Cheap flights from St. John's, Saint John to Chicago from $418

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from St. John's, Saint John to Chicago departing on 1/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

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American Airlines Logo
2:20 pm - 11:55 pmANU-ORD
10h 35m1 stop
American Airlines Logo
7:17 pm - 1:25 pmORD-ANU
17h 08m1 stop
$842American Airlines
Find Deal
Wed, Apr 15 - Sun, Apr 19
American Airlines Logo
2:20 pm - 8:14 amANU-ORD
18h 54m2 stops
American Airlines Logo
6:56 am - 3:25 pmORD-ANU
7h 29m1 stop
$847American Airlines
Find Deal
Wed, Apr 15 - Sun, Apr 19
American Airlines Logo
5:46 pm - 10:51 amANU-ORD
19h 05m1 stop
American Airlines Logo
5:00 am - 3:04 pmORD-ANU
8h 04m1 stop
$2,390American Airlines
Find Deal
Sun, Nov 30 - Wed, Dec 31
American Airlines Logo
5:46 pm - 10:51 amANU-ORD
19h 05m1 stop
American Airlines Logo
5:00 am - 4:41 pmORD-ANU
9h 41m2 stops
$2,395American Airlines
Find Deal
Sun, Nov 30 - Wed, Dec 31
American Airlines Logo
2:15 pm - 12:20 amANU-ORD
12h 05m2 stops
American Airlines Logo
5:00 am - 4:41 pmORD-ANU
9h 41m2 stops
$2,880American Airlines
Find Deal
Sun, Nov 30 - Wed, Dec 31

American Airlines flights from St. John's, Saint John to Chicago

Our best American Airlines deals on St. John's, Saint John to Chicago flight tickets
American Airlines
Apr 15
ANU2:20 pmSt. John's V.C. Bird Intl
10h 35m
1 stop
ORD11:55 pmChicago O'Hare Intl
Apr 19
ORD7:17 pmChicago O'Hare Intl
17h 08m
1 stop
ANU1:25 pmSt. John's V.C. Bird Intl
American Airlines
Apr 15
ANU2:20 pmSt. John's V.C. Bird Intl
18h 54m
2 stops
ORD8:14 amChicago O'Hare Intl
Apr 19
ORD6:56 amChicago O'Hare Intl
7h 29m
1 stop
ANU3:25 pmSt. John's V.C. Bird Intl
American Airlines
Nov 30
ANU5:46 pmSt. John's V.C. Bird Intl
19h 05m
1 stop
ORD10:51 amChicago O'Hare Intl
Dec 31
ORD5:00 amChicago O'Hare Intl
8h 04m
1 stop
ANU3:04 pmSt. John's V.C. Bird Intl

momondo Fare Finder

 
Customize your flight search to find flights from St. John's, Saint John to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated November 3, 2025.
Use the filters below to find and compare flights from St. John's, Saint John to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

St. John'sChicago

ANU - ORD

ANUORD

St. John's V.C. Bird Intl

Wed 4/15

2:20 pm-11:55 pm

1 stop10h 35m

Chicago O'Hare Intl

Sun 4/19

7:17 pm-1:25 pm

1 stop17h 08m

$842

St. John'sChicago

ANU - ORD

ANUORD

St. John's V.C. Bird Intl

Wed 4/15

2:20 pm-8:14 am

2 stops18h 54m

Chicago O'Hare Intl

Sun 4/19

6:56 am-3:25 pm

1 stop7h 29m

$847

St. John'sChicago

ANU - ORD

ANUORD

St. John's V.C. Bird Intl

Sun 11/30

5:46 pm-10:51 am

1 stop19h 05m

Chicago O'Hare Intl

Wed 12/31

5:00 am-3:04 pm

1 stop8h 04m

$2,390

St. John'sChicago

ANU - ORD

ANUORD

St. John's V.C. Bird Intl

Sun 11/30

5:46 pm-10:51 am

1 stop19h 05m

Chicago O'Hare Intl

Wed 12/31

5:00 am-4:41 pm

2 stops9h 41m

$2,395

St. John'sChicago

ANU - ORD

ANUORD

St. John's V.C. Bird Intl

Sun 11/30

2:15 pm-12:20 am

2 stops12h 05m

Chicago O'Hare Intl

Wed 12/31

5:00 am-4:41 pm

2 stops9h 41m

$2,880

St. John'sChicago

ANU - ORD

ANUORD

St. John's V.C. Bird Intl

Thu 1/1

4:15 pm-10:07 pm

2 stops31h 52m

$418

St. John'sChicago

ANU - ORD

ANUORD

St. John's V.C. Bird Intl

Thu 1/1

4:15 pm-10:07 pm

3 stops31h 52m

$458

St. John'sChicago

ANU - ORD

ANUORD

St. John's V.C. Bird Intl

Sun 12/28

5:45 pm-11:25 pm

2 stops31h 40m

$482

St. John'sChicago

ANU - ORD

ANUORD

St. John's V.C. Bird Intl

Sun 12/28

3:05 pm-11:35 pm

1 stop10h 30m

$490

St. John'sChicago

ANU - ORD

ANUORD

St. John's V.C. Bird Intl

Sun 12/28

6:15 pm-11:14 am

3 stops42h 59m

$492

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 11 resultsSorted by cheapest first
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2

See travel insights to Chicago from

How to get the cheapest flight ticket from St. John's, 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 St. John's V.C. Bird Intl to Chicago?

United Airlines and Air Canada are the most popular carriers operating from St. John's V.C. Bird Intl to Chicago

When to book flights from St. John's, Saint John to Chicago

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

Cheap St. John's, Saint John to Chicago (ANU to CHI) flight deals and tips

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

Direct flights

None
There are no direct flights from St. John's, Saint John to Chicago. There are no popular flight routes from St. John's, Saint John to Chicago.
  • How far is St. John's V.C. Bird Intl to Chicago by plane?

    The distance between St. John's V.C. Bird Intl and Chicago is about 2288.8 mi. A reasonable flight in good conditions will take 10h 35m.

  • When did momondo last update prices for flights from St. John's V.C. Bird Intl Airport to Chicago?

    Prices for flights from St. John's V.C. Bird Intl Airport to Chicago were last updated today.

  • How many operators does momondo search for flights from St. John's V.C. Bird Intl Airport to Chicago?

  • How old do you have to be to fly from St. John's V.C. Bird Intl Airport to Chicago?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from St. John's V.C. Bird Intl Airport to Chicago.

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

    The travel and health documents you'll need for your trip to Chicago 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 Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best airlines flying from St. John's, Saint John to Chicago

Compare and see reviews for airlines that fly from St. John's, Saint John to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $552Free CancellationRating
7.2
11,038 reviews
Search American Airlines flights

Traveling to a place near Chicago?

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Saint John

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Yes. momondo allows you to filter the results for St. John's to Chicago flights to just show those with flexible booking policies.

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1 adult
Wed 12/3
Wed 12/10

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Fly into one of these airports located in Chicago

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