Cheap flights from Des Moines to Historic Route 66

View AU$128 flight on Sun, 31 Aug. 2025Opens in a new window

Popular airlines from Des Moines to Historic Route 66

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    United

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

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sun, 31 Aug. - Sun, 7 Sep.
DSM
Des Moines
STL
St. Louis
AU$256 Return, found 6 days ago
AU$256
Return
found 6 days ago
Select Delta flight, departing Sun, 31 Aug. from Des Moines to St. Louis, returning Sun, 7 Sep., priced at AU$256 found 6 days ago
American Airlines
Sat, 6 Sep. - Sat, 13 Sep.
DSM
Des Moines
ORD
Chicago
AU$290 Return, found 5 hours ago
AU$290
Return
found 5 hours ago
Select American Airlines flight, departing Sat, 6 Sep. from Des Moines to Chicago, returning Sat, 13 Sep., priced at AU$290 found 5 hours ago
American Airlines
Tue, 2 Sep. - Tue, 9 Sep.
DSM
Des Moines
ORD
Chicago
AU$293 Return, found 4 days ago
AU$293
Return
found 4 days ago
Select American Airlines flight, departing Tue, 2 Sep. from Des Moines to Chicago, returning Tue, 9 Sep., priced at AU$293 found 4 days ago
American Airlines
Tue, 2 Sep. - Tue, 9 Sep.
DSM
Des Moines
OKC
Oklahoma City
AU$302 Return, found 4 days ago
AU$302
Return
found 4 days ago
Select American Airlines flight, departing Tue, 2 Sep. from Des Moines to Oklahoma City, returning Tue, 9 Sep., priced at AU$302 found 4 days ago
American Airlines
Wed, 3 Sep. - Wed, 10 Sep.
DSM
Des Moines
OKC
Oklahoma City
AU$304 Return, found 3 days ago
AU$304
Return
found 3 days ago
Select American Airlines flight, departing Wed, 3 Sep. from Des Moines to Oklahoma City, returning Wed, 10 Sep., priced at AU$304 found 3 days ago
United
Sun, 31 Aug. - Sun, 7 Sep.
DSM
Des Moines
STL
St. Louis
AU$347 Return, found 6 days ago
AU$347
Return
found 6 days ago
Select United flight, departing Sun, 31 Aug. from Des Moines to St. Louis, returning Sun, 7 Sep., priced at AU$347 found 6 days ago

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

September is typically the cheapest month to fly

From AU$212 - AU$451 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.