Flights from Boston Logan to Chicago (O'Hare) - Southwest Airlines

Boston Logan, MA to Chicago (O'Hare), IL. departing on 1/7. one-way starting at*. $138. Book now. * Restrictions and exclusions apply. Seats and dates are limited. Select markets. 45 …

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$138
OFF

Flights From Boston Logan To Chicago (O'Hare) - Southwest Airlines

1 week from now

Boston Logan, MA to Chicago (O'Hare), IL. departing on 1/7. one-way starting at*. $138. Book now. * Restrictions and exclusions apply. Seats and dates are limited. Select markets. 45 …

southwest.com

$74
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$74 CHEAP FLIGHTS From Boston To Chicago Midway (BOS

1 week from now

The two airlines most popular with KAYAK users for flights from Boston to Chicago are Southwest and Delta. With an average price for the route of $231 and an overall rating of 8.1, Southwest …

kayak.com

$46
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$46 Flights From Boston (BOS) To Chicago (MDW) | Skyscanner

1 week from now

from $50. Chicago.$52 per passenger.Departing Thu, Nov 14.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Boston Logan …

skyscanner.com

$37
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$37 CHEAP FLIGHTS From Boston To Chicago (BOS - CHI) - KAYAK

1 week from now

Buses. $271. 32h 56m. Find flights to Chicago from $37. Fly from Boston on Spirit Airlines, Frontier and more. Search for Chicago flights on KAYAK now to find the best deal.

kayak.com

$34
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$34 Flights From Boston (BOS) To Chicago (CHIA) | Skyscanner

1 week from now

Direct. from $34. Chicago.$44 per passenger.Departing Tue, Dec 10.One-way flight with Spirit Airlines.Outbound indirect flight with Spirit Airlines, departing from Boston Logan International …

skyscanner.com

$34
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$34 Flights From Boston (BOS) To Chicago (ORD) | Skyscanner

1 week from now

Direct. from $34. Chicago.$36 per passenger.Departing Tue, Dec 3.One-way flight with Spirit Airlines.Outbound direct flight with Spirit Airlines departing from Boston Logan International on …

skyscanner.com

$69
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Score $69 One-way Flights During Southwest’s Winter Travel Sale

1 week from now

4 days ago · Southwest is offering a sale on winter flights for travelers who book airfare this week. The low-cost carrier just dropped a three-day sale on winter flights, with one-way fares as low …

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FAQs about Flights from Boston Logan to Chicago (O'Hare) - Southwest Airlines Coupon?

What airlines fly from Boston to Chicago O'Hare Airport?

In the last 72 hours, the cheapest one-way ticket from Boston to Chicago O'Hare Airport found on KAYAK was with Spirit Airlines for $37. Frontier proposed a round-trip connection from $108 and Spirit Airlines from $109. Which airlines fly most frequently between Boston and Chicago O'Hare Airport? ...

Are Boston Logan International to Chicago O'Hare International flights cheapest in August?

It looks like Boston Logan International to Chicago O'Hare International flights are currently cheapest in August. Compare routes from Boston Logan International to Chicago below. You may find an airport to fly into that's cheaper, faster, or easier than Chicago O'Hare International. The things to know before you go. ...

Does Southwest fly to Chicago O'Hare International Airport?

Southwest flies to Chicago O’Hare International Airport often, making planning your next visit convenient. And when you book with Southwest, you can book with confidence, knowing that the process will be straightforward from flight selection to checkout. Of course, having a memorable trip is about more than finding a great deal on a flight. ...

How do I find the cheapest Boston Logan-Chicago O'Hare flight?

If you are flexible when it comes to your travel dates, use Skyscanner's "Whole month" tool to find the cheapest month, and even day to fly to Chicago O'Hare International from Boston Logan International. Set up a Price Alert. You can easily track the fare of your cheap Boston Logan-Chicago O'Hare flights by creating an alert. ...

What is the earliest flight from Boston to Chicago O'Hare Airport?

Early birds can take the earliest flight from Boston at 5:10 am and will be landing in Chicago O'Hare Intl Airport at 7:16 am. What’s the latest departure time from Boston to Chicago O'Hare Airport? Best time to beat the crowds with an average 21% drop in price. Most popular time to fly with an average 19% increase in price. ...

Which plane flies from Boston to Chicago Midway Airport?

The Boeing 737-800 is the aircraft model that flies most regularly on the Boston to Chicago Midway Airport flight route. On which days can I fly direct from Boston to Chicago Midway Airport? There are nonstop flights from Boston to Chicago Midway Airport on a daily basis. ...