How does KAYAK find such low prices on flights from Wisconsin to Boston?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Wisconsin to Boston.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Wisconsin to Boston?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Boston from Wisconsin is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Wisconsin to Boston?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Boston with an airline and back to Wisconsin with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Wisconsin to Boston?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Boston from Wisconsin up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

$118 CHEAP FLIGHTS from Wisconsin to Boston

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Flight Deals

Cheap Flights from Wisconsin to Boston

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Wisconsin to Boston

Sun, Oct 11 - Tue, Oct 13

6:10 am - 9:33 amORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 23mnonstop

5:45 am - 9:38 amBOS Boston Logan Intl-ORD Chicago O'Hare Intl

4h 53m1 stop Washington, D.C. Dulles Intl

$222United Airlines

Wed, Oct 21 - Sun, Oct 25

10:24 am - 1:54 pmORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 30mnonstop

7:30 am - 9:24 amBOS Boston Logan Intl-ORD Chicago O'Hare Intl

2h 54mnonstop

$223Delta

Sat, Oct 24 - Sun, Oct 25

6:10 am - 9:33 amORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 23mnonstop

5:30 am - 9:45 amBOS Boston Logan Intl-ORD Chicago O'Hare Intl

5h 15m1 stop Washington, D.C. Dulles Intl

$223United Airlines

Sun, Nov 22 - Thu, Nov 26

7:05 am - 10:32 amORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 27mnonstop

7:30 am - 9:38 amBOS Boston Logan Intl-ORD Chicago O'Hare Intl

3h 08mnonstop

$223Delta

Thu, Oct 22 - Sat, Oct 24

12:38 pm - 8:49 pmORD Chicago O'Hare Intl-BOS Boston Logan Intl

7h 11m1 stop New York John F Kennedy Intl

5:12 pm - 7:14 pmBOS Boston Logan Intl-ORD Chicago O'Hare Intl

3h 02mnonstop

$224JetBlue

Thu, Oct 22 - Fri, Oct 23

12:38 pm - 8:49 pmORD Chicago O'Hare Intl-BOS Boston Logan Intl

7h 11m1 stop New York John F Kennedy Intl

4:59 pm - 7:00 pmBOS Boston Logan Intl-ORD Chicago O'Hare Intl

3h 01mnonstop

$224JetBlue

Fri, Oct 9 - Sun, Oct 11

8:11 pm - 11:02 amORD Chicago O'Hare Intl-BOS Boston Logan Intl

13h 51m1 stop Orlando

6:55 am - 8:47 amBOS Boston Logan Intl-ORD Chicago O'Hare Intl

2h 52mnonstop

$224Multiple Airlines

Sun, Oct 25 - Wed, Oct 28

6:00 am - 9:37 amORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 37mnonstop

7:53 pm - 11:36 pmBOS Boston Logan Intl-ORD Chicago O'Hare Intl

4h 43m1 stop Washington, D.C. Reagan-National

$225American Airlines

Thu, Dec 3 - Sun, Dec 6

4:27 pm - 9:46 pmORD Chicago O'Hare Intl-BOS Boston Logan Intl

4h 19m1 stop New York LaGuardia

5:43 am - 8:00 amBOS Boston Logan Intl-ORD Chicago O'Hare Intl

3h 17mnonstop

$225American Airlines

Fri, Oct 16 - Fri, Oct 23

8:04 pm - 11:59 pmORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 55mnonstop

11:47 am - 7:51 amBOS Boston Logan Intl-ORD Chicago O'Hare Intl

21h 04m1 stop Orlando

$225Multiple Airlines

Recent last minute flight deals from Wisconsin to Boston

Sat, Sep 19 - Sun, Oct 11

3:50 pm - 10:58 amORD Chicago O'Hare Intl-BOS Boston Logan Intl

18h 08m1 stop Orlando

6:55 am - 8:47 amBOS Boston Logan Intl-ORD Chicago O'Hare Intl

2h 52mnonstop

$244Multiple Airlines

Mon, Sep 21 - Tue, Sep 22

9:38 am - 1:06 pmORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 28mnonstop

7:00 am - 8:48 amBOS Boston Logan Intl-ORD Chicago O'Hare Intl

2h 48mnonstop

$255JetBlue

Sat, Sep 19 - Tue, Sep 22

3:50 pm - 10:58 amORD Chicago O'Hare Intl-BOS Boston Logan Intl

18h 08m1 stop Orlando

12:52 pm - 6:23 pmBOS Boston Logan Intl-ORD Chicago O'Hare Intl

6h 31m1 stop Atlanta Hartsfield-Jackson

$274Frontier

Wed, Sep 23 - Wed, Sep 30

9:38 am - 1:06 pmORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 28mnonstop

5:00 pm - 7:01 pmBOS Boston Logan Intl-ORD Chicago O'Hare Intl

3h 01mnonstop

$287JetBlue

Sat, Sep 19 - Sat, Oct 10

8:19 pm - 11:54 pmORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 35mnonstop

6:53 pm - 11:44 pmBOS Boston Logan Intl-ORD Chicago O'Hare Intl

5h 51m1 stop Washington, D.C. Reagan-National

$334American Airlines

Tue, Sep 22 - Tue, Sep 29

6:50 am - 10:29 amORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 39mnonstop

