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Cheap flights from St. John's, Saint John to Chicago from $308

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 6/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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

Cheap round-trip flights

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Multiple Airlines Logo
ANU
-
CHI
2290 mimulti-stop
Multiple Airlines Logo
CHI
-
ANU
2290 mimulti-stop
Multiple Airlines

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 May 19, 2026.
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

Cheapest one-way

St. John'sChicago

ANU - ORD

ANUORD

St. John's V.C. Bird Intl

Sun 6/14

3:30 pm-9:00 am

1 stop18h 30m

$308

St. John'sChicago

ANU - ORD

ANUORD

St. John's V.C. Bird Intl

Sun 6/14

3:30 pm-6:52 pm

2 stops28h 22m

$371
Quickest one-way

St. John'sChicago

ANU - ORD

ANUORD

St. John's V.C. Bird Intl

Mon 7/27

3:30 pm-8:48 am

1 stop18h 18m

$404

St. John'sChicago

ANU - ORD

ANUORD

St. John's V.C. Bird Intl

Sun 6/14

3:30 pm-2:50 pm

3 stops24h 20m

$546

St. John'sChicago

ANU - ORD

ANUORD

St. John's V.C. Bird Intl

Sun 6/14

8:00 am-2:50 pm

3 stops31h 50m

$585

St. John'sChicago

ANU - ORD

ANUORD

St. John's V.C. Bird Intl

Mon 7/27

5:45 pm-11:27 pm

2 stops30h 42m

$603

St. John'sChicago

ANU - ORD

ANUORD

St. John's V.C. Bird Intl

Mon 7/27

6:20 pm-11:27 pm

3 stops30h 07m

$753

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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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

Can stopping save me money on St. John's, Saint John to Chicago flights?

You could potentially save up to 47% on your flight if you consider stops on a St. John's, Saint John to Chicago flight.

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

24h 41m

Direct flights

None
The fastest flight from St. John's, Saint John to Chicago takes 24h 41m
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.
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Frequently asked questions about flying 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 24h 41m.

  • 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 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.

Traveling to a place near Chicago?

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

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

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