Cheap flights from St John to Chicago

Round-trip
Economy
Saint John (YSJ)
Chicago (CHI)
Depart
Return
Any month
Compare vs. Cheapflights |

How to find the cheapest flight from
St John (YSJ) to Chicago (CHI)

All the information you need to plan the best YSJ to CHI flight in 2021: compare St John to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
When is the cheapest time to fly from Saint John to Chicago (YSJ - CHI)?

When flying from Saint John to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly round-trip from Saint John to Chicago?

Leaving on a Saturday is a viable option for saving on travel. Heavily demanded days of the week can typically drive up the prices you see. Booking your travel for a less competitive day can save up to 9% on the overall cost on flights from Saint John to Chicago.

Cheap flights from St John to Chicago in October, November 2021

The best prices found for YSJ to CHI flights for October, November
11 Nov - 14 Nov
C$ 586pp
YSJ
Saint John
Air Canada
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Air Canada
 
1 STOP
YSJ
Saint John
11 Nov - 14 Nov
C$ 596pp
YSJ
Saint John
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
   
2 STOPS
YSJ
Saint John
11 Nov - 14 Nov
C$ 608pp
YSJ
Saint John
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
   
2 STOPS
YSJ
Saint John

Saint John to Chicago 2021 flight deals

Cheap flights to Chicago from St John found for this year
18 Dec - 9 Jan
C$ 533pp
YSJ
Saint John
Air Canada
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Air Canada
 
1 STOP
YSJ
Saint John
18 Dec - 9 Jan
C$ 551pp
YSJ
Saint John
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Air Canada
 
1 STOP
YSJ
Saint John
18 Dec - 10 Jan
C$ 559pp
YSJ
Saint John
United Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
 
1 STOP
YSJ
Saint John

One-way flights to Chicago from Saint John

The cheapest one-way flights from St John to Chicago
1:15 a.m. - 10:01 a.m.
United Airlines
1 stop
10h 46m
YSJ - ORD
United Airlines
C$ 339
United
12:50 p.m. - 9:05 a.m.
Porter Airlines
1 stop
22h 15m
YSJ - MDW
Porter Airlines
C$ 486
FlyFar
12:50 p.m. - 5:35 a.m.
Porter Airlines
1 stop
18h 45m
YSJ - MDW
Porter Airlines
C$ 609
FlyFar

Related info for your journey

Useful info, stats and facts about <span class="emphasized">St John</span> to <span class="emphasized">Chicago</span> flights.

Flight FAQs

From St John to Chicago

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 1 airline has 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.

Which airlines flying from Saint John to Chicago have flexible changes due to COVID-19?

Some of our airline partners flying from Saint John to Chicago have new flexible policies in place due to COVID-19. Air Canada is one of the carriers where you may find flexible change policies. You can use our site to filter for airlines like Air Canada with this kind of flexibility.

Can I find flights from Saint John to Chicago for under C$ 600 on Cheapflights?

Yes, there are multiple flights from Saint John to Chicago for under C$ 600. The cheapest flight booked recently is on United Airlines for just C$ 532, but on average you can expect to pay C$ 568.

What are the cheapest flights from Saint John to Chicago?

On average you can expect to pay C$ 536 for a flight from Saint John to Chicago. The cheapest flight overall is C$ 536 while the most popular route, (Saint John - Chicago O'Hare Intl) is currently priced at C$ 532.

COVID Restrictions

View COVID Travel Restrictions for Chicago, IL

Do I need a COVID test to fly to Chicago from St John?

Information is based on travel restrictions from St John to Chicago

Most visitors from St John need to provide a negative COVID-19 test result and/or quarantine to enter Chicago.

COVID-19 testing requirements
Visitors from St John must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Chicago.

Quarantine requirements
Visitors from St John are not required to quarantine after entering Chicago.

Do I need a test to fly back to St John from Chicago?

Returning to St John from Chicago

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) test taken 72 hours before departing to St John.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering St John.

Hide COVID Travel Restrictions for Chicago, IL

Destination information for Chicago

Things to know before you go - useful duration and weather info for your trip from St John to Chicago.
Today's exchange rate
C$ 1 = $0.82
Average temperature for October in Chicago
18.0 °C
Avg rainfall for October in Chicago
66.0 mm

Airports servicing Saint John

Airports servicing Chicago

Midway (MDW)
Rockford (RFD)
Home North America USA Illinois Chicago Cheap flights from St John to Chicago
  • Round-trip
  • One-way
  • Multi-city
  • Economy
  • Premium Economy
  • Business
  • First
  • Multiple
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First