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Book Cheap United Airlines flights from Boston (BOS) to Chicago (CHI)

Flight deals from Boston to Chicago

Save big and visit this destination

Prices shown below were available within the past 3 days for the period specified and should not be considered the final price offered. Please note that availability and prices are subject to change.

United Airlines flight deals from Boston to Chicago

Boston Chicago

BEST

DEAL

Thu, 15 Aug BOS - ORD

$126

Prime price per passenger

Boston Harbor SPB Chicago

BEST

DEAL

Sun, 30 Jun BDL - ORD

$207

Prime price per passenger

Boston Chicago

BEST

DEAL

Thu, 23 May BOS - ORD

Sun, 26 May ORD - BOS

$249 $248

Prime price per passenger

Boston Chicago

BEST

DEAL

Thu, 23 May BOS - ORD

Sun, 26 May ORD - BOS

$257 $248

Prime price per passenger

Best flight offers from other airlines

Boston Harbor SPB Chicago

BEST

DEAL

Wed, 22 May BDL - MDW

Thu, 23 May MDW - BDL

$208 $204

Prime price per passenger

Boston Harbor SPB Chicago

BEST

DEAL

Wed, 22 May BDL - MDW

Sun, 26 May MDW - BDL

$213 $208

Prime price per passenger

Boston Harbor SPB Chicago

BEST

DEAL

Wed, 22 May BDL - MDW

Sat, 25 May MDW - BDL

$215 $211

Prime price per passenger

Boston Harbor SPB Chicago

BEST

DEAL

Wed, 22 May BDL - MDW

Sat, 25 May MDW - BDL

$216 $212

Prime price per passenger

Boston Harbor SPB Chicago

BEST

DEAL

Wed, 22 May BDL - MDW

Thu, 23 May MDW - BDL

$222 $218

Prime price per passenger

Boston Chicago

BEST

DEAL

Wed, 22 May BOS - MDW

Sun, 26 May MDW - BOS

$223 $218

Prime price per passenger

Get your flight with United Airlines to Chicago starting at $126

Looking for a great deal on United Airlines flights from Boston to Chicago? eDreams US has an amazing search engine for you to check the last minute United Airlines airfares if you are in hurry to see a loved one or for a last minute business trip. No need to worry for a smart choice! You can also look for the cheapest prices and save some money to enjoy more in Chicago. We quickly compare and display the cheapest flight combinations in seconds and bring you the best ones! Adjust your travel dates now and explore the dozens of United Airlines offers from Boston at great prices, as you have all the privilege to access the top airline carriers and their best offers. Already chose United Airlines's best suited deal? Don´t forget to enhance your Chicago holiday by booking a hotel and renting a car! Convenience will take on a completely new meaning after your experience with eDreams!.

Fly with eDreams

At eDreams, your online travel portal, you can easily find cheap flights with United Airlines from Boston to Chicago. Our fast search engine compares thousands of flights in just a few seconds and only shows you the really suitable flight connections.

Find the best deals on United Airlines flights from Boston to Chicago!

Easy online travel

You can easily choose from various options, such as price, departure times, airport, flight duration, flight connections (direct flight or with a stopover) and many more, thereby filtering the most suitable United Airlines flight from Boston after Chicago. Book your trip and save a lot of time with the simple and clear flight search from eDreams!

Book now

It is also worth downloading the eDreams app and subscribing to our newsletter - here you will also receive exclusive discounts and offers with which you can save a lot of money on your next travel booking. You can also easily book a hotel or rental car in Chicago with your trip at eDreams. With our combination offers you save even more! Book your United Airlines flights from Boston to Chicago quickly, easily and conveniently now with eDreams.

United Airlines Boston-Chicago flights FAQ's

Which airports does United Airlines fly between Boston and Chicago?

For flights between Boston and Chicago, United Airlines operates from the following airport routes: Logan International Airport (BOS) to O hare International Airport (ORD)

What do United Airlines flights from Boston to Chicago cost?

One of United Airlines cheapest prices for a Boston to Chicago flight we have right now is $126. On average though, flights with United Airlines cost $209.72 for the route Boston to Chicago, but it mostly depends on the season and how far in advance you book your tickets.

Cheapest Ticket Price $126 The most affordable rate found in the last 72 hours for flights operated by United Airlines leaving from Boston and going to Chicago, according to our customers' bookings.

Flight Time 2 h and 54 m The United Airlines flight duration between Boston and Chicago is around 2 h and 54 m, however it could be affected by other circumstances.

Departure Airport Logan International Airport Your departure will be from Logan International Airport, when flying with United Airlines from Boston to Chicago.

Arrival Airport O'hare International Airport When flying with United Airlines from Boston to Chicago, your arrival airport will be Logan International Airport.