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Cheap Flights from Boston, MA to Chicago, IL

More cheap flights from Boston  |  Cheap flights to Chicago
Prices are
Rising
 

Prices from Boston to Chicago are rising. more

Prices are Rising

We track the prices of flights between all major cities searched by priceline customers. We recently saw a change in prices for the route you searched. Compared to the average cost of a ticket in the past, prices are now up to 25% higher.

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  • See the Top 50 best savings routes

best days to fly from Boston, MA (BOS) to Chicago, IL (MDW, ORD)

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Choose your departure date:

May 2013
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What is a Best Day to Fly?

When it comes time to choose your travel dates, we help you find the lowest possible prices by coloring the best days to fly green. To qualify as a best day to fly, the departure or return date must feature a price that is relatively better than other dates around the same time. But please remember that we often do not display a price for every travel date. When this happens, we display the word "price". Airfares may still be available on these dates. Simply click the word "price" to search our latest prices. To locate the best possible deals, you may wish to search a few days before and after your desired departure or return date to avoid peak travel days.

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Full fare, you're going down. Way down. Especially on green days. Or when fares drop.

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* Lowest available retail fare based on recent customer searches. Price may no longer be available.

Inside track to Name Your Own Price®

   Boston to Chicago

Great Flight Deals from Boston, MA (BOS) to Chicago, IL (MDW, ORD) start here:

Name Your Own Price® Now!

Choose your departure and return dates and we'll help you book the best flight deal.

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Recent Winning Bids from Boston to Chicago

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About Name Your Own Price

Every day, we look at a sample of winning bids placed by customers using priceline's exclusive Name Your Own Price® option. We identify each winning bid's savings over retail by comparing the bid to the price of a comparable retail ticket. We then look at the collection of recent winning bids and calculate the typical savings for the route as a whole.

We calculate the percentage of non-stop/1-stop flights, time between flights, and typical departure times by looking at the most recent winning bids for each route.

Please remember: just because one of our customers enjoyed great savings or got a non-stop flight, other customers may not get the same deal. Our prices and inventory change constantly.

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Departure
Day		 Bought In
Advance		 Lowest
Retail		 Winning
Bid		 Total
Saved
Marilyn A's Trip Fri 8 days $322 $265 18%
William P's Trip Wed 2 days $460 $290 37%
Cindy M's Trip Wed 84 days $154 $136 12%
Winston L's Trip Fri 2 days $342 $223 35%
Okeny P's Trip Fri 1 days $441 $256 42%
Somalia H's Trip Sun 3 days $161 $124 23%
Mark S's Trip Fri 3 days $256 $216 16%
Dirk W's Trip Thu 6 days $322 $245 24%
Fan W's Trip Sat 3 days $322 $203 37%
Judy M's Trip Sat 11 days $411 $296 28%
Best Price and Quality Guarantee
When you Name Your Own Price® for airline tickets you can expect to save up to 40% over other leading sites. And we guarantee in writing that you'll always get the best possible price on your flight. Learn more



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