United Flights from Boston (BOS) to Chicago (ORD)

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United Flights from BOS to ORD

How much is a United flight from Boston (BOS) to Chicago (ORD)?

One-way flights start as little as and there are roundtrips available from . Get in! You can score some sweet deals with Wotif and United.

How many non-stop United flights from Boston (BOS) to Chicago (ORD) are there per day?

United flies 9 flights direct every day between Boston (BOS) and Chicago (ORD).

How far is Boston (BOS) from Chicago (ORD)?

It’s 1389 km from Boston (BOS) to Chicago (ORD).

What is the best airline to fly from Logan Intl.?

At Wotif, we give you all the available options from our reputable partners. Select the airline that best suits your preferences and membership loyalties. You can fly from Logan Intl. with: . 

Can I change or cancel my United tickets from Boston to Chicago on Wotif?

Change of plans? No worries! We’re right here to make things as easy as possible. Check out the United rules and restrictions in your itinerary. You can also use the No Change Fees filter to find flexible plane tickets for future trips. For more information on how to cancel or change your flight on Wotif, visit our customer service portal.

How do I find the best deal on United flights from Boston (BOS) to Chicago (ORD)?

Just review and compare all our awesome offers or enter your travel dates to see more terrific deals on United flights from Boston. And remember you can save even more when you bundle a hotel with your flight as part of a Wotif package. Sweet!

What’s a good way to get cheap United flight tickets from Boston to Chicago?

We have loads of cheap flights, so just enter your travel dates to see what’s available. If you can be flexible on when you fly, you’ll find even more epic flight deals. So get booking!

What is the cheapest time of year to fly from Boston (BOS) to Chicago (ORD)?

The cheapest time of the year for a return trip is . One-way, the cheapest month to fly is . Check our deal cards for details.

How long does it take to fly from BOS to ORD?

It typically takes 1 hours 2 to fly directly from Boston (BOS) to Chicago (ORD).

Epic Hotel in Chicago

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"I like the restaurant and bar. Easy access to airport. Like a better connection from people mover to Hotel"

Reviewed on 11 Mar. 2025

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Hyatt Regency O'Hare Chicago
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"Very quiet, clean, and all of the staff were very friendly"

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Holiday Inn Chicago O'Hare – Rosemont by IHG
Holiday Inn Chicago O'Hare – Rosemont by IHG
3 out of 5
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"Employees were great at check and very helpful. I live the room"

Reviewed on 11 Mar. 2025

Holiday Inn Chicago O'Hare – Rosemont by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

^Savings based on all package bookings made with Flight + Hotel on Wotif.co.nz from , as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.