AED 167 Cheap Flights from Chicago to Boston
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Flights from Chicago to Boston
Cheap flight deals from Chicago to Boston
We've found these cheap flights for you. You can book one-way or round-trip flight tickets.
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Round-trip
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One way
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Cheapest nonstop
ORD 19:312h 29mNonstopBOS 23:00Chicago - Boston | Wed, May 7 | Jetblue Airways
BOS 16:303h 6mNonstopORD 18:36Boston - Chicago | Wed, May 14 | Jetblue AirwaysAED 312 AED 46433% OFF33% OFFAED 464 AED 312 -
ORD 16:402h 21mNonstopBOS 20:01Chicago - Boston | Wed, May 7 | American Airlines
BOS 16:303h 6mNonstopORD 18:36Boston - Chicago | Wed, May 14 | Jetblue AirwaysAED 319 AED 46431% OFF31% OFFAED 464 AED 319 -
ORD 14:152h 32mNonstopBOS 17:47Chicago - Boston | Tue, May 13 | Delta Air Lines
BOS 07:152h 54mNonstopORD 09:09Boston - Chicago | Wed, May 21 | Delta Air LinesAED 323 AED 46430% OFF30% OFFAED 464 AED 323 -
ORD 14:152h 32mNonstopBOS 17:47Chicago - Boston | Wed, May 7 | Delta Air Lines
BOS 07:152h 54mNonstopORD 09:09Boston - Chicago | Wed, May 14 | Delta Air LinesAED 32430% OFFAED 464 AED 324
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ORD 16:402h 21mNonstopBOS 20:01Chicago - Boston | Tue, May 13 | American Airlines
BOS 06:352h 56mNonstopORD 08:31Boston - Chicago | Wed, May 21 | American AirlinesAED 32430% OFFAED 464 AED 324
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ORD 07:002h 26mNonstopBOS 10:26Chicago - Boston | Tue, May 6 | Delta Air Lines
BOS 07:152h 54mNonstopORD 09:09Boston - Chicago | Tue, May 13 | Delta Air LinesAED 32630% OFFAED 464 AED 326
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ORD 19:312h 29mNonstopBOS 23:00Chicago - Boston | Tue, May 13 | Jetblue Airways
BOS 06:352h 56mNonstopORD 08:31Boston - Chicago | Wed, May 21 | American AirlinesAED 33228% OFFAED 464 AED 332
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ORD 07:002h 26mNonstopBOS 10:26Chicago - Boston | Sat, May 3 | Delta Air Lines
BOS 16:203h 1mNonstopORD 18:21Boston - Chicago | Tue, May 6 | Delta Air LinesAED 41012% OFFAED 464 AED 410
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ORD 07:002h 25mNonstopBOS 10:25Chicago - Boston | Sat, May 10 | Delta Air Lines
BOS 15:302h 56mNonstopORD 17:26Boston - Chicago | Tue, May 13 | Delta Air LinesAED 41710% OFFAED 464 AED 417
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ORD 13:222h 26mNonstopBOS 16:48Chicago - Boston | Sat, May 10 | American Airlines
BOS 06:352h 56mNonstopORD 08:31Boston - Chicago | Tue, May 13 | American AirlinesAED 4278% OFFAED 464 AED 427
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CHI 13:0017h 25m1 stopsBOS Invalid DateChicago - Boston | Tue, Apr 22 | Normal Airline
BOS 15:006hNonstopCHI 16:00Boston - Chicago | Thu, Apr 24 | Normal AirlineFind More FlightsFind More Flights
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Cheapest nonstop
ORD 07:002h 28mNonstopBOS 10:28Chicago - Boston | Tue, Jun 17 | Delta Air LinesAED 167 AED 91782% OFF82% OFFAED 917 AED 167
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ORD 07:002h 31mNonstopBOS 10:31Chicago - Boston | Tue, Jun 10 | Delta Air LinesAED 169 AED 91782% OFF82% OFFAED 917 AED 169
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ORD 07:002h 26mNonstopBOS 10:26Chicago - Boston | Sat, May 3 | Delta Air LinesAED 170 AED 91782% OFF82% OFFAED 917 AED 170
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ORD 07:002h 26mNonstopBOS 10:26Chicago - Boston | Tue, May 6 | Delta Air LinesAED 20877% OFFAED 917 AED 208
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ORD 07:002h 25mNonstopBOS 10:25Chicago - Boston | Sat, May 10 | Delta Air LinesAED 20877% OFFAED 917 AED 208
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ORD 07:002h 25mNonstopBOS 10:25Chicago - Boston | Sat, May 31 | Delta Air LinesAED 20877% OFFAED 917 AED 208
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ORD 18:302h 39mNonstopBOS 22:09Chicago - Boston | Fri, May 2 | Jetblue AirwaysAED 34063% OFFAED 917 AED 340
