
Popular airlines from Boston to Evanston
- Spirit Airlines
Spirit Airlines
- JetBlue Airways
JetBlue Airways
- Delta
Delta
- Southwest Airlines
Southwest Airlines
- American Airlines
American Airlines
- United
United
- Frontier Airlines
Frontier Airlines
- Plan, book, fly with confidence
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Today's featured flight deals from Boston to Evanston
Nonstop
Carry-on included
Lower price than typical
- Boston (BOS) to Chicago (MDW).Southwest Airlines, nonstop.Departing on Thu, Aug 28 at 5:15am from Boston, arriving at 6:45am in Chicago.Returning on Mon, Sep 1 at 6:55am from Chicago, arriving at 1:26pm in Boston.Select Southwest Airlines flight departing on Thu, Aug 28 at 5:15am from Boston, returning on Mon, Sep 1 at 6:55am from Chicago priced at $19460% less than typical$194
- Boston (BOS) to Chicago (MDW).Southwest Airlines, nonstop.Departing on Fri, Aug 29 at 8:20pm from Boston, arriving at 9:55pm in Chicago.Returning on Tue, Sep 2 at 6:25am from Chicago, arriving at 3:25pm in Boston.Select Southwest Airlines flight departing on Fri, Aug 29 at 8:20pm from Boston, returning on Tue, Sep 2 at 6:25am from Chicago priced at $13765% less than typical$137
- Boston (BOS) to Chicago (MDW).Southwest Airlines, nonstop.Departing on Thu, Aug 28 at 5:15am from Boston, arriving at 6:45am in Chicago.Returning on Tue, Sep 2 at 6:25am from Chicago, arriving at 3:25pm in Boston.Select Southwest Airlines flight departing on Thu, Aug 28 at 5:15am from Boston, returning on Tue, Sep 2 at 6:25am from Chicago priced at $13765% less than typical$137
- Boston (BOS) to Chicago (MDW).Southwest Airlines, nonstop.Departing on Wed, Aug 27 at 3:15pm from Boston, arriving at 4:50pm in Chicago.Returning on Tue, Sep 2 at 6:25am from Chicago, arriving at 3:25pm in Boston.Select Southwest Airlines flight departing on Wed, Aug 27 at 3:15pm from Boston, returning on Tue, Sep 2 at 6:25am from Chicago priced at $13765% less than typical$137
- Boston (BOS) to Chicago (MDW).Southwest Airlines, nonstop.Departing on Tue, Aug 26 at 5:40pm from Boston, arriving at 7:20pm in Chicago.Returning on Tue, Sep 2 at 6:25am from Chicago, arriving at 5:05pm in Boston.Select Southwest Airlines flight departing on Tue, Aug 26 at 5:40pm from Boston, returning on Tue, Sep 2 at 6:25am from Chicago priced at $13760% less than typical$137
- Boston (BOS) to Chicago (ORD).JetBlue Airways, nonstop.Departing on Tue, Aug 12 at 6:00am from Boston, arriving at 7:55am in Chicago.Returning on Fri, Aug 15 at 7:00am from Chicago, arriving at 10:29am in Boston.Select JetBlue Airways flight departing on Tue, Aug 12 at 6:00am from Boston, returning on Fri, Aug 15 at 7:00am from Chicago priced at $13755% less than typical$137
- Boston (BOS) to Chicago (ORD).American Airlines, nonstop.Departing on Wed, Aug 13 at 5:28am from Boston, arriving at 7:24am in Chicago.Returning on Sun, Aug 17 at 7:00am from Chicago, arriving at 10:24am in Boston.Select American Airlines flight departing on Wed, Aug 13 at 5:28am from Boston, returning on Sun, Aug 17 at 7:00am from Chicago priced at $17745% less than typical$177
- Boston (BOS) to Chicago (ORD).JetBlue Airways, nonstop.Departing on Wed, Aug 13 at 6:00am from Boston, arriving at 7:55am in Chicago.Returning on Sun, Aug 17 at 7:00am from Chicago, arriving at 10:24am in Boston.Select JetBlue Airways flight departing on Wed, Aug 13 at 6:00am from Boston, returning on Sun, Aug 17 at 7:00am from Chicago priced at $17745% less than typical$177
- Boston (BOS) to Chicago (ORD).American Airlines, nonstop.Departing on Fri, Aug 29 at 7:00am from Boston, arriving at 9:05am in Chicago.Returning on Mon, Sep 1 at 6:55am from Chicago, arriving at 1:26pm in Boston.Select American Airlines flight departing on Fri, Aug 29 at 7:00am from Boston, returning on Mon, Sep 1 at 6:55am from Chicago priced at $22240% less than typical$222
Cheap Flights from Boston to Evanston (BOS-CHI)
Prices were available within the past 7 days and start at $59 for one-way flights and $117 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Aug 30 - Tue, Sep 2
BOS
Boston
ORD
Chicago
$117 Roundtrip, just found
$117
Roundtrip
just found

Sat, Aug 30 - Thu, Sep 4
BOS
Boston
MDW
Chicago
$117 Roundtrip, found 20 hours ago
$117
Roundtrip
found 20 hours ago

Sat, Aug 30 - Tue, Sep 2
BOS
Boston
ORD
Chicago
$127 Roundtrip, just found
$127
Roundtrip
just found

Sun, Aug 31 - Thu, Sep 4
BOS
Boston
ORD
Chicago
$129 Roundtrip, found 6 hours ago
$129
Roundtrip
found 6 hours ago

Tue, Oct 28 - Fri, Oct 31
BOS
Boston
ORD
Chicago
$147 Roundtrip, just found
$147
Roundtrip
just found

Sat, Aug 16 - Sat, Aug 23
BOS
Boston
ORD
Chicago
$208 Roundtrip, found 10 hours ago
$208
Roundtrip
found 10 hours ago
Find the cheapest month to fly from Boston (BOS) to Chicago (ORD)
September is typically the cheapest month to fly
From $56 - $117 per traveler.
Graph displaying average flight prices per month
Alternative airports near Evanston
Prices were available within the past 7 days. Prices and availability are subject to change.
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