$75 Cheap flight deals from Boston (BOS) to Rosemont (CHI)
Earn rewards on top of your airline miles with Orbitz Rewards
Many airlines offer flexible change policies
Sign up to receive text alerts about your trip
This Weekend's Flight Deals from Boston to Rosemont
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Airfares from $75 One Way, $149 Round Trip from Boston to Rosemont
Prices starting at $149 for return flights and $75 for one-way flights to Rosemont were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Rosemont economy flight packages
The Emily Hotel
Aug 21 - Aug 24
Boston (BOS) to Chicago (ORD)
Reviewed on Jul 26, 2025
Sable at Navy Pier Chicago, Curio Collection by Hilton
Jul 27 - Aug 3
Boston (BOS) to Chicago (ORD)
Reviewed on May 5, 2026
Rosemont packages with premium economy flights
The Emily Hotel
Aug 21 - Aug 24
Boston (BOS) to Chicago (ORD)
Reviewed on Jul 26, 2025
Hotel Riu Plaza Chicago
Aug 7 - Aug 10
Boston (BOS) to Chicago (ORD)
Reviewed on Jun 19, 2026
Omni Chicago Hotel
Aug 7 - Aug 10
Boston (BOS) to Chicago (ORD)
Reviewed on Jun 12, 2026
Rosemont first class flight packages
The Emily Hotel
Aug 1 - Aug 3
Boston (BOS) to Chicago (ORD)
Reviewed on Jul 26, 2025
theWit Chicago, a Hilton Hotel
Aug 1 - Aug 3
Boston (BOS) to Chicago (ORD)
Reviewed on Apr 12, 2026
More About Flying To Rosemont from Boston
Route Information for Flights from Boston to Rosemont
Origin Airport IATA Code | BOS |
|---|---|
Destination Airport IATA Code | CHI |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Boston to Rosemont
It has never been easier to find cheap Boston to Rosemont flights. Orbitz has some of the best deals around to save you more money on your flight, hotel, and vacation package for the trip you have been waiting for.
Plan Your Boston to Rosemont Flights on the Go
Orbitz offers cutting-edge mobile tools that let you search and book flights anywhere. All you need is a smartphone or mobile device to find discounts on flights from Boston to Rosemont. Use the app to check to make sure your flight is on time or book a last-minute cheap hotel room.
Get the Best Deals on Boston to Rosemont Flights
Finding great deals on flights from Boston to Rosemont is a snap with Orbitz. With our guaranteed low prices, you don’t have to worry if you are getting the best prices on air tickets, hotels, and cruises. And with all that money you saved, you can enjoy your Rosemont vacation even more.
Pile Up Miles With Discount Air Tickets
Not only can you find great bargains on Boston to Rosemont flights, but you can rack up frequent flyer miles on the flights too. Enter your frequent flyer number on qualified flights when booking for Orbitz to see the miles pile up in your account.
Flight Alerts Keep You Informed
Stay on top of the latest updates for flights from Boston to Rosemont. We send you free email and mobile alerts to keep you informed about delays to Boston to Rosemont flights.
Flights from Boston
- Boston to Orlando
- Boston to Los Angeles
- Boston to Chicago
- Boston to London
- Boston to New York
- Boston to Miami
- Boston to Paris
- Boston to Atlanta
- Boston to Toronto
- Boston to Houston
- Boston to Dallas
- Boston to Rome
- Boston to Madrid
- Boston to Montreal
- Boston to Detroit
- Boston to Buenos Aires
- Boston to São Paulo
- Boston to Beijing
- Boston to Kansas City
- Boston to Berlin
More Destinations
- Flights from Ahmedabad (AMD) to Chicago (ORD)
- Flights from Atlanta (ATL) to Chicago (ORD)
- Flights from Austin (AUS) to Chicago (ORD)
- Flights from Hartford (BDL) to Chicago (ORD)
- Flights from Belgrade (BEG) to Chicago (ORD)
- Flights from Birmingham (BHM) to Chicago (ORD)
- Flights from Bangkok (BKK) to Chicago (ORD)
- Flights from Nashville (BNA) to Chicago (ORD)
- Flights from Boise (BOI) to Chicago (ORD)
- Flights from Boston (BOS) to Chicago (ORD)
- Flights from Baltimore (BWI) to Chicago (ORD)
- Flights from Charleston (CHS) to Chicago (ORD)
- Flights from Cedar Rapids (CID) to Chicago (ORD)
- Flights from Charlotte (CLT) to Chicago (ORD)