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ORD 08:212h 22mNonstopBOS 11:43Chicago - Boston | Sat, May 10 | American AirlinesAED 49147% OFFAED 917 AED 491
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ORD 07:002h 26mNonstopBOS 10:26Chicago - Boston | Tue, Apr 29 | Delta Air LinesAED 70823% OFFAED 917 AED 708
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ORD 08:052h 25mNonstopBOS 11:30Chicago - Boston | Tue, Apr 22 | American AirlinesAED 8448% OFFAED 917 AED 844
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CHI 13:0017h 25m1 stopsBOS Invalid DateChicago - Boston | Tue, Apr 22 | Normal AirlineFind More FlightsFind More Flights
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
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Find cheap airlines flights from Chicago to Boston
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Frequently Asked Questions
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When are flight tickets from Chicago (CHI) to Boston (BOS) the cheapest?
Airlines adjust prices for flights from Chicago to Boston based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays. -
How much do flights from Chicago (CHI) to Boston (BOS) cost?
According to Trip.com's data, the lowest price is around AED 882. -
How long does it take to fly from Chicago (CHI) to Boston (BOS)?
It takes about 2 hours 28 minutes to fly from Chicago (CHI) to Boston (BOS). -
What are the most popular airlines that fly from Chicago (CHI) to Boston (BOS)?
Airlines with flights from Chicago (CHI) to Boston (BOS): American Airlines, Alaska Airlines, Southwest Airlines, Air New Zealand, Japan Airlines, Virgin Atlantic, British Airways, All Nippon Airways and Korean Air. -
How many airports are there in Boston (BOS)?
There are 3 airport(s) near Boston (BOS): Hartford Barnes Airport, Logan International Airport and Portsmouth International Airport.
How to find a cheap flight from Chicago to Boston
Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to Boston. Book your flights at the right time and save more.
Being flexible with your dates to get the cheapest Chicago to Boston ticket.
Tap "Date" on flight search bar to scan through the calender for Chicago to Boston airfare over next 6 months in 2025. If you would like to fly in next 3 months, it seems the cheapest date is on Tue, Jun 17 at AED 167 for one-way flights.
Compare cheap Chicago to Boston flight deals from over hundreds of airlines.
Our extensive search allows you to compare prices from over 500 airlines to choose the cheapest flight tickets from Chicago to Boston. The cheapest airline operating is Delta Air Lines.
Set up a Price Alert
By setting up a Price Alert for your Chicago to Boston route, you can easily track the price of your airline tickets from without manually checking every day.
Don't miss cheap Chicago to Boston flight deals and promo codes.
You can always get the latest deals through Trip.com Deals and Promo Codes for cheap flights. If registering a free membership, you can receive more deals for your flights.
Book early or wait unitl the last minute.
It's always better to book early. Flight tickets tend to be the cheapest when they are first released, normally about a year before the departure date. So, check online as soon as the flights you want become available. If you miss the cheapest time, you can still find lower-priced tickets as the flight date approaches.
Search for flights on the go.
To get the best flight booking experience on the go, download Trip.com and search for cheap flight tickets from Chicago to Boston to get exclusive deals for you.
Flight Info | Chicago to Boston
| Cheapest one-way flight price | AED 166 |
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| Cheapest return ticket price | AED 311 |
| Off-season for travel | March |
| Peak season for travel | June |
| Flight distance | 1,371.27 km |
| Average flight time | 2 hours 28 minutes |
| Popular airline | United Airlines |
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