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Cheap Flights Insights: Ticket Prices, Best Months & Duration to Chicago

,

What is the cheapest month to book a flight to Chicago (MDW)

Currently, offers the most budget-friendly flights to Chicago. Remember that many factors can influence flight costs, so comparing airlines, departure airports, and flight times will always give you more choices.
OriginDestinationDeparture DatePrice
Jakarta (CGK)Chicago (MDW)Saturday, 1 November 2025No data
Jakarta (CGK)Chicago (MDW)Monday, 22 December 2025HKD 6,593.99
Jakarta (CGK)Chicago (MDW)Thursday, 1 January 2026No data
Jakarta (CGK)Chicago (MDW)Sunday, 1 February 2026No data
Jakarta (CGK)Chicago (MDW)Sunday, 1 March 2026No data
Jakarta (CGK)Chicago (MDW)Wednesday, 1 April 2026No data
Jakarta (CGK)Chicago (MDW)Friday, 1 May 2026No data
Jakarta (CGK)Chicago (MDW)Monday, 1 June 2026No data
Jakarta (CGK)Chicago (MDW)Saturday, 25 July 2026HKD 12,418.99
Jakarta (CGK)Chicago (MDW)Saturday, 1 August 2026No data
Jakarta (CGK)Chicago (MDW)Tuesday, 1 September 2026No data
Jakarta (CGK)Chicago (MDW)Thursday, 1 October 2026No data

Flight Schedule to Chicago

Here are all the scheduled flights to Chicago, providing a variety of convenient travel options.
Fri, 21 Nov 2025 (Today)
Sat, 22 Nov 2025
Sun, 23 Nov 2025
Airline
Departure Time
Arrival Time
Origin Airport
Destination Airport
Southwest Airlines
Southwest Airlines
14:35
22:05
Los Angeles (LAX)
Chicago (MDW)
Book flight
Southwest Airlines
Southwest Airlines
15:15
21:10
Los Angeles (LAX)
Chicago (MDW)
Book flight
Southwest Airlines
Southwest Airlines
23:15
05:15 (+1 day)
Los Angeles (LAX)
Chicago (MDW)
Book flight

