Cheap flights from BOS to ORD (Logan Intl. to O'Hare Intl.)

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Cheap Flights from BOS to ORD starting at $95 One Way, $187 Round Trip

Prices starting at $187 for return flights and $95 for one-way flights to O'Hare Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Jun 3 - Tue, Jun 9
BOS
Boston
ORD
Chicago
$187 Roundtrip, found 4 days ago
$187
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Jun 3 from Boston to Chicago, returning Tue, Jun 9, priced at $187 found 4 days ago
Wed, Jun 3 - Tue, Jun 9
BOS
Boston
ORD
Chicago
$187 Roundtrip, found 4 days ago
$187
Roundtrip
found 4 days ago
Select United flight, departing Wed, Jun 3 from Boston to Chicago, returning Tue, Jun 9, priced at $187 found 4 days ago
Wed, Jun 3 - Tue, Jun 9
BOS
Boston
ORD
Chicago
$187 Roundtrip, found 4 days ago
$187
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Jun 3 from Boston to Chicago, returning Tue, Jun 9, priced at $187 found 4 days ago
Tue, Aug 25 - Wed, Sep 2
BOS
Boston
ORD
Chicago
$190 Roundtrip, found 5 days ago
$190
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Aug 25 from Boston to Chicago, returning Wed, Sep 2, priced at $190 found 5 days ago
Wed, Jun 3 - Tue, Jun 9
BOS
Boston
ORD
Chicago
$192 Roundtrip, found 4 days ago
$192
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Jun 3 from Boston to Chicago, returning Tue, Jun 9, priced at $192 found 4 days ago

Hotel Ideas near O'Hare Intl.

Airport Hotels near O'Hare Intl.

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
$233 nightly
The price is $274 total per night from Jun 20 to Jun 21
$274 total
Jun 20 - Jun 21
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (2,301 reviews)
"A convenient option (the only walkable option) for a long layover. The hotel is generally a bit dated but comfortable nonetheless. The fitness center is modern and quite large."

Reviewed on May 23, 2026

Hilton Chicago O'Hare Airport
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
$169 nightly
The price is $193 total per night from May 25 to May 26
$193 total
May 25 - May 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,561 reviews)
"Breakfast was jot included in stay but well rest of the stay was terrific"

Reviewed on May 24, 2026

Hyatt Regency O'Hare Chicago
Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
6600 Mannheim Road, building 2 Rosemont IL
$136 nightly
The price is $154 total per night from Jun 22 to Jun 23
$154 total
Jun 22 - Jun 23
Total with taxes and fees
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast ...
9/10 Wonderful! (2,960 reviews)
"."

Reviewed on May 23, 2026

Holiday Inn Chicago O'Hare – Rosemont by IHG
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.

Hotels In Chicago

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$135 nightly
The price is $161 total per night from May 25 to May 26
$161 total
May 25 - May 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (10,134 reviews)
"Great location. Walkable to all the downtown attractions. Historical hotel with updated rooms. Highly recommend."

Reviewed on May 23, 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
$156 nightly
The price is $185 total per night from May 25 to May 26
$185 total
May 25 - May 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago ...
9.4/10 Exceptional! (4,221 reviews)
"The room is clean. The location is great with many nice shops nearby, including the Starbucks Reserve Roastery. It’s within walking distance to Navy Pier, Willis Tower, boat ride and many other architectural marvels. The breakfast is good with some variations each day. The staff are generally friendly ..."

Reviewed on May 24, 2026

Hotel Riu Plaza Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
$123 nightly
The price is $146 total per night from May 25 to May 26
$146 total
May 25 - May 26
Total with taxes and fees
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,466 reviews)
"Excellent location within walking distance of bars , restaurants and transit. Clean and spacious rooms."

Reviewed on May 24, 2026

The Chicago Hotel Collection - Magnificent Mile
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.

Chicago Hotels With Airport Transportation

Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave Elk Grove Village IL
$65 nightly
The price is $73 total per night from May 25 to May 26
$73 total
May 25 - May 26
Total with taxes and fees
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,931 reviews)
"The bed was comfortable and it was easy to park my vehicle."

