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American Airlines flights from Chicago to Boston (CHI - BOS)

CHI — BOS
May 3 — May 101
From?
To?
Fri 5/3
Fri 5/10
1 adult, Economy
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Cheapflights users flying from Chicago to Boston on American Airlines typically fly into Boston Logan Intl and depart from Chicago O'Hare Intl. Select your dates above for pricing.

American Airlines flights from Chicago to Boston in 2024

Find detailed information about American Airlines flights from Chicago to Boston. Explore the options provided by American Airlines to plan your journey from Chicago to Boston. Data last updated April 28, 2024.

Popular in

June

Cheapest in

February

Average price (all airlines)

$249

One-way from

$74

Round-trip from

$147
Highest demand for flights from Chicago to Boston Logan Intl; 21% potential price increase.
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Best time to find cheap flights from Chicago to Boston Logan Intl; 2% potential price drop.
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Average price for all Chicago to Boston Logan Intl flights (one-way and round-trip).
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Cheapest one-way American Airlines flight from Chicago to Boston Logan Intl
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Cheapest round-trip American Airlines flight from Chicago to Boston Logan Intl
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  • Can I get a flight from Chicago to Boston on American Airlines for under $300?

    Cheapflights currently has 22 CHI-BOS flights for under $300. Flights to Boston will vary based on many factors, like date and time. Click here to find the best price for your dates on Cheapflights.

  • How do most travelers feel about American Airlines?

    The average rating from 9,110 American Airlines reviews by Cheapflights users is 8.1 (out of a maximum rating of 10). If you are considering flying CHI-BOS with Cheapflights, apply your desired dates to the form above to see our best pricing for your trip to Boston with American Airlines.

Cheapest American Airlines flights from Chicago to Boston

Discover the cheapest flight options specifically offered by American Airlines for travel from Chicago to Boston. Compare prices and availability to find the most affordable fares for your desired travel dates. These prices are based on average fares users found. In the last 7 days, Cheapflights users made a total of 2,944,896 searches. The data was last updated on April 28, 2024.
Fri 5/103:27 pmORD - BOS
Nonstop2h 17mAmerican Airlines
Wed 5/225:25 amBOS - ORD
Nonstop2h 56mAmerican Airlines
Deal found 4/27$168
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Sat 5/253:27 pmORD - BOS
Nonstop2h 17mAmerican Airlines
Wed 5/295:25 amBOS - ORD
Nonstop2h 56mAmerican Airlines
Deal found 4/28$178
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Fri 5/108:29 pmORD - BOS
Nonstop2h 26mAmerican Airlines
Tue 5/143:30 pmBOS - ORD
Nonstop2h 58mAmerican Airlines
Deal found 4/27$179
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Direct flights from Chicago to Boston on American Airlines

Discover the cheapest flight options specifically offered by American Airlines for travel from Chicago to Boston. Compare prices and availability to find the most affordable fares for your desired travel dates. These prices are based on average fares users found. In the last 7 days, Cheapflights users made a total of 2,944,896 searches. The data was last updated on April 28, 2024.
Sat 8/173:15 pmORD - BOS
Nonstop2h 18mAmerican Airlines
Sat 8/247:30 pmBOS - ORD
Nonstop2h 56mAmerican Airlines
Deal found 4/27$147
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Wed 8/216:30 amORD - BOS
Nonstop2h 26mAmerican Airlines
Sun 9/15:45 amBOS - ORD
Nonstop2h 55mAmerican Airlines
Deal found 4/27$153
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Sat 6/88:36 pmORD - BOS
Nonstop2h 25mAmerican Airlines
Thu 6/135:18 amBOS - ORD
Nonstop2h 55mAmerican Airlines
Deal found 4/26$163
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Last minute deals on Cheapflights

Explore last-minute flight deals on American Airlines for various destinations, including Chicago to Boston. Discover attractive deals on flights departing soon. Keep an eye on the latest last-minute deals to find great opportunities for spontaneous travel. Please note that prices are subject to change and availability may vary. Data last updated April 28, 2024 and based on user searches. In the last 7 days, Cheapflights users made a total of 2,944,896 searches.
Mon 5/68:29 pmORD - BOS
Nonstop2h 26mAmerican Airlines
Sat 5/116:05 amBOS - ORD
Nonstop3h 13mAmerican Airlines
Deal found 4/26$194
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Mon 5/68:29 pmORD - BOS
Nonstop2h 26mAmerican Airlines
Wed 5/85:25 amBOS - ORD
Nonstop2h 56mAmerican Airlines
Deal found 4/27$209
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Wed 5/83:20 pmORD - BOS
1 stop4h 40mAmerican Airlines
Mon 5/135:25 amBOS - ORD
Nonstop2h 56mAmerican Airlines
Deal found 4/27$217
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One-way American Airlines flights to Boston from Chicago

Search for one-way flight options from Chicago to Boston specifically provided by American Airlines. Find affordable one-way fares from American Airlines and compare prices with other airlines. These prices are based on average fares users found. In the last 7 days, Cheapflights users made a total of 2,944,896 searches. The data was last updated on April 28, 2024.
Sat 6/88:36 pmORD - BOS
Nonstop2h 25mAmerican Airlines
Deal found 4/27$74
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Fri 5/316:55 pmORD - BOS
Nonstop2h 30mAmerican Airlines
Deal found 4/27$90
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Tue 5/710:12 amORD - BOS
Nonstop2h 20mAmerican Airlines
Deal found 4/28$105
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Average price of American Airlines flights from Chicago to Boston

Plan your American Airlines flight from Chicago to Boston by taking into account the cheapest months to travel. The average price of a one-way American Airlines flight from Chicago to Boston is currently $90 while a round-trip flight costs $154. Price data was last updated on April 21, 2024.

Currently, the most affordable month to book a American Airlines flight from Chicago to Boston in January, with an average price of $218. Conversely, traveling with American Airlines from Chicago to Boston in July will be the most expensive, with an average cost of $328. Various factors influence flight prices, so comparing airlines, departure airports, and times can help reduce costs.

January

$218

February

$220

March

$263

April

$292

May

$276

June

$321

July

$328

August

$285

September

$258

October

$261

November

$258

December

$233

Temperature and rainfall in Boston by month

Plan your trip to Boston by taking into account the average temperature and rainfall totals by month.

BOS

Temperature

30.2 - 73.4 °F

If weather is an important factor for your trip to Boston, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

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Fly from Chicago to Boston on another airline
Consider alternative airlines that service the Boston area. Flight routes are based on user searches made on Cheapflights and were last updated on April 28, 2024.

Delta flights from Chicago to Boston Logan Intl
United Airlines flights from Chicago to Boston Logan Intl

See what others are saying about American Airlines

Read reviews and see what other travelers are saying about their experiences with American Airlines. Get insights from real passengers regarding the airline's services, customer satisfaction, and overall travel experience. Use these reviews to inform your decision when choosing American Airlines for your next flight. Reviews last updated April 28, 2024.
American Airlines
7.3
Good
14,844 reviews
Check prices
Overview

Boarding

7.6

Entertainment

7.1

Comfort

7.2

Crew

8.0

Food

6.6
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