Cheap flights from Chicago to Boston from $243

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Boston departing on 10/21. 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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Cheap round-trip flights

JetBlue Logo
9:51 am - 3:46 pmORD-PVC
4h 55m1 stop
JetBlue Logo
12:51 pm - 6:55 pmPVC-ORD
7h 04m1 stop
$430JetBlue
Find Deal
Mon, Sep 29 - Thu, Oct 2
JetBlue Logo
9:51 am - 5:26 pmORD-PVC
6h 35m1 stop
JetBlue Logo
10:55 am - 6:55 pmPVC-ORD
9h 00m1 stop
$495JetBlue
Find Deal
Sun, Sep 28 - Wed, Oct 1
JetBlue Logo
9:51 am - 3:13 pmORD-PVC
4h 22m1 stop
JetBlue Logo
12:00 pm - 6:18 pmPVC-ORD
7h 18m1 stop
$525JetBlue
Find Deal
Thu, Oct 2 - Mon, Oct 6
JetBlue Logo
9:51 am - 5:26 pmORD-PVC
6h 35m1 stop
JetBlue Logo
10:31 am - 6:18 pmPVC-ORD
8h 47m1 stop
$555JetBlue
Find Deal
Wed, Oct 1 - Tue, Oct 7
JetBlue Logo
9:51 am - 5:26 pmORD-PVC
6h 35m1 stop
JetBlue Logo
10:55 am - 6:18 pmPVC-ORD
8h 23m1 stop
$575JetBlue
Find Deal
Wed, Oct 1 - Wed, Oct 8
JetBlue Logo
9:51 am - 5:26 pmORD-PVC
6h 35m1 stop
JetBlue Logo
12:51 pm - 6:18 pmPVC-ORD
6h 27m1 stop
$590JetBlue
Find Deal
Sat, Oct 4 - Mon, Oct 6
JetBlue Logo
10:08 am - 5:29 pmORD-PVC
6h 21m1 stop
JetBlue Logo
1:47 pm - 6:18 pmPVC-ORD
5h 31m1 stop
$595JetBlue
Find Deal
Sat, Oct 11 - Fri, Oct 17
JetBlue Logo
10:08 am - 3:46 pmORD-PVC
4h 38m1 stop
JetBlue Logo
1:47 pm - 6:18 pmPVC-ORD
5h 31m1 stop
$605JetBlue
Find Deal
Sun, Oct 12 - Fri, Oct 17
JetBlue Logo
10:08 am - 3:30 pmORD-PVC
4h 22m1 stop
JetBlue Logo
1:47 pm - 6:18 pmPVC-ORD
5h 31m1 stop
$610JetBlue
Find Deal
Wed, Oct 15 - Fri, Oct 17
JetBlue Logo
9:51 am - 5:26 pmORD-PVC
6h 35m1 stop
JetBlue Logo
12:51 pm - 6:18 pmPVC-ORD
6h 27m1 stop
$625JetBlue
Find Deal
Fri, Oct 3 - Mon, Oct 6

JetBlue flights from Chicago to Provincetown

Our best JetBlue deals on Chicago to Provincetown flight tickets
JetBlue
Sep 30
ORD9:51 amChicago O'Hare Intl
6h 48m
1 stop
PVC5:39 pmProvincetown
Oct 3
PVC10:55 amProvincetown
9h 00m
1 stop
ORD6:55 pmChicago O'Hare Intl
JetBlue
Sep 29
ORD9:51 amChicago O'Hare Intl
4h 55m
1 stop
PVC3:46 pmProvincetown
Oct 2
PVC12:51 pmProvincetown
7h 04m
1 stop
ORD6:55 pmChicago O'Hare Intl
JetBlue
Sep 28
ORD9:51 amChicago O'Hare Intl
6h 35m
1 stop
PVC5:26 pmProvincetown
Oct 1
PVC10:55 amProvincetown
9h 00m
1 stop
ORD6:55 pmChicago O'Hare Intl

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Provincetown 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 September 17, 2025.
Use the filters below to find and compare flights from Chicago to Provincetown that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoProvincetown

ORD - PVC

ORDPVC

Chicago O'Hare Intl

Mon 9/29

9:51 am-3:46 pm

1 stop4h 55m

Provincetown

Thu 10/2

12:51 pm-6:55 pm

1 stop7h 04m

$430

ChicagoProvincetown

ORD - PVC

ORDPVC

Chicago O'Hare Intl

Sun 9/28

9:51 am-5:26 pm

1 stop6h 35m

Provincetown

Wed 10/1

10:55 am-6:55 pm

1 stop9h 00m

$495

ChicagoProvincetown

ORD - PVC

ORDPVC

Chicago O'Hare Intl

Thu 10/2

9:51 am-3:13 pm

1 stop4h 22m

Provincetown

Mon 10/6

12:00 pm-6:18 pm

1 stop7h 18m

$525

ChicagoProvincetown

ORD - PVC

ORDPVC

Chicago O'Hare Intl

Wed 10/1

9:51 am-5:26 pm

1 stop6h 35m

Provincetown

Tue 10/7

10:31 am-6:18 pm

1 stop8h 47m

$555

ChicagoProvincetown

ORD - PVC

ORDPVC

Chicago O'Hare Intl

Wed 10/1

9:51 am-5:26 pm

1 stop6h 35m

Provincetown

Wed 10/8

10:55 am-6:18 pm

1 stop8h 23m

$575

ChicagoProvincetown

ORD - PVC

ORDPVC

Chicago O'Hare Intl

Sat 10/4

9:51 am-5:26 pm

1 stop6h 35m

Provincetown

Mon 10/6

12:51 pm-6:18 pm

1 stop6h 27m

$590

ChicagoProvincetown

ORD - PVC

ORDPVC

Chicago O'Hare Intl

Sat 10/11

10:08 am-5:29 pm

1 stop6h 21m

Provincetown

Fri 10/17

1:47 pm-6:18 pm

1 stop5h 31m

$595

ChicagoProvincetown

ORD - PVC

ORDPVC

Chicago O'Hare Intl

Sun 10/12

10:08 am-3:46 pm

1 stop4h 38m

Provincetown

Fri 10/17

1:47 pm-6:18 pm

1 stop5h 31m

$605

ChicagoProvincetown

ORD - PVC

ORDPVC

Chicago O'Hare Intl

Wed 10/15

10:08 am-3:30 pm

1 stop4h 22m

Provincetown

Fri 10/17

1:47 pm-6:18 pm

1 stop5h 31m

$610

ChicagoProvincetown

ORD - PVC

ORDPVC

Chicago O'Hare Intl

Fri 10/3

9:51 am-5:26 pm

1 stop6h 35m

Provincetown

Mon 10/6

12:51 pm-6:18 pm

1 stop6h 27m

$625

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Boston from

How to get the cheapest flight ticket from Chicago to Provincetown

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 Chicago to Provincetown?

JetBlue is the most popular carrier operating from Chicago to Provincetown

What airlines fly to Provincetown?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Provincetown from Chicago according to our data. American Airlines is the first choice among our users, with 36% of people opting to fly with this airline when traveling to Provincetown. Keep in mind that there are 7 different airlines that fly to Provincetown on a routine basis, so you have a few additional options to choose from.

When to book flights from Chicago to Provincetown

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

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

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

Direct flights

None
There are no direct flights from Chicago to Provincetown. There are no popular flight routes from Chicago to Provincetown.
  • How far is Chicago to Provincetown by plane?

    A flight from Chicago to Provincetown will travel around 894.3 mi. By plane, this route typically takes 4h 22m.

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

    Prices for flights from Chicago to Provincetown Airport refresh daily.

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

    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 Chicago to Provincetown Airport.

  • What documentation or ID do you need to fly to Provincetown Airport?

    The travel and health documents required for your trip to Provincetown Airport 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 Provincetown Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Provincetown from Chicago.

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

Yes. momondo allows you to filter the results for Chicago to Provincetown flights to just show those with flexible booking policies.

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

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

Yes momondo offers price alerts on flights to Provincetown from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Provincetown trip

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1 adult
Fri 10/17
Fri 10/24

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