
Popular airlines from Boston to Evanston
- Spirit Airlines
Spirit Airlines
- JetBlue Airways
JetBlue Airways
- Delta
Delta
- Southwest Airlines
Southwest Airlines
- United
United
- American Airlines
American Airlines
- 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 Thu, Aug 28 at 5:15am from Boston, arriving at 6:45am in Chicago.Returning on Mon, Sep 1 at 7:30am from Chicago, arriving at 6:10pm in Boston.Select Southwest Airlines flight departing on Thu, Aug 28 at 5:15am from Boston, returning on Mon, Sep 1 at 7:30am from Chicago priced at $21755% less than typical$217
- Boston (BOS) to Chicago (MDW).Southwest Airlines, nonstop.Departing on Mon, Aug 18 at 6:30pm from Boston, arriving at 8:15pm in Chicago.Returning on Fri, Aug 22 at 2:35pm from Chicago, arriving at 11:00pm in Boston.Select Southwest Airlines flight departing on Mon, Aug 18 at 6:30pm from Boston, returning on Fri, Aug 22 at 2:35pm from Chicago priced at $28740% less than typical$287
- Boston (BOS) to Chicago (MDW).Southwest Airlines, nonstop.Departing on Thu, Sep 4 at 8:35am from Boston, arriving at 10:10am in Chicago.Returning on Sun, Sep 7 at 8:35pm from Chicago, arriving at 11:55pm in Boston.Select Southwest Airlines flight departing on Thu, Sep 4 at 8:35am from Boston, returning on Sun, Sep 7 at 8:35pm from Chicago priced at $12755% less than typical$127
- Boston (BOS) to Chicago (ORD).American Airlines, nonstop.Departing on Mon, Aug 4 at 11:43am from Boston, arriving at 1:42pm in Chicago.Returning on Fri, Aug 8 at 5:37pm from Chicago, arriving at 8:58pm in Boston.Select American Airlines flight departing on Mon, Aug 4 at 11:43am from Boston, returning on Fri, Aug 8 at 5:37pm from Chicago priced at $26735% less than typical$267
- Boston (BOS) to Chicago (MDW).Southwest Airlines, nonstop.Departing on Fri, Sep 5 at 5:15am from Boston, arriving at 6:45am in Chicago.Returning on Mon, Sep 8 at 4:45pm from Chicago, arriving at 8:05pm in Boston.Select Southwest Airlines flight departing on Fri, Sep 5 at 5:15am from Boston, returning on Mon, Sep 8 at 4:45pm from Chicago priced at $13755% less than typical$137
- Boston (BOS) to Chicago (MDW).Southwest Airlines, nonstop.Departing on Fri, Sep 5 at 5:15am from Boston, arriving at 6:45am in Chicago.Returning on Mon, Sep 8 at 6:45pm from Chicago, arriving at 10:05pm in Boston.Select Southwest Airlines flight departing on Fri, Sep 5 at 5:15am from Boston, returning on Mon, Sep 8 at 6:45pm from Chicago priced at $13755% less than typical$137
- Boston (BOS) to Chicago (ORD).American Airlines, nonstop.Departing on Thu, Aug 21 at 7:00am from Boston, arriving at 9:05am in Chicago.Returning on Sun, Aug 24 at 6:15am from Chicago, arriving at 9:43am in Boston.Select American Airlines flight departing on Thu, Aug 21 at 7:00am from Boston, returning on Sun, Aug 24 at 6:15am from Chicago priced at $17745% less than typical$177
- Boston (BOS) to Chicago (MDW).Southwest Airlines, nonstop.Departing on Wed, Aug 20 at 9:25am from Boston, arriving at 11:05am in Chicago.Returning on Sun, Aug 24 at 5:55am from Chicago, arriving at 9:10am in Boston.Select Southwest Airlines flight departing on Wed, Aug 20 at 9:25am from Boston, returning on Sun, Aug 24 at 5:55am from Chicago priced at $22335% less than typical$223
Cheap Flights from Boston to Evanston (BOS-CHI)
Prices were available within the past 7 days and start at $57 for one-way flights and $114 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Sep 2 - Wed, Sep 3
BOS
Boston
ORD
Chicago
$114 Roundtrip, found 1 hour ago
$114
Roundtrip
found 1 hour ago

Tue, Sep 2 - Wed, Sep 3
BOS
Boston
ORD
Chicago
$116 Roundtrip, found 1 hour ago
$116
Roundtrip
found 1 hour ago

Tue, Sep 2 - Thu, Sep 4
BOS
Boston
ORD
Chicago
$117 Roundtrip, just found
$117
Roundtrip
just found

Tue, Sep 2 - Thu, Sep 4
BOS
Boston
ORD
Chicago
$117 Roundtrip, just found
$117
Roundtrip
just found

Sat, Aug 30 - Wed, Sep 3
BOS
Boston
MDW
Chicago
$117 Roundtrip, found 15 hours ago
$117
Roundtrip
found 15 hours ago

Fri, Aug 22 - Tue, Aug 26
BOS
Boston
ORD
Chicago
$131 Roundtrip, just found
$131
Roundtrip
just found
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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