1:34 pm - 3:35 pmBOS Boston Logan Intl-ORD Chicago O'Hare Intl

3h 01mnonstop

$336American Airlines

Tue, Sep 22 - Tue, Sep 29

3:05 pm - 6:52 pmORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 47mnonstop

8:50 pm - 10:32 pmBOS Boston Logan Intl-ORD Chicago O'Hare Intl

2h 42mnonstop

$336Delta

Tue, Sep 22 - Tue, Sep 29

10:29 am - 2:05 pmORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 36mnonstop

4:30 pm - 6:28 pmBOS Boston Logan Intl-ORD Chicago O'Hare Intl

2h 58mnonstop

$336Delta

Sat, Sep 19 - Sat, Oct 10

9:03 pm - 12:37 amORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 34mnonstop

5:01 pm - 7:00 pmBOS Boston Logan Intl-ORD Chicago O'Hare Intl

2h 59mnonstop

$357United Airlines

Sat, Sep 19 - Mon, Sep 21

9:40 pm - 1:10 amORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 30mnonstop

6:00 am - 7:59 amBOS Boston Logan Intl-ORD Chicago O'Hare Intl

2h 59mnonstop

$377United Airlines

Recent direct flight deals from Wisconsin to Boston

Wed, Oct 21 - Sun, Oct 25

10:24 am - 1:54 pmORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 30mnonstop

7:30 am - 9:24 amBOS Boston Logan Intl-ORD Chicago O'Hare Intl

2h 54mnonstop

$223Delta

Sun, Nov 22 - Thu, Nov 26

7:05 am - 10:32 amORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 27mnonstop

7:30 am - 9:38 amBOS Boston Logan Intl-ORD Chicago O'Hare Intl

3h 08mnonstop

$223Delta

Fri, Oct 9 - Tue, Oct 13

9:24 pm - 12:54 amORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 30mnonstop

7:01 am - 9:00 amBOS Boston Logan Intl-ORD Chicago O'Hare Intl

2h 59mnonstop

$225United Airlines

Fri, Dec 4 - Mon, Dec 7

5:46 pm - 9:14 pmORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 28mnonstop

2:40 pm - 4:42 pmBOS Boston Logan Intl-ORD Chicago O'Hare Intl

3h 02mnonstop

$226JetBlue

Fri, Nov 13 - Mon, Nov 16

8:15 pm - 11:59 pmORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 44mnonstop

5:05 pm - 7:17 pmBOS Boston Logan Intl-ORD Chicago O'Hare Intl

3h 12mnonstop

$226JetBlue

Tue, Oct 6 - Thu, Oct 8

9:24 pm - 12:54 amORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 30mnonstop

6:00 am - 7:59 amBOS Boston Logan Intl-ORD Chicago O'Hare Intl

2h 59mnonstop

$227United Airlines

Mon, Dec 14 - Fri, Dec 18

6:59 am - 10:28 amORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 29mnonstop

5:47 am - 8:00 amBOS Boston Logan Intl-ORD Chicago O'Hare Intl

3h 13mnonstop

$228American Airlines

Fri, Oct 30 - Mon, Nov 2

2:00 pm - 5:45 pmORD Chicago O'Hare Intl-BOS Boston Logan Intl

2h 45mnonstop

7:40 pm - 9:54 pmBOS Boston Logan Intl-ORD Chicago O'Hare Intl

3h 14mnonstop

$228American Airlines

Thu, Dec 10 - Mon, Dec 14

5:55 am - 9:47 amMSP Minneapolis St Paul-BOS Boston Logan Intl

2h 52mnonstop

11:43 am - 2:01 pmBOS Boston Logan Intl-MSP Minneapolis St Paul

3h 18mnonstop

$297Sun Country Air

Fri, Nov 13 - Thu, Nov 19

6:55 am - 10:47 amMSP Minneapolis St Paul-BOS Boston Logan Intl

2h 52mnonstop

11:42 am - 2:00 pmBOS Boston Logan Intl-MSP Minneapolis St Paul

3h 18mnonstop

$297Sun Country Air

Useful Info

Low season	January
High season	October
Cheapest flight	$118

Best time to beat the crowds with an average 22% drop in price.

Most popular time to fly and prices are also 1% lower on average.

Flight from Chicago O'Hare Airport to Boston

How does KAYAK find such low prices on flights from Wisconsin to Boston?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Wisconsin to Boston.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Wisconsin to Boston?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Boston from Wisconsin is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from Wisconsin to Boston?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Boston with an airline and back to Wisconsin with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Wisconsin to Boston?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Boston from Wisconsin up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Hampton Beach

Everett

Hampton

Warwick

Middletown

Wells

Revere

South Portland

Plymouth

Waltham

Brookline

Woburn

Concord

Gloucester

Burlington

York Beach

West Yarmouth

Danvers

Seekonk

Quincy

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$118 Find Cheap Flights from Wisconsin to Boston - Compare and Save

Cheap Flights from Wisconsin to Boston

Recent round-trip flight deals from Wisconsin to Boston

Recent one-way flight deals from Wisconsin to Boston

Recent last minute flight deals from Wisconsin to Boston

Recent direct flight deals from Wisconsin to Boston

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Cheapest flight

FAQs for booking flights from Wisconsin to Boston

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More options for your flight to Boston

Complete your trip to Boston with a hotel stay or car rental

Information on the airport you'll fly into in Boston

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