Flights to Historic Route 66 from Des Moines - ￥17,680

View ￥17,680 flight on Tue, Sep 23, 2025Opens in a new window

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Cheap Flights from Des Moines to Historic Route 66 (DSM-CHI)

Prices were available within the past 7 days and start at ￥17,680 for one-way flights and ￥25,900 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Wed, Aug 20 - Wed, Aug 27
DSM
Des Moines
ORD
Chicago
￥25,900 Roundtrip, found 2 days ago
￥25,900
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Aug 20 from Des Moines to Chicago, returning Wed, Aug 27, priced at ￥25,900 found 2 days ago
Delta
Wed, Aug 20 - Wed, Aug 27
DSM
Des Moines
MDW
Chicago
￥32,090 Roundtrip, found 2 days ago
￥32,090
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Aug 20 from Des Moines to Chicago, returning Wed, Aug 27, priced at ￥32,090 found 2 days ago
Delta
Wed, Aug 20 - Wed, Aug 27
DSM
Des Moines
ORD
Chicago
￥32,090 Roundtrip, found 2 days ago
￥32,090
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Aug 20 from Des Moines to Chicago, returning Wed, Aug 27, priced at ￥32,090 found 2 days ago
American Airlines
Wed, Aug 20 - Wed, Aug 27
DSM
Des Moines
ORD
Chicago
￥32,700 Roundtrip, found 2 days ago
￥32,700
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Aug 20 from Des Moines to Chicago, returning Wed, Aug 27, priced at ￥32,700 found 2 days ago
United
Wed, Aug 20 - Wed, Aug 27
DSM
Des Moines
ORD
Chicago
￥34,710 Roundtrip, found 2 days ago
￥34,710
Roundtrip
found 2 days ago
Select United flight, departing Wed, Aug 20 from Des Moines to Chicago, returning Wed, Aug 27, priced at ￥34,710 found 2 days ago
Delta
Wed, Aug 27 - Wed, Sep 3
DSM
Des Moines
ORD
Chicago
￥36,170 Roundtrip, found 3 days ago
￥36,170
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Aug 27 from Des Moines to Chicago, returning Wed, Sep 3, priced at ￥36,170 found 3 days ago

Find the cheapest month to fly from Des Moines (DSM) to Chicago (ORD)

September is typically the cheapest month to fly

From ￥20,077 - ￥43,090 per traveler.

Graph displaying average flight prices per month

*Available to Expedia members.