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Cheap flights from Provincetown to Chicago from $261

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Provincetown to Chicago departing on 5/23. 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 Provincetown to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
2:13 pm - 8:53 pm
PVC
-
ORD
7h 40m
1 stop
Multiple Airlines Logo
8:50 am - 6:55 pm
ORD
-
PVC
9h 05m
1 stop
$510Multiple Airlines
Wed, May 20 - Sun, May 24
JetBlue Logo
2:13 pm - 7:35 pm
PVC
-
ORD
6h 22m
1 stop
JetBlue Logo
8:50 am - 3:59 pm
ORD
-
PVC
6h 09m
1 stop
$662JetBlue
Sun, May 24 - Tue, May 26
JetBlue Logo
8:40 am - 1:01 pm
PVC
-
ORD
5h 21m
1 stop
JetBlue Logo
8:50 am - 3:59 pm
ORD
-
PVC
6h 09m
1 stop
$817JetBlue
Sat, May 23 - Mon, May 25
JetBlue Logo
11:57 am - 7:35 pm
PVC
-
ORD
8h 38m
1 stop
JetBlue Logo
8:50 am - 3:59 pm
ORD
-
PVC
6h 09m
1 stop
$865JetBlue
Sun, May 24 - Mon, May 25
JetBlue Logo
2:13 pm - 7:35 pm
PVC
-
ORD
6h 22m
1 stop
JetBlue Logo
8:50 am - 3:59 pm
ORD
-
PVC
6h 09m
1 stop
$1,010JetBlue
Fri, May 22 - Mon, May 25

JetBlue flights from Provincetown to Chicago

Our best JetBlue deals on Provincetown to Chicago flight tickets
JetBlue
May 24
PVC2:13 pmProvincetown
6h 22m
1 stop
ORD7:35 pmChicago O'Hare Intl
May 26
ORD8:50 amChicago O'Hare Intl
6h 09m
1 stop
PVC3:59 pmProvincetown
$662
JetBlue
May 23
PVC8:40 amProvincetown
5h 21m
1 stop
ORD1:01 pmChicago O'Hare Intl
May 25
ORD8:50 amChicago O'Hare Intl
6h 09m
1 stop
PVC3:59 pmProvincetown
$817
JetBlue
May 24
PVC11:57 amProvincetown
8h 38m
1 stop
ORD7:35 pmChicago O'Hare Intl
May 25
ORD8:50 amChicago O'Hare Intl
6h 09m
1 stop
PVC3:59 pmProvincetown
$865

momondo Fare Finder

 
Customize your flight search to find flights from Provincetown 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 7, 2026.
Use the filters below to find and compare flights from Provincetown to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ProvincetownChicago

PVC - ORD

PVCORD

Provincetown

Wed 5/20

2:13 pm-8:53 pm

1 stop7h 40m

Chicago O'Hare Intl

Sun 5/24

8:50 am-6:55 pm

1 stop9h 05m

$510

ProvincetownChicago

PVC - ORD

PVCORD

Provincetown

Sun 5/24

2:13 pm-7:35 pm

1 stop6h 22m

Chicago O'Hare Intl

Tue 5/26

8:50 am-3:59 pm

1 stop6h 09m

$662
Quickest round-trip

ProvincetownChicago

PVC - ORD

PVCORD

Provincetown

Sat 5/23

8:40 am-1:01 pm

1 stop5h 21m

Chicago O'Hare Intl

Mon 5/25

8:50 am-3:59 pm

1 stop6h 09m

$817

ProvincetownChicago

PVC - ORD

PVCORD

Provincetown

Sun 5/24

11:57 am-7:35 pm

1 stop8h 38m

Chicago O'Hare Intl

Mon 5/25

8:50 am-3:59 pm

1 stop6h 09m

$865

ProvincetownChicago

PVC - ORD

PVCORD

Provincetown

Fri 5/22

2:13 pm-7:35 pm

1 stop6h 22m

Chicago O'Hare Intl

Mon 5/25

8:50 am-3:59 pm

1 stop6h 09m

$1,010
Cheapest one-way

ProvincetownChicago

PVC - ORD

PVCORD

Provincetown

Sat 5/23

8:40 am-1:01 pm

1 stop5h 21m

$261

ProvincetownChicago

PVC - ORD

PVCORD

Provincetown

Wed 5/27

2:13 pm-7:35 pm

1 stop6h 22m

$304

ProvincetownChicago

PVC - ORD

PVCORD

Provincetown

Sun 5/24

2:13 pm-7:35 pm

1 stop6h 22m

$309

ProvincetownChicago

PVC - ORD

PVCORD

Provincetown

Sun 5/24

2:13 pm-7:35 pm

1 stop6h 22m

$313

ProvincetownChicago

PVC - ORD

PVCORD

Provincetown

Sat 5/30

8:40 am-1:01 pm

1 stop5h 21m

$354

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Provincetown 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 day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $315. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Provincetown to Chicago for around $412.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Provincetown to Chicago during this time can be as low as $269. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $363.

When to book flights from Provincetown to Chicago

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

Cheap Provincetown to Chicago (PVC to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Provincetown to Chicago

Fastest flight time

7h 40m

Direct flights

None
The fastest flight from Provincetown to Chicago takes 7h 40m
There are no direct flights from Provincetown to Chicago. There are no popular flight routes from Provincetown to Chicago.
Search flight deals

Frequently asked questions about flying from Provincetown to Chicago

  • How far is Provincetown to Chicago by plane?

    The distance between Provincetown and Chicago is about 894.3 mi. Typically, this will take 7h 40m by plane in normal conditions.

  • When did momondo last update prices for flights from Provincetown Airport to Chicago?

    Prices for flights from Provincetown Airport to Chicago are updated daily.

  • How old do you have to be to fly from Provincetown Airport to Chicago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Provincetown Airport to Chicago.

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

    The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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
Monticello
Chesterton
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Provincetown to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Provincetown to Chicago for you.

Can I find flights from Provincetown to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Provincetown with this policy.

How can momondo help me find flights from Provincetown to Chicago?

Once you have performed a search for Provincetown 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 Provincetown to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Provincetown 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