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

BOS — CHI
5月 14 — 5月 211
From?
To?
周二 5/14
周二 5/21
1 adult, Economy
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Cheapflights users flying from Boston to Chicago on American Airlines typically fly into Chicago O'Hare Intl and depart from Boston Logan Intl. Select your dates above for pricing.

American Airlines flights from Boston to Chicago in 2024

Find detailed information about American Airlines flights from Boston to Chicago. Explore the options provided by American Airlines to plan your journey from Boston to Chicago. Data last updated 5月 9, 2024.

Popular in

June

Cheapest in

January

Average price (all airlines)

$298

One-way from

$69

Round-trip from

$137
Highest demand for flights from Boston Logan Intl to Chicago; 14% potential price increase.
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Best time to find cheap flights from Boston Logan Intl to Chicago; 2% potential price drop.
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Average price for all Boston Logan Intl to Chicago flights (one-way and round-trip).
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Cheapest one-way American Airlines flight from Boston Logan Intl to Chicago
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Cheapest round-trip American Airlines flight from Boston Logan Intl to Chicago
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  • Can I get a flight from Boston to Chicago on American Airlines for under $300?

    American Airlines offers 20 flights from Boston to Chicago for under $300. Prices vary by date and time. To see all prices and select your dates, click here.

  • How do most travelers feel about American Airlines?

    9,141 Cheapflights users have left reviews for American Airlines and have rated the airline 8.0/10. If you are looking to travel from Boston to Chicago on American Airlines, input your dates in the form above for our best prices!

Cheapest American Airlines flights from Boston to Chicago

Discover the cheapest flight options specifically offered by American Airlines for travel from Boston to Chicago. 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 2,752,338 searches. The data was last updated on 5月 9, 2024.
周日 5/2612:22 pmBOS - ORD
Nonstop2h 58mAmerican Airlines
周三 5/291:45 pmORD - BOS
Nonstop2h 15mAmerican Airlines
Deal found 5/7$137
Pick Dates
周六 6/112:22 pmBOS - ORD
Nonstop2h 58mAmerican Airlines
周三 6/56:45 amORD - BOS
Nonstop2h 26mAmerican Airlines
Deal found 5/8$147
Pick Dates
周二 6/45:25 amBOS - ORD
Nonstop2h 56mAmerican Airlines
周六 6/83:10 pmORD - BOS
Nonstop2h 17mAmerican Airlines
Deal found 5/8$157
Pick Dates

Direct flights from Boston to Chicago on American Airlines

Discover the cheapest flight options specifically offered by American Airlines for travel from Boston to Chicago. 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 2,752,338 searches. The data was last updated on 5月 9, 2024.
周日 5/2612:22 pmBOS - ORD
Nonstop2h 58mAmerican Airlines
周三 5/291:45 pmORD - BOS
Nonstop2h 15mAmerican Airlines
Deal found 5/7$137
Pick Dates
周六 6/112:22 pmBOS - ORD
Nonstop2h 58mAmerican Airlines
周三 6/56:45 amORD - BOS
Nonstop2h 26mAmerican Airlines
Deal found 5/8$147
Pick Dates
周二 6/45:25 amBOS - ORD
Nonstop2h 56mAmerican Airlines
周六 6/83:10 pmORD - BOS
Nonstop2h 17mAmerican Airlines
Deal found 5/8$157
Pick Dates

Last minute deals on Cheapflights

Explore last-minute flight deals on American Airlines for various destinations, including Boston to Chicago. 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 5月 9, 2024 and based on user searches. In the last 7 days, Cheapflights users made a total of 2,752,338 searches.
周六 5/186:30 amBOS - ORD
1 stop5h 24mAmerican Airlines
周三 5/291:45 pmORD - BOS
Nonstop2h 15mAmerican Airlines
Deal found 5/8$197
Pick Dates
周六 5/187:10 amBOS - ORD
Nonstop3h 04mAmerican Airlines
周三 5/291:45 pmORD - BOS
Nonstop2h 15mAmerican Airlines
Deal found 5/8$213
Pick Dates
周四 5/165:25 amBOS - ORD
Nonstop2h 56mAmerican Airlines
周二 5/287:05 amORD - BOS
Nonstop2h 26mAmerican Airlines
Deal found 5/8$214
Pick Dates

One-way American Airlines flights to Chicago from Boston

Search for one-way flight options from Boston to Chicago 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 2,752,338 searches. The data was last updated on 5月 9, 2024.
周四 5/302:07 pmBOS - ORD
Nonstop2h 59mAmerican Airlines
Deal found 5/8$69
Pick Dates
周六 8/177:30 pmBOS - ORD
Nonstop2h 56mAmerican Airlines
Deal found 5/8$79
Pick Dates
周六 6/112:22 pmBOS - ORD
Nonstop2h 58mAmerican Airlines
Deal found 5/8$89
Pick Dates

Average price of American Airlines flights from Boston to Chicago

Plan your American Airlines flight from Boston to Chicago by taking into account the cheapest months to travel. The average price of a one-way American Airlines flight from Boston to Chicago is currently $79 while a round-trip flight costs $147. Price data was last updated on May 5, 2024.

Currently, the most affordable month to book a American Airlines flight from Boston to Chicago in February, with an average price of $244. Conversely, traveling with American Airlines from Boston to Chicago in June will be the most expensive, with an average cost of $348. Various factors influence flight prices, so comparing airlines, departure airports, and times can help reduce costs.

January

$248

February

$244

March

$280

April

$258

May

$278

June

$348

July

$330

August

$274

September

$258

October

$248

November

$270

December

$248

Temperature and rainfall in Chicago by month

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

CHI

Temperature

23 - 73.4 °F

If weather is an important factor for your trip to Chicago, 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 23.0 F).

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Fly from Boston to Chicago on another airline
Consider alternative airlines that service the Chicago area. Flight routes are based on user searches made on Cheapflights and were last updated on 5月 9, 2024.

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

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 5月 9, 2024.
American Airlines
7.3
Good
14,677 reviews
Check prices
Overview

Comfort

7.2

Food

6.6

Entertainment

7.1

Crew

8.0

Boarding

7.6
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