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Cheap flights from New Bedford to Chicago from $500

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from New Bedford to Chicago departing on 10/29. 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

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Multiple Airlines Logo
8:15 am - 9:33 pmEWB-ORD
14h 18m2 stops
Multiple Airlines Logo
6:08 pm - 1:35 pmORD-EWB
18h 27m2 stops
$500Multiple Airlines
Find Deal
Wed, Oct 29 - Sun, Nov 2
Multiple Airlines Logo
8:15 am - 1:03 amEWB-ORD
17h 48m3 stops
Multiple Airlines Logo
6:08 pm - 1:35 pmORD-EWB
18h 27m2 stops
$559Multiple Airlines
Find Deal
Wed, Oct 29 - Sun, Nov 2
Multiple Airlines Logo
8:15 am - 1:03 amEWB-ORD
17h 48m3 stops
Multiple Airlines Logo
11:02 am - 7:15 pmORD-EWB
31h 13m3 stops
$810Multiple Airlines
Find Deal
Wed, Oct 29 - Sun, Nov 2

momondo Fare Finder

 
Customize your flight search to find flights from New Bedford to Chicago O'Hare Intl Airport 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 October 16, 2025.
Use the filters below to find and compare flights from New Bedford to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

New BedfordChicago

EWB - ORD

EWBORD

New Bedford Regional

Wed 10/29

8:15 am-9:33 pm

2 stops14h 18m

Chicago O'Hare Intl

Sun 11/2

6:08 pm-1:35 pm

2 stops18h 27m

$500

New BedfordChicago

EWB - ORD

EWBORD

New Bedford Regional

Wed 10/29

8:15 am-1:03 am

3 stops17h 48m

Chicago O'Hare Intl

Sun 11/2

6:08 pm-1:35 pm

2 stops18h 27m

$559

New BedfordChicago

EWB - ORD

EWBORD

New Bedford Regional

Wed 10/29

8:15 am-1:03 am

3 stops17h 48m

Chicago O'Hare Intl

Sun 11/2

11:02 am-7:15 pm

3 stops31h 13m

$810

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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How to get the cheapest flight ticket from New Bedford to Chicago O'Hare Intl Airport

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 day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Friday when prices can be found for as low as $321. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from New Bedford because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $434.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from New Bedford in the evening is the least expensive time of day to depart. momondo users have found prices as low as $265 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $353. Of course, these prices can vary depending on the time of year and what airport you fly to.

When to book flights from New Bedford to Chicago O'Hare Intl Airport

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

Cheap New Bedford to Chicago O'Hare Intl Airport (EWB to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from New Bedford to Chicago O'Hare Intl Airport

Direct flights

None
There are no direct flights from New Bedford to Chicago O'Hare Intl Airport. There are no popular flight routes from New Bedford to Chicago O'Hare Intl Airport.
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  • How far is New Bedford Regional to Chicago O'Hare Intl by plane?

    The straight-line distance from New Bedford Regional to Chicago O'Hare Intl is 872.3 mi. Typically, this will take 14h 18m by plane in normal conditions.

  • When did momondo last update prices for flights from New Bedford Regional Airport to Chicago O'Hare Intl Airport?

    Prices for flights from New Bedford Regional Airport to Chicago O'Hare Intl Airport are refreshed on a daily basis.

  • How old do you have to be to fly from New Bedford Regional Airport to Chicago O'Hare Intl Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from New Bedford Regional Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The necessary travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
South Haven
Schaumburg
Rockford
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Racine
Orland Park
Hammond
Tinley Park
Janesville
Elgin
Aurora
Benton Harbor

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from New Bedford to Chicago for you.

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

Yes. All flights to Chicago from New Bedford on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from New Bedford to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from New Bedford to Chicago.

I’m not ready to book a flight from New Bedford to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from New Bedford. 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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