Best time to book a flight to Chicago

Discover the best times to fly to Chicago and unlock incredible savings!
Sorry, data is currently unavailable
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OriginDestinationDeparture DatePrice
Jakarta (CGK)Chicago (MDW)Saturday, 22 November 2025No data
Jakarta (CGK)Chicago (MDW)Sunday, 23 November 2025No data
Jakarta (CGK)Chicago (MDW)Monday, 24 November 2025No data
Jakarta (CGK)Chicago (MDW)Tuesday, 25 November 2025No data
Jakarta (CGK)Chicago (MDW)Wednesday, 26 November 2025No data
Jakarta (CGK)Chicago (MDW)Thursday, 27 November 2025No data
Jakarta (CGK)Chicago (MDW)Friday, 28 November 2025No data
Jakarta (CGK)Chicago (MDW)Saturday, 29 November 2025No data
Jakarta (CGK)Chicago (MDW)Sunday, 30 November 2025No data
Jakarta (CGK)Chicago (MDW)Monday, 1 December 2025No data
Jakarta (CGK)Chicago (MDW)Tuesday, 2 December 2025No data
Jakarta (CGK)Chicago (MDW)Wednesday, 3 December 2025No data
Jakarta (CGK)Chicago (MDW)Thursday, 4 December 2025No data
Jakarta (CGK)Chicago (MDW)Friday, 5 December 2025No data
Jakarta (CGK)Chicago (MDW)Saturday, 6 December 2025No data
Jakarta (CGK)Chicago (MDW)Sunday, 7 December 2025No data
Jakarta (CGK)Chicago (MDW)Monday, 8 December 2025No data
Jakarta (CGK)Chicago (MDW)Tuesday, 9 December 2025No data
Jakarta (CGK)Chicago (MDW)Wednesday, 10 December 2025No data
Jakarta (CGK)Chicago (MDW)Thursday, 11 December 2025No data
Jakarta (CGK)Chicago (MDW)Friday, 12 December 2025No data
Jakarta (CGK)Chicago (MDW)Saturday, 13 December 2025No data
Jakarta (CGK)Chicago (MDW)Sunday, 14 December 2025No data
Jakarta (CGK)Chicago (MDW)Monday, 15 December 2025No data
Jakarta (CGK)Chicago (MDW)Tuesday, 16 December 2025No data
Jakarta (CGK)Chicago (MDW)Wednesday, 17 December 2025No data
Jakarta (CGK)Chicago (MDW)Thursday, 18 December 2025No data
Jakarta (CGK)Chicago (MDW)Friday, 19 December 2025No data
Jakarta (CGK)Chicago (MDW)Saturday, 20 December 2025No data
Jakarta (CGK)Chicago (MDW)Sunday, 21 December 2025No data
Jakarta (CGK)Chicago (MDW)Monday, 22 December 2025HKD 6,593.99
Jakarta (CGK)Chicago (MDW)Tuesday, 23 December 2025No data
Jakarta (CGK)Chicago (MDW)Wednesday, 24 December 2025No data
Jakarta (CGK)Chicago (MDW)Thursday, 25 December 2025No data
Jakarta (CGK)Chicago (MDW)Friday, 26 December 2025No data
Jakarta (CGK)Chicago (MDW)Saturday, 27 December 2025No data
Jakarta (CGK)Chicago (MDW)Sunday, 28 December 2025No data
Jakarta (CGK)Chicago (MDW)Monday, 29 December 2025No data
Jakarta (CGK)Chicago (MDW)Tuesday, 30 December 2025No data
Jakarta (CGK)Chicago (MDW)Wednesday, 31 December 2025No data
Jakarta (CGK)Chicago (MDW)Thursday, 1 January 2026No data
Jakarta (CGK)Chicago (MDW)Friday, 2 January 2026No data
Jakarta (CGK)Chicago (MDW)Saturday, 3 January 2026No data
Jakarta (CGK)Chicago (MDW)Sunday, 4 January 2026No data
Jakarta (CGK)Chicago (MDW)Monday, 5 January 2026No data
Jakarta (CGK)Chicago (MDW)Tuesday, 6 January 2026No data
Jakarta (CGK)Chicago (MDW)Wednesday, 7 January 2026No data
Jakarta (CGK)Chicago (MDW)Thursday, 8 January 2026No data
Jakarta (CGK)Chicago (MDW)Friday, 9 January 2026No data
Jakarta (CGK)Chicago (MDW)Saturday, 10 January 2026No data
Jakarta (CGK)Chicago (MDW)Sunday, 11 January 2026No data
Jakarta (CGK)Chicago (MDW)Monday, 12 January 2026No data
Jakarta (CGK)Chicago (MDW)Tuesday, 13 January 2026No data
Jakarta (CGK)Chicago (MDW)Wednesday, 14 January 2026No data
Jakarta (CGK)Chicago (MDW)Thursday, 15 January 2026No data
Jakarta (CGK)Chicago (MDW)Friday, 16 January 2026No data
Jakarta (CGK)Chicago (MDW)Saturday, 17 January 2026No data
Jakarta (CGK)Chicago (MDW)Sunday, 18 January 2026No data
Jakarta (CGK)Chicago (MDW)Monday, 19 January 2026No data
Jakarta (CGK)Chicago (MDW)Tuesday, 20 January 2026No data
Jakarta (CGK)Chicago (MDW)Wednesday, 21 January 2026No data
Jakarta (CGK)Chicago (MDW)Thursday, 22 January 2026No data
Jakarta (CGK)Chicago (MDW)Friday, 23 January 2026No data
Jakarta (CGK)Chicago (MDW)Saturday, 24 January 2026No data
Jakarta (CGK)Chicago (MDW)Sunday, 25 January 2026No data
Jakarta (CGK)Chicago (MDW)Monday, 26 January 2026No data
Jakarta (CGK)Chicago (MDW)Tuesday, 27 January 2026No data
Jakarta (CGK)Chicago (MDW)Wednesday, 28 January 2026No data
Jakarta (CGK)Chicago (MDW)Thursday, 29 January 2026No data
Jakarta (CGK)Chicago (MDW)Friday, 30 January 2026No data
Jakarta (CGK)Chicago (MDW)Saturday, 31 January 2026No data
Jakarta (CGK)Chicago (MDW)Sunday, 1 February 2026No data
Jakarta (CGK)Chicago (MDW)Monday, 2 February 2026No data
Jakarta (CGK)Chicago (MDW)Tuesday, 3 February 2026No data
Jakarta (CGK)Chicago (MDW)Wednesday, 4 February 2026No data
Jakarta (CGK)Chicago (MDW)Thursday, 5 February 2026No data
Jakarta (CGK)Chicago (MDW)Friday, 6 February 2026No data
Jakarta (CGK)Chicago (MDW)Saturday, 7 February 2026No data
Jakarta (CGK)Chicago (MDW)Sunday, 8 February 2026No data
Jakarta (CGK)Chicago (MDW)Monday, 9 February 2026No data
Jakarta (CGK)Chicago (MDW)Tuesday, 10 February 2026No data
Jakarta (CGK)Chicago (MDW)Wednesday, 11 February 2026No data
Jakarta (CGK)Chicago (MDW)Thursday, 12 February 2026No data
Jakarta (CGK)Chicago (MDW)Friday, 13 February 2026No data
Jakarta (CGK)Chicago (MDW)Saturday, 14 February 2026No data
Jakarta (CGK)Chicago (MDW)Sunday, 15 February 2026No data
Jakarta (CGK)Chicago (MDW)Monday, 16 February 2026No data
Jakarta (CGK)Chicago (MDW)Tuesday, 17 February 2026No data
Jakarta (CGK)Chicago (MDW)Wednesday, 18 February 2026No data
Jakarta (CGK)Chicago (MDW)Thursday, 19 February 2026No data

