What is the cheapest way to get from Chicago to Wolfeboro?

The cheapest way to get from Chicago to Wolfeboro is to drive which costs $180 - $270 and takes 18h 11m.

What is the fastest way to get from Chicago to Wolfeboro?

The fastest way to get from Chicago to Wolfeboro is to fly and drive which takes 5h 17m and costs $110 - $650.

How far is it from Chicago to Wolfeboro?

The distance between Chicago and Wolfeboro is 981 miles. The road distance is 997.3 miles.

How do I travel from Chicago to Wolfeboro without a car?

The best way to get from Chicago to Wolfeboro without a car is to train and taxi which takes 25h 32m and costs $330 - $1,000.

How long does it take to get from Chicago to Wolfeboro?

It takes approximately 5h 40m to get from Chicago to Wolfeboro, including transfers.

What is the time difference between Chicago and Wolfeboro?

Wolfeboro is 1h ahead of Chicago. It is currently 8:59 PM in Chicago and 9:59 PM in Wolfeboro.

Can I drive from Chicago to Wolfeboro?

Yes, the driving distance between Chicago to Wolfeboro is 997 miles. It takes approximately 18h 11m to drive from Chicago to Wolfeboro.

Where can I stay near Wolfeboro?

There are 163+ hotels available in Wolfeboro.

Chicago to Wolfeboro - 9 ways to travel via train, plane, car, taxi, and bus

There are 9 ways to get from Chicago to Wolfeboro by plane, car, train, taxi, or bus

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

Fly Chicago O'Hare International Airport to Portland, drive
best
1. Fly from Chicago O'Hare International Airport (ORD) to Portland (PWM)plane ORD - PWM
2. Drive from Portland-Airport-PWM to Wolfeborocar
5h 40m
$88–421
Train, taxi
1. Take the train from Chicago Union Station to Bostontrain
2. Take the train from Boston to Dovertrain
3. Take the taxi from Dover to Wolfeborotaxi
25h 32m
$337–962
Bus, taxi
1. Take the bus from Chicago Bus Station to New York Midtownbus
2. Take the bus from New York Midtown to Bostonbus
3. Take the bus from Boston - South Station to Meredithbus
4. Take the taxi from Meredith to Wolfeborotaxi
29h 43m
$320–468
Drive 991.6 mi
1. Drive from Chicago to Wolfeborocar 991.6 mi
18h 11m
$181–262
Fly Chicago Midway International Airport to Portland, drive
1. Fly from Chicago Midway International Airport (MDW) to Portland (PWM)plane MDW - PWM
2. Drive from Portland-Airport-PWM to Wolfeborocar
5h 17m
$112–621
Fly Chicago Midway International Airport to Manchester Airport, taxi
1. Fly from Chicago Midway International Airport (MDW) to Manchester Airport (MHT)plane MDW - MHT
2. Take the taxi from Concord to Wolfeborotaxi
6h 19m
$382–1,017
Fly Chicago O'Hare International Airport to Manchester Airport, taxi
1. Fly from Chicago O'Hare International Airport (ORD) to Manchester Airport (MHT)plane ORD - MHT
2. Take the taxi from Concord to Wolfeborotaxi
6h 57m
$346–787
Fly Chicago O'Hare International Airport to Boston Logan Airport, bus, taxi
1. Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)plane ORD - BOS
2. Take the bus from Logan International Airport to Doverbus
3. Take the taxi from Dover to Wolfeborotaxi
7h 14m
$338–662
Fly Chicago Midway International Airport to Boston Logan Airport, bus, taxi
1. Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane MDW - BOS
2. Take the bus from Logan International Airport to Doverbus
3. Take the taxi from Dover to Wolfeborotaxi
6h 54m
$328–882

Chicago O'Hare International Airport (ORD) to Portland (PWM) flights

75Weekly Planes

4h 9mAverage Duration

$75Cheapest Price

See schedules

Questions & Answers

Map of how to get from Chicago to Wolfeboro.

Launch map view

Distance: 975.3 mi
Duration: 5h 40m

What companies run services between Chicago, IL, USA and Wolfeboro, NH, USA?

There is no direct connection from Chicago to Wolfeboro. However, you can take the subway to O'Hare, walk to Chicago O'Hare International Airport (ORD) airport, fly to Portland (PWM), then drive to Wolfeboro. Alternatively, you can take the train to Boston, walk to Back Bay, take the subway to North Station, walk to Boston, take the train to Dover, then take the taxi to Wolfeboro.

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