Find Boston - Chicago Flights from €79 (BOS - CHI)

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Selected fares from Boston to Chicago

The lowest prices found within the past 7 days from Boston to Chicago were €79 for one-way flights and €101 for return flights, for the period specified. Prices and availability are subject to change. Additional terms apply.

Boston to Chicago Flight Information
Origin airport IATA code
BOS
Destination airport IATA code
ORD
Number of flight options
3
Return price
€100
Average flight time
1 hour 52 mins

Best Days To Fly From BOS to CHI

Chicago Flight Information

Traveling From
Boston
Origin Airport IATA Code
BOS
Traveling To
Chicago
Destination Airport IATA Code
CHI
Number of Airlines Serving
Available Airlines
American Airlines, JetBlue Airways, United, Delta
Distance
Direct Flight Time
Flight Price
€101

Car Hire offers in Chicago

Hotels in Chicago

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (9,498 reviews)
"The website for the gazebo restaurant within the hotel said there was an extensive menu. When you get down to the place it’s a small buffett set up which was similar to any other continental breakfast with some cereal, muffins, fruit, some biscuits, bacon and sausage etc. There was also a man at ..."

Reviewed on 20 Oct 2025

Opens in a new windowCongress Plaza Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl, Chicago, IL
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
8.8/10 Excellent! (3,118 reviews)
"Clean, quiet, safe!"

Reviewed on 15 Oct 2025

Opens in a new windowHilton Chicago/Magnificent Mile Suites
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
7.8/10 Good! (2,498 reviews)
"Great Vibe!"

Reviewed on 19 Oct 2025

Opens in a new windowFreehand Chicago
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citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
80 East Wacker Place, Chicago, IL
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the ...
9.2/10 Wonderful! (3,965 reviews)
"Had a amazing time"

Reviewed on 19 Oct 2025

Opens in a new windowcitizenM Chicago Downtown
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
8.4/10 Very Good! (5,102 reviews)
"Clean, spacious and comfortable rooms, friendly staff. Great location in the heart of River North, close to Magnificent Mile. Included breakfast is excellent."

Reviewed on 16 Oct 2025

Opens in a new windowEmbassy Suites by Hilton Chicago Downtown River North
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
171 W Randolph St, Chicago, IL
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and WiFi (surcharge). Our guests praise the bar ...
8.8/10 Excellent! (2,151 reviews)
"It was a beautiful property in a spectacular location. Close to transit, and walkable to everything in the loop. Would definitely stay again."

Reviewed on 20 Oct 2025

Opens in a new windowThe Allegro Royal Sonesta Hotel Chicago Loop
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

*Terms & Conditions: Etihad 4x BONUS+

Eligible to all ebookers BONUS+ members with stand-alone flight bookings made on ebookers’ website from 00:01 UTC 30 October 2015 through 23:59 UTC 1 November 2015 where the validating carrier is Etihad. Etihad multiplier (“Etihad Multiplier”) applies to the base of 1% BONUS+ earned on eligible flight bookings. Members will be issued an additional amount of BONUS+, equal to 4% (“Promotional Earn”) of the amount paid for each of the aforementioned bookings if the members were logged in to their BONUS+ account at the time of booking. If such a member has already earned the annual air cap in BONUS+, the member will not earn the Base Earn but will still earn the promotional BONUS+. In all of the above-mentioned cases, customers booking when logged in on the ebookers mobile application will earn triple the 2% Mobile Earn on the purchase price, totalling 8% earn. The earned promotional BONUS+ will expire if not redeemed within 60 calendar days from the date of issuance. Offer is non-transferrable and not redeemable for cash. The earned promotional BONUS+ will be deposited in your BONUS+ account at the time of booking. ebookers reserves the right to change, limit, or cancel the promotion in its sole discretion. See ebookers Terms and Conditions for additional applicable terms and conditions on: http://www.ebookers.ie/info/win?id=LoyaltyTerms

Fare, taxes & fees: Fares were found on ebookers.com and are updated daily. They include all taxes and fees, except baggage fees.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a £25.00 / 45.00 Euro service fee charged by ebookers, plus any airline fare and tax increase that may be applicable.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.