Cheap flights from Chicago to Boston from $323

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 10/11. 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
10:08 am - 5:00 pmORD-PVC
5h 52m1 stop
JetBlue Logo
10:35 am - 5:55 pmPVC-ORD
8h 20m1 stop
$495JetBlue
Find Deal
Tue, Oct 21 - Wed, Oct 29
JetBlue Logo
9:51 am - 5:39 pmORD-PVC
6h 48m1 stop
JetBlue Logo
10:31 am - 6:18 pmPVC-ORD
8h 47m1 stop
$500JetBlue
Find Deal
Tue, Sep 30 - Wed, Oct 8
JetBlue Logo
9:51 am - 3:46 pmORD-PVC
4h 55m1 stop
JetBlue Logo
11:01 am - 6:55 pmPVC-ORD
8h 54m1 stop
$510JetBlue
Find Deal
Mon, Sep 15 - Thu, Sep 18
JetBlue Logo
10:08 am - 5:00 pmORD-PVC
5h 52m1 stop
JetBlue Logo
10:35 am - 5:55 pmPVC-ORD
8h 20m1 stop
$515JetBlue
Find Deal
Tue, Oct 21 - Tue, Oct 28
JetBlue Logo
9:51 am - 8:18 pmORD-PVC
9h 27m1 stop
JetBlue Logo
8:15 am - 6:18 pmPVC-ORD
11h 03m1 stop
$545JetBlue
Find Deal
Wed, Oct 1 - Wed, Oct 8
JetBlue Logo
9:51 am - 3:13 pmORD-PVC
4h 22m1 stop
JetBlue Logo
10:55 am - 6:18 pmPVC-ORD
8h 23m1 stop
$550JetBlue
Find Deal
Sat, Oct 4 - Wed, Oct 8
JetBlue Logo
9:51 am - 5:39 pmORD-PVC
6h 48m1 stop
JetBlue Logo
12:51 pm - 6:18 pmPVC-ORD
6h 27m1 stop
$560JetBlue
Find Deal
Tue, Sep 30 - Mon, Oct 6
JetBlue Logo
10:08 am - 5:00 pmORD-PVC
5h 52m1 stop
JetBlue Logo
10:35 am - 5:55 pmPVC-ORD
8h 20m1 stop
$565JetBlue
Find Deal
Thu, Oct 23 - Wed, Oct 29
 Logo
9:37 pm - 11:24 amORD-PVC
12h 47m1 stop
 Logo
10:55 am - 7:58 pmPVC-ORD
10h 03m2 stops
Wed, Oct 1 - Wed, Oct 8
 Logo
9:00 am - 5:39 pmORD-PVC
7h 39m2 stops
 Logo
10:55 am - 7:58 pmPVC-ORD
10h 03m2 stops
Wed, Oct 1 - Wed, Oct 8

JetBlue flights from Chicago to Provincetown

Our best JetBlue deals on Chicago to Provincetown flight tickets
JetBlue
Oct 21
ORD10:08 amChicago O'Hare Intl
5h 52m
1 stop
PVC5:00 pmProvincetown
Oct 29
PVC10:35 amProvincetown
8h 20m
1 stop
ORD5:55 pmChicago O'Hare Intl
JetBlue
Sep 30
ORD9:51 amChicago O'Hare Intl
6h 48m
1 stop
PVC5:39 pmProvincetown
Oct 8
PVC10:31 amProvincetown
8h 47m
1 stop
ORD6:18 pmChicago O'Hare Intl
JetBlue
Sep 15
ORD9:51 amChicago O'Hare Intl
4h 55m
1 stop
PVC3:46 pmProvincetown
Sep 18
PVC11:01 amProvincetown
8h 54m
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 3, 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

Tue 10/21

10:08 am-5:00 pm

1 stop5h 52m

Provincetown

Wed 10/29

10:35 am-5:55 pm

1 stop8h 20m

$495

ChicagoProvincetown

ORD - PVC

ORDPVC

Chicago O'Hare Intl

Tue 9/30

9:51 am-5:39 pm

1 stop6h 48m

Provincetown

Wed 10/8

10:31 am-6:18 pm

1 stop8h 47m

$500

ChicagoProvincetown

ORD - PVC

ORDPVC

Chicago O'Hare Intl

Mon 9/15

9:51 am-3:46 pm

1 stop4h 55m

Provincetown

Thu 9/18

11:01 am-6:55 pm

1 stop8h 54m

$510

ChicagoProvincetown

ORD - PVC

ORDPVC

Chicago O'Hare Intl

Tue 10/21

10:08 am-5:00 pm

1 stop5h 52m

Provincetown

Tue 10/28

10:35 am-5:55 pm

1 stop8h 20m

$515

ChicagoProvincetown

ORD - PVC

ORDPVC

Chicago O'Hare Intl

Wed 10/1

9:51 am-8:18 pm

1 stop9h 27m

Provincetown

Wed 10/8

8:15 am-6:18 pm

1 stop11h 03m

$545

ChicagoProvincetown

ORD - PVC

ORDPVC

Chicago O'Hare Intl

Sat 10/4

9:51 am-3:13 pm

1 stop4h 22m

Provincetown

Wed 10/8

10:55 am-6:18 pm

1 stop8h 23m

$550

ChicagoProvincetown

ORD - PVC

ORDPVC

Chicago O'Hare Intl

Tue 9/30

9:51 am-5:39 pm

1 stop6h 48m

Provincetown

Mon 10/6

12:51 pm-6:18 pm

1 stop6h 27m

$560

ChicagoProvincetown

ORD - PVC

ORDPVC

Chicago O'Hare Intl

Thu 10/23

10:08 am-5:00 pm

1 stop5h 52m

Provincetown

Wed 10/29

10:35 am-5:55 pm

1 stop8h 20m

$565

ChicagoProvincetown

ORD - PVC

ORDPVC

Chicago O'Hare Intl

Wed 10/1

9:37 pm-11:24 am

1 stop12h 47m

Provincetown

Wed 10/8

10:55 am-7:58 pm

2 stops10h 03m

$657

ChicagoProvincetown

ORD - PVC

ORDPVC

Chicago O'Hare Intl

Wed 10/1

9:00 am-5:39 pm

2 stops7h 39m

Provincetown

Wed 10/8

10:55 am-7:58 pm

2 stops10h 03m

$662

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 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.

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1 adult
Mon 9/8
Mon 9/15

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