Reviewed on May 23, 2026

Motel 6 Elk Grove Village, IL - O'Hare
Country Inn & Suites by Radisson, Chicago O'Hare South, IL

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

3 out of 5
777 E Grand Avenue Bensenville IL
$103 nightly
The price is $114 total per night from Jun 21 to Jun 22
$114 total
Jun 21 - Jun 22
Total with taxes and fees
Book a stay at this golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
7.6/10 Good! (1,436 reviews)
"Great experience"

Reviewed on May 24, 2026

Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport

3 out of 5
4200 North River Road Schiller Park IL
$99 nightly
The price is $114 total per night from May 26 to May 27
$114 total
May 26 - May 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
8/10 Very Good! (3,001 reviews)
"Very convenient location and helpful staff"

Reviewed on May 22, 2026

Comfort Suites Chicago O'Hare Airport
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.

Low Priced Chicago Hotels

Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
$98 nightly
The price is $117 total per night from May 25 to May 26
$117 total
May 25 - May 26
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (3,021 reviews)
"Very bad"

Reviewed on May 24, 2026

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
$104 nightly
The price is $124 total per night from May 25 to May 26
$124 total
May 25 - May 26
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
7.4/10 Good! (2,611 reviews)
"It’s okay, not bad but not luxury if that’s what you’re looking for"

Reviewed on May 22, 2026

Travelodge by Wyndham Downtown Chicago
Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave Elk Grove Village IL
$65 nightly
The price is $73 total per night from May 25 to May 26
$73 total
May 25 - May 26
Total with taxes and fees
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,931 reviews)
"The bed was comfortable and it was easy to park my vehicle."

Reviewed on May 23, 2026

Motel 6 Elk Grove Village, IL - O'Hare
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.

Family Friendly Hotels in Chicago

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4 out of 5
511 North Columbus Drive Chicago IL
$187 nightly
The price is $222 total per night from May 26 to May 27
$222 total
May 26 - May 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (2,848 reviews)
"Great room setup (4 daughters and mom/dad). BUT needed sheets and pillows for fold-out couch and took way too long to get. Overall, great stay."

Reviewed on May 23, 2026

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
$209 nightly
The price is $248 total per night from May 25 to May 26
$248 total
May 25 - May 26
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.6/10 Excellent! (2,448 reviews)
"Beautiful facility"

Reviewed on May 24, 2026

Palmer House a Hilton 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
$173 nightly
The price is $206 total per night from May 26 to May 27
$206 total
May 26 - May 27
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.6/10 Excellent! (5,944 reviews)
"One of the secrets of Chicago breakfasts. 🍳 Such a fun place and well located."

Reviewed on May 23, 2026

Embassy Suites by Hilton Chicago Downtown River North
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.

BOS to ORD Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
BOS Address & GPS
Address:
One Harborside Drive
Boston MA, 02128-2909
United States
IATA Code:
BOS
Longitude:
-71.020176
Latitude:
42.36646
Time Zone:
America/New_York
ORD Address & GPS
Address:
10000 West O'Hare
Chicago IL, 60666
United States
IATA Code:
ORD
Longitude:
-87.904876
Latitude:
41.976912
Time Zone:
America/Chicago

Frequently asked questions

Are there non-stop flights from Logan Intl. Airport (BOS) to ORD?
There are 4 airlines that advertise nonstop services from Logan Intl. Airport (BOS) to ORD, so you don't need to freak out about baggage transfers or transit delays on this part of your journey. These are some of the carriers that come highly recommended by other travelers:

  • American Airlines
  • United Airlines
  • Delta Air Lines
  • JetBlue Airways

What is the shortest flight from Logan Intl. Airport (BOS) to O'Hare Airport?
Leave that epic movie for the hotel room, because the journey from Boston to Chicago will be over fast. It can take you as little as 2 hours and 54 minutes to get from BOS to O'Hare Intl. Airport (ORD).
How many hours flight from Logan Intl. Airport to O'Hare Airport?
Typically, it takes 3 hours and 2 minutes to fly from Logan Intl. Airport (BOS) to O'Hare Intl. Airport (ORD). You'll be in the sky for a while, so bring some entertainment, like a gripping novel or your travel journal.
What airlines have the most flights from Logan Intl. Airport (BOS) to O'Hare Intl. Airport (ORD)?
There's nothing as fun as packing your suitcase and jumping on a plane somewhere exciting. Feed your wanderlust and fly from Boston to Chicago with one of these airlines:

  • JetBlue Airways - (B6) with 23 flights every month
  • Delta Air Lines - (DL) with 167 flights every month
  • United Airlines - (UA) with 199 flights every month
  • American Airlines - (AA) with 202 flights every month

Map To Nearby Hotels

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

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. Lower fares may be available. 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.

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