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Cheap Flights from Boston to Chicago & Flight Information
Origin airport IATA code
BOS
Destination airport IATA code
CHI
Number of flight options
2
Average flight time
2 hours 2 mins

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
Distance
Direct Flight Time
Flight Price

Need a car after flight from Boston to Chicago

Place to stay after flight from Boston to Chicago

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Dieses Hotel für Geschäftsreisende bietet dir einen angenehmen Aufenthalt in Chicago. Freu dich auf 2 Restaurants, 2 Bars/Lounges und Frühstück (gegen Gebühr). ...
8/10 Very Good! (9,939 reviews)
Clean and well kept. Great Southloop location.

Reviewed on 10 Mar 2026

Opens in a new windowCongress Plaza Hotel
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
Dieses Hotel bietet dir einen angenehmen Aufenthalt in Chicago. Freu dich auf inbegriffenes Frühstück, Zimmerservice (bitte Zeiten beachten) und Fitnessmöglichkeiten. ...
8.6/10 Excellent! (5,721 reviews)
Love the complimentary drinks !

Reviewed on 10 Mar 2026

Opens in a new windowEmbassy Suites by Hilton Chicago Downtown River North
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Dieses Hotel für Geschäftsreisende bietet dir einen angenehmen Aufenthalt in Chicago. Freu dich auf inbegriffenes Frühstück, WLAN-Internetzugang (kostenlos) ...
9.4/10 Exceptional! (3,503 reviews)
Everything was great, except for the rooftop that was not open because which was the main reason we chose this hotel

Reviewed on 10 Mar 2026

Opens in a new windowHotel Riu Plaza Chicago
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Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Dieses Hotel für Geschäftsreisende bietet dir einen angenehmen Aufenthalt in Chicago. Freu dich auf Fitnessmöglichkeiten, Parkservice (kostenpflichtig) und eine ...
9/10 Wonderful! (3,904 reviews)
Yes everything was magnificent

Reviewed on 10 Mar 2026

Opens in a new windowHilton Chicago/Magnificent Mile Suites
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Dieses Hotel für Geschäftsreisende bietet dir einen angenehmen Aufenthalt in Chicago. Freu dich auf 2 Restaurants, Frühstück (gegen Gebühr) und Flughafentransfer. ...
8.4/10 Very Good! (2,233 reviews)
Clean room and business family budget

Reviewed on 10 Mar 2026

Opens in a new windowHilton Chicago O'Hare Airport
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street Chicago IL
Dieses Hotel mit Wellnessangebot bietet dir einen angenehmen Aufenthalt in Chicago. Freu dich auf WLAN-Internetzugang (kostenlos), Wellnessbereich und Fitnessmöglichkeiten. ...
9/10 Wonderful! (3,315 reviews)
Hotel had amazing views in the panaromic room. The other issue doe me was not having a shower door in the actual shower which made the shower not so warm. The shower head was either in the top of the shower or hand-held which made it a little uncomfortable but other than that this property views ...

Reviewed on 10 Mar 2026

Opens in a new windowEurostars Magnificent Mile
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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.

^Savings based on all holiday package bookings with Flight + Hotel made on ebookers.ie from January 1, 2019 to December 31, 2019 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.