Flight Routes from Des Moines to Chicago

Compare cheap outbound and return flights from Des Moines (DSM) to Chicago (CHI) and find the best offer from numerous airlines and travel agencies.

Trip type
Cheapest roundtrip flight
from€305
Fastest flight
non-stop flights
96x / week
Flight distance
503 km
Time difference
none
Airports in Chicago
  1. O'Hare International Airport, IL
  2. Midway International Airport, IL
  3. Rockford, IL

Cheap flight offers from Des Moines to Chicago

sorted by price and recency
filters
  1. –
    Frontier Airlines
    –
    DSM–CHI
    1 stopover
    Frontier Airlines
    –
    CHI–DSM
    1 stopover
    €364
  2. –
    American Airlines
    –
    DSM–CHI
    non-stop flight
    American Airlines
    –
    CHI–DSM
    non-stop flight
    €318
  3. –
    United Airlines
    –
    DSM–CHI
    non-stop flight
    United Airlines
    –
    CHI–DSM
    non-stop flight
    €305
  4. –
    Delta Air Lines
    –
    DSM–CHI
    1 stopover
    Delta Air Lines
    –
    CHI–DSM
    1 stopover
    €3,037
  5. –
    Allegiant Air
    –
    DSM–CHI
    1 stopover
    Emirates Airline
    –
    CHI–DSM
    4 stopovers
    €2,350
  6. –
    American Airlines
    –
    DSM–CHI
    non-stop flight
    American Airlines
    –
    CHI–DSM
    non-stop flight
    €538

Flight schedule from Des Moines (DSM) to Chicago (CHI)

Select a travel date in the flight schedule for the route from Des Moines (DSM) to Chicago (CHI) and compare affordable flight deals.

offers
Active filtersnone
Matching outbound flightsDSM–CHI · 28 of 28
fromto
dep.arr.
durationstopovers
  1. November 1 – 7, 2026
  2. November 8 – 14, 2026
  3. November 15 – 21, 2026
    No flights could be found for the active filters.
    1. DSMMDW
      nonstop
      1. Southwest Airlines
    2. DSMMDW
      nonstop
      1. Southwest Airlines
    3. DSMORD
      nonstop
      1. American Airlines
    4. DSMMDW
      nonstop
      1. Southwest Airlines
    5. DSMORD
      nonstop
      1. United Airlines
    6. DSMORD
      nonstop
      1. American Airlines
    7. DSMORD
      nonstop
      1. American Airlines
    8. DSMORD
      nonstop
      1. United Airlines
    9. DSMORD
      nonstop
      1. American Airlines
    10. DSMORD
      nonstop
      1. United Airlines
    11. DSMORD
      nonstop
      1. United Airlines
    12. DSMORD
      nonstop
      1. United Airlines
    13. DSMORD
      nonstop
      1. United Airlines
    14. DSMORD
      nonstop
      1. United Airlines
    15. DSMORD
      nonstop
      1. United Airlines

      Important flight information

      Discover more flights around Des Moines and Chicago

      Departure airport Airport Des Moines, IA (DSM)
      Arrival airport Airport Chicago-IL, all airports (CHI)
      Destination country Flights to United States
      Departure airport - Destination country Des Moines, IA - United States
      Alternative routes to United States
      Alternative flights to Chicago
      Flight destinations with a similar price
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