Cheap flights from Chicago to Boston from $619

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Boston departing on 6/24. 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
1 adult, Economy, 0 bags

Find the cheapest flights from Chicago to Boston

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
6:05 am - 1:12 pm
ORD
-
PVC
6h 07m
1 stop
Multiple Airlines Logo
1:41 pm - 9:17 am
PVC
-
ORD
20h 36m
1 stop
$619Multiple Airlines
Wed, Jun 24 - Mon, Jun 29
Multiple Airlines Logo
6:05 am - 1:12 pm
ORD
-
PVC
6h 07m
1 stop
Multiple Airlines Logo
1:41 pm - 11:31 pm
PVC
-
ORD
10h 50m
2 stops
$638Multiple Airlines
Wed, Jun 24 - Mon, Jun 29
Multiple Airlines Logo
6:30 am - 4:40 pm
ORD
-
PVC
9h 10m
2 stops
Multiple Airlines Logo
11:28 am - 7:22 pm
PVC
-
ORD
8h 54m
1 stop
$730Multiple Airlines
Fri, Sep 11 - Mon, Sep 14
Multiple Airlines Logo
9:40 pm - 8:29 am
ORD
-
PVC
9h 49m
1 stop
Multiple Airlines Logo
11:28 am - 10:30 pm
PVC
-
ORD
12h 02m
1 stop
$731Multiple Airlines
Fri, Sep 11 - Mon, Sep 14
JetBlue Logo
10:56 am - 4:40 pm
ORD
-
PVC
4h 44m
1 stop
JetBlue Logo
1:41 pm - 7:15 pm
PVC
-
ORD
6h 34m
1 stop
$767JetBlue
Tue, Jul 14 - Wed, Jul 15
JetBlue Logo
1:09 pm - 8:08 pm
ORD
-
PVC
5h 59m
1 stop
JetBlue Logo
1:41 pm - 7:15 pm
PVC
-
ORD
6h 34m
1 stop
$775JetBlue
Sat, Jul 11 - Tue, Jul 14
Multiple Airlines Logo
10:56 am - 4:40 pm
ORD
-
PVC
4h 44m
1 stop
Multiple Airlines Logo
1:41 pm - 7:15 pm
PVC
-
ORD
6h 34m
1 stop
$784Multiple Airlines
Fri, Jul 10 - Thu, Jul 16
JetBlue Logo
10:56 am - 4:40 pm
ORD
-
PVC
4h 44m
1 stop
JetBlue Logo
1:41 pm - 7:15 pm
PVC
-
ORD
6h 34m
1 stop
$785JetBlue
Mon, Jul 13 - Wed, Jul 15
JetBlue Logo
1:09 pm - 8:08 pm
ORD
-
PVC
5h 59m
1 stop
JetBlue Logo
1:41 pm - 7:15 pm
PVC
-
ORD
6h 34m
1 stop
$787JetBlue
Sat, Jul 11 - Mon, Jul 13
JetBlue Logo
1:09 pm - 8:08 pm
ORD
-
PVC
5h 59m
1 stop
JetBlue Logo
1:41 pm - 7:15 pm
PVC
-
ORD
6h 34m
1 stop
$790JetBlue
Sat, Jul 11 - Mon, Jul 13

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JetBlue flights from Chicago to Provincetown

Our best JetBlue deals on Chicago to Provincetown flight tickets
JetBlue
Jun 20
ORD1:55 pmChicago O'Hare Intl
17h 34m
1 stop
PVC8:29 amProvincetown
Jun 26
PVC2:41 pmProvincetown
23h 19m
1 stop
ORD1:00 pmChicago O'Hare Intl
$540
JetBlue
Jul 14
ORD10:56 amChicago O'Hare Intl
4h 44m
1 stop
PVC4:40 pmProvincetown
Jul 15
PVC1:41 pmProvincetown
6h 34m
1 stop
ORD7:15 pmChicago O'Hare Intl
$767
JetBlue
Jul 11
ORD1:09 pmChicago O'Hare Intl
5h 59m
1 stop
PVC8:08 pmProvincetown
Jul 14
PVC1:41 pmProvincetown
6h 34m
1 stop
ORD7:15 pmChicago O'Hare Intl
$775

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 June 14, 2026.
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

Cheapest round-trip

ChicagoProvincetown

ORD - PVC

ORDPVC

Chicago O'Hare Intl

Wed 6/24

6:05 am-1:12 pm

1 stop6h 07m

Provincetown

Mon 6/29

1:41 pm-9:17 am

1 stop20h 36m

$619

ChicagoProvincetown

ORD - PVC

ORDPVC

Chicago O'Hare Intl

Wed 6/24

6:05 am-1:12 pm

1 stop6h 07m

Provincetown

Mon 6/29

1:41 pm-11:31 pm

2 stops10h 50m

$638

ChicagoProvincetown

ORD - PVC

ORDPVC

Chicago O'Hare Intl

Fri 9/11

6:30 am-4:40 pm

2 stops9h 10m

Provincetown

Mon 9/14

11:28 am-7:22 pm

1 stop8h 54m

$730

ChicagoProvincetown

ORD - PVC

ORDPVC

Chicago O'Hare Intl

Fri 9/11

9:40 pm-8:29 am

1 stop9h 49m

Provincetown

Mon 9/14

11:28 am-10:30 pm

1 stop12h 02m

$731
Quickest round-trip

ChicagoProvincetown

ORD - PVC

ORDPVC

Chicago O'Hare Intl

Tue 7/14

10:56 am-4:40 pm

1 stop4h 44m

Provincetown

Wed 7/15

1:41 pm-7:15 pm

1 stop6h 34m

$767

ChicagoProvincetown

ORD - PVC

ORDPVC

Chicago O'Hare Intl

Sat 7/11

1:09 pm-8:08 pm

1 stop5h 59m

Provincetown

Tue 7/14

1:41 pm-7:15 pm

1 stop6h 34m

$775

ChicagoProvincetown

ORD - PVC

ORDPVC

Chicago O'Hare Intl

Fri 7/10

10:56 am-4:40 pm

1 stop4h 44m

Provincetown

Thu 7/16

1:41 pm-7:15 pm

1 stop6h 34m

$784

ChicagoProvincetown

ORD - PVC

ORDPVC

Chicago O'Hare Intl

Mon 7/13

10:56 am-4:40 pm

1 stop4h 44m

Provincetown

Wed 7/15

1:41 pm-7:15 pm

1 stop6h 34m

$785

ChicagoProvincetown

ORD - PVC

ORDPVC

Chicago O'Hare Intl

Sat 7/11

1:09 pm-8:08 pm

1 stop5h 59m

Provincetown

Mon 7/13

1:41 pm-7:15 pm

1 stop6h 34m

$787

ChicagoProvincetown

ORD - PVC

ORDPVC

Chicago O'Hare Intl

Sat 7/11

1:09 pm-8:08 pm

1 stop5h 59m

Provincetown

Mon 7/13

1:41 pm-7:15 pm

1 stop6h 34m

$790

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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 airlines fly to Provincetown?

United Airlines, American Airlines and Delta are the top three most popular airlines that fly to Provincetown from Chicago according to our data. United Airlines is the first choice among our users, with 41% of people opting to fly with this airline when traveling to Provincetown. Keep in mind that there are 5 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

Fastest flight time

4h 44m

Direct flights

None
The fastest flight from Chicago to Provincetown takes 4h 44m
There are no direct flights from Chicago to Provincetown. There are no popular flight routes from Chicago to Provincetown.

Frequently asked questions about flying 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 44m.

  • 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
Tue 7/14
Tue 7/21

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