- Flights from Columbus (CMH) to Chicago (ORD)
- Flights from Columbia (COU) to Chicago (ORD)
- Flights from Cincinnati (CVG) to Chicago (ORD)
- Flights from Dallas (DAL) to Chicago (ORD)
- Flights from Dayton (DAY) to Chicago (ORD)
- Flights from Washington (DCA) to Chicago (ORD)
- Flights from Delhi (DEL) to Chicago (ORD)
- Flights from Denver (DEN) to Chicago (ORD)
- Flights from Dallas (DFW) to Chicago (ORD)
- Flights from Des Moines (DSM) to Chicago (ORD)
- Flights from Detroit (DTW) to Chicago (ORD)
- Flights from Dubai (DXB) to Chicago (ORD)
- Flights from Eau Claire (EAU) to Chicago (ORD)
- Flights from El Paso (ELP) to Chicago (ORD)
- Flights from Evansville (EVV) to Chicago (ORD)
- Flights from Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
- Flights from Fort Lauderdale (FLL) to Chicago (ORD)
- Flights from Flint (FNT) to Chicago (ORD)
- Flights from Sioux Falls (FSD) to Chicago (ORD)
- Flights from Guadalajara (GDL) to Chicago (ORD)
- Flights from Grand Rapids (GRR) to Chicago (ORD)
- Flights from Greensboro (GSO) to Chicago (ORD)
- Flights from White Plains (HPN) to Chicago (ORD)
- Flights from Hyderabad (HYD) to Chicago (ORD)
- Flights from Washington (IAD) to Chicago (ORD)
- Flights from Niagara Falls (IAG) to Chicago (ORD)
- Flights from Houston (IAH) to Chicago (ORD)
- Flights from Seoul (ICN) to Chicago (ORD)
- Flights from Jacksonville (JAX) to Chicago (ORD)
- Flights from New York (JFK) to Chicago (ORD)
- Flights from Las Vegas (LAS) to Chicago (ORD)
- Flights from Los Angeles (LAX) to Chicago (ORD)
- Flights from Lexington (LEX) to Chicago (ORD)
- Flights from New York (LGA) to Chicago (ORD)
- Flights from Chennai (MAA) to Chicago (ORD)
- Flights from Kansas City (MCI) to Chicago (ORD)
- Flights from Orlando (MCO) to Chicago (ORD)
- Flights from Harrisburg (MDT) to Chicago (ORD)
- Flights from Memphis (MEM) to Chicago (ORD)
- Flights from Mexico City (MEX) to Chicago (ORD)
- Flights from Miami (MIA) to Chicago (ORD)
- Flights from Milwaukee (MKE) to Chicago (ORD)
- Flights from Morelia (MLM) to Chicago (ORD)
- Flights from Manila (MNL) to Chicago (ORD)
- Flights from Madison (MSN) to Chicago (ORD)
- Flights from Minneapolis (MSP) to Chicago (ORD)
- Flights from Tokyo (NRT) to Chicago (ORD)
- Flights from Ontario (ONT) to Chicago (ORD)
- Flights from West Palm Beach (PBI) to Chicago (ORD)
- Flights from Portland (PDX) to Chicago (ORD)
- Flights from Beijing (PEK) to Chicago (ORD)
- Flights from Philadelphia (PHL) to Chicago (ORD)
- Flights from Phoenix (PHX) to Chicago (ORD)
- Flights from Peoria (PIA) to Chicago (ORD)
- Flights from Pittsburgh (PIT) to Chicago (ORD)
- Flights from Shanghai (PVG) to Chicago (ORD)
- Flights from Raleigh (RDU) to Chicago (ORD)
- Flights from Fort Myers (RSW) to Chicago (ORD)
- Flights from San Diego (SAN) to Chicago (ORD)
- Flights from San Antonio (SAT) to Chicago (ORD)
- Flights from Savannah (SAV) to Chicago (ORD)
- Flights from Louisville (SDF) to Chicago (ORD)
- Flights from Seattle (SEA) to Chicago (ORD)
- Flights from San Francisco (SFO) to Chicago (ORD)
- Flights from Springfield (SGF) to Chicago (ORD)
- Flights from San Jose (SJC) to Chicago (ORD)
- Flights from San Juan (SJU) to Chicago (ORD)
- Flights from Salt Lake City (SLC) to Chicago (ORD)
- Flights from Sacramento (SMF) to Chicago (ORD)
- Flights from Orange County (SNA) to Chicago (ORD)
- Flights from St. Louis (STL) to Chicago (ORD)
- Flights from Toledo (TOL) to Chicago (ORD)
- Flights from Trenton (TTN) to Chicago (ORD)
- Flights from Knoxville (TYS) to Chicago (ORD)
- Flights from Youngstown (YNG) to Chicago (ORD)
- Flights from Vancouver (YVR) to Chicago (ORD)
- Flights from Toronto (YYZ) to Chicago (ORD)
- Flights from Atlanta to Chicago
- Flights from Boston to Chicago
- Flights from Dallas to Chicago
- Flights from Denver to Chicago
- Flights from Houston to Chicago
- Flights from Minneapolis - St. Paul to Chicago
- Flights from New York to Chicago
- Flights from Philadelphia to Chicago
- Flights from Phoenix to Chicago
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.