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Cheap flights from St. John's, Saint John to Chicago from $466

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 3/27. 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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Find the cheapest flights from St. John's, Saint John to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
JetBlue Logo
4:00 pm - 7:36 pm
ANU
-
ORD
29h 36m1 stop
JetBlue Logo
8:45 am - 2:48 pm
ORD
-
ANU
28h 03m1 stop
$566JetBlue
Fri, Jan 30 - Fri, Feb 6
American Airlines Logo
2:54 pm - 11:27 pm
ANU
-
ORD
10h 33m1 stop
American Airlines Logo
8:56 pm - 1:48 pm
ORD
-
ANU
14h 52m2 stops
$649American Airlines
Fri, Jan 30 - Fri, Feb 6
Multiple Airlines Logo
12:45 pm - 9:15 am
ANU
-
ORD
22h 30m3 stops
Multiple Airlines Logo
5:15 am - 5:20 pm
ORD
-
ANU
10h 05m2 stops
$938Multiple Airlines
Fri, Jan 30 - Fri, Feb 6
Multiple Airlines Logo
12:45 pm - 9:15 am
ANU
-
ORD
22h 30m3 stops
Multiple Airlines Logo
5:15 am - 12:15 pm
ORD
-
ANU
29h 00m3 stops
$1,038Multiple Airlines
Fri, Jan 30 - Fri, Feb 6
Air Canada Logo
4:15 pm - 3:10 pm
ANU
-
ORD
24h 55m1 stop
Air Canada Logo
6:17 pm - 3:20 pm
ORD
-
ANU
43h 03m2 stops
$2,083Air Canada
Tue, Feb 3 - Thu, Feb 5
Air Canada Logo
4:15 pm - 6:37 pm
ANU
-
ORD
28h 22m2 stops
Air Canada Logo
9:29 pm - 3:20 pm
ORD
-
ANU
39h 51m2 stops
$2,093Air Canada
Tue, Feb 3 - Thu, Feb 5

Air Canada flights from St. John's, Saint John to Chicago

Our best Air Canada deals on St. John's, Saint John to Chicago flight tickets
Air Canada
Feb 3
ANU4:15 pmSt. John's V.C. Bird Intl
24h 55m
1 stop
ORD3:10 pmChicago O'Hare Intl
Feb 5
ORD6:17 pmChicago O'Hare Intl
43h 03m
2 stops
ANU3:20 pmSt. John's V.C. Bird Intl
$2,083
Find similar
Air Canada
Feb 3
ANU4:15 pmSt. John's V.C. Bird Intl
28h 22m
2 stops
ORD6:37 pmChicago O'Hare Intl
Feb 5
ORD9:29 pmChicago O'Hare Intl
39h 51m
2 stops
ANU3:20 pmSt. John's V.C. Bird Intl
$2,093
Find similar

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 December 18, 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

Fri 1/30

4:00 pm-7:36 pm

1 stop29h 36m

Chicago O'Hare Intl

Fri 2/6

8:45 am-2:48 pm

1 stop28h 03m

$566

St. John'sChicago

ANU - ORD

ANUORD

St. John's V.C. Bird Intl

Fri 1/30

2:54 pm-11:27 pm

1 stop10h 33m

Chicago O'Hare Intl

Fri 2/6

8:56 pm-1:48 pm

2 stops14h 52m

$649

St. John'sChicago

ANU - ORD

ANUORD

St. John's V.C. Bird Intl

Fri 1/30

12:45 pm-9:15 am

3 stops22h 30m

Chicago O'Hare Intl

Fri 2/6

5:15 am-5:20 pm

2 stops10h 05m

$938

St. John'sChicago

ANU - ORD

ANUORD

St. John's V.C. Bird Intl

Fri 1/30

12:45 pm-9:15 am

3 stops22h 30m

Chicago O'Hare Intl

Fri 2/6

5:15 am-12:15 pm

3 stops29h 00m

$1,038

St. John'sChicago

ANU - ORD

ANUORD

St. John's V.C. Bird Intl

Tue 2/3

4:15 pm-3:10 pm

1 stop24h 55m

Chicago O'Hare Intl

Thu 2/5

6:17 pm-3:20 pm

2 stops43h 03m

$2,083

St. John'sChicago

ANU - ORD

ANUORD

St. John's V.C. Bird Intl

Tue 2/3

4:15 pm-6:37 pm

2 stops28h 22m

Chicago O'Hare Intl

Thu 2/5

9:29 pm-3:20 pm

2 stops39h 51m

$2,093

St. John'sChicago

ANU - ORD

ANUORD

St. John's V.C. Bird Intl

Fri 3/27

12:55 pm-6:29 pm

2 stops30h 34m

$466

St. John'sChicago

ANU - ORD

ANUORD

St. John's V.C. Bird Intl

Fri 3/27

3:26 pm-12:18 am

1 stop9h 52m

$489

St. John'sChicago

ANU - ORD

ANUORD

St. John's V.C. Bird Intl

Sat 3/28

4:59 pm-10:54 am

1 stop18h 55m

$516

St. John'sChicago

ANU - ORD

ANUORD

St. John's V.C. Bird Intl

Sat 3/28

10:15 am-2:21 pm

3 stops29h 06m

$575

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 resultsSorted by cheapest first
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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?

American Airlines and JetBlue 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

Fastest flight time

29h 36m

Direct flights

None
The fastest flight from St. John's, Saint John to Chicago takes 29h 36m
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.
Search flight deals

  • 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 29h 36m.

  • 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
11,055 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Valparaiso
Schererville
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from St. John's to Chicago?

Finding the right flight to Chicago from St. John's is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Can I find flights from St. John's to Chicago with flexible booking policies on momondo?

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

How can momondo help me find flights from St. John's to Chicago?

Once you have performed a search for St. John's 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.

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Of course. momondo tracks the price of St. John's to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport