m.-10:36 a.m.

2 stops25h 51m

Chicago Midway

Wed 31/12

12:00 a.m.-2:00 a.m.

Nonstop0h 00m

C$ 603

Saint JohnChicago

YSJ Saint John - ORD Chicago O'Hare Intl

YSJORD

Saint John

Wed 21/10

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

1 stop5h 32m

Chicago O'Hare Intl

Sat 24/10

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

1 stop5h 14m

C$ 811

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

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

1 stop4h 54m

C$ 819

Saint JohnChicago

YSJ Saint John - ORD Chicago O'Hare Intl

YSJORD

Saint John

Mon 5/10

4:40 p.m.-9:00 a.m.

2 stops18h 20m

Chicago O'Hare Intl

Mon 12/10

11:05 a.m.-11:51 p.m.

2 stops10h 46m

C$ 909

Saint JohnChicago

YSJ Saint John - ORD Chicago O'Hare Intl

YSJORD

Saint John

Wed 21/10

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

1 stop5h 32m

Chicago O'Hare Intl

Sat 24/10

5:00 a.m.-3:59 p.m.

2 stops8h 59m

C$ 937

Saint JohnChicago

YSJ Saint John - ORD Chicago O'Hare Intl

YSJORD

Saint John

Fri 18/12

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

1 stop5h 47m

Chicago O'Hare Intl

Mon 28/12

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

1 stop4h 54m

C$ 1,061

Saint JohnChicago

YSJ Saint John - MDW Chicago Midway

YSJMDW

Saint John

Wed 21/10

6:55 a.m.-2:35 p.m.

2 stops9h 40m

Chicago Midway

Sat 24/10

11:45 a.m.-11:15 p.m.

2 stops33h 30m

C$ 1,686

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/9

Sorted by cheapest first

Best time to book a flight from St John to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from St John with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Saint John to Chicago

No data available for this route at this time. Please check back soon.

Related info for your journey

  • What airport do you fly from for flights from Saint John to Chicago?

    Saint John (YSJ) is the airport you will fly out of if you book a flight from Saint John to Chicago. You should not have trouble finding flights to Chicago from Saint John; the airport handles an average of 0 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 0 airlines have flights from the Saint John airport to Chicago. It is only a 15.1 km journey to Saint John (YSJ) from Saint John’s city centre.

  • How long is the flight from Saint John to Chicago?

    A quick flight from Saint John to Chicago can take about 5h 32m. Air Canada provides one of the quickest options available for as low as C$ 811. Saint John and Chicago are separated by a distance of 1802 km.

  • Can I find deals for flights from St John to Chicago that include hotel bookings?

    Yes. In addition to deals on St John to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from St John to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from St John to Chicago.

  • Can I find deals for business class flights from St John to Chicago?

    Yes. Cheapflights offers flight deals from St John to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Alternative routes for St John to Chicago

Moncton to O'Hare Intl flights
St John to O'Hare Intl flights

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Cheapflights does show flights with no change fees to all users. To see these options for flights from St John to Chicago, users can toggle the no change fees filter when performing a flight search.

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