Seat Class Comparison: Find Your Perfect Fit

Compare Economy, Business, & First Class Benefits
Economy
MonthSeat ClassAverage Price
NovemberEconomyNo data
DecemberEconomyHKD 16,688.62
JanuaryEconomyNo data
FebruaryEconomyNo data
MarchEconomyNo data
AprilEconomyNo data
MayEconomyNo data
JuneEconomyNo data
JulyEconomyHKD 26,832.01
AugustEconomyNo data
SeptemberEconomyNo data
OctoberEconomyNo data

Cheapest Day to Fly to Chicago (MDW)

See when fares are lowest for your trip to Chicago.
OriginDestinationDeparture DatePrice
Jakarta (CGK)Chicago (MDW)Monday, 22 December 2025HKD 6,593.99
Jakarta (CGK)Chicago (MDW)Tuesday, 25 November 2025No data
Jakarta (CGK)Chicago (MDW)Wednesday, 26 November 2025No data
Jakarta (CGK)Chicago (MDW)Thursday, 27 November 2025No data
Jakarta (CGK)Chicago (MDW)Friday, 28 November 2025No data
Jakarta (CGK)Chicago (MDW)Saturday, 22 November 2025No data
Jakarta (CGK)Chicago (MDW)Sunday, 23 November 2025No data

Here is the average price by Airline to Chicago (MDW)

Discover the most budget-friendly airline: VietJet Air offers the lowest average fares.
AirlineAverage Price
VietJet AirHKD 7,860.61
Vietnam AirlinesHKD 8,487.06
KLMHKD 12,495.50
Delta AirlinesHKD 15,011.32
Korean AirHKD 30,063.20
Garuda IndonesiaHKD 46,244.72

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