Trip.com
>
Flights
>
United States
>
Illinois
>
Flights to Chicago

Popular Airlines Flying to Chicago

See which airlines fly to Chicago. Find the airline that best meets your travel needs by comparing prices and treat yourself to an enjoyable journey.
United Airlines logo United Airlines
American Airlines logo American Airlines
Air Canada logo Air Canada
Eva Air logo Eva Air
Delta Air Lines logo Delta Air Lines
Japan Airlines logo Japan Airlines
Cathay Pacific logo Cathay Pacific
Turkish Airlines logo Turkish Airlines
Thai Airways logo Thai Airways
British Airways logo British Airways
Alaska Airlines logo Alaska Airlines
Etihad Airways logo Etihad Airways
All Nippon Airways logo All Nippon Airways
Ryanair logo Ryanair
Korean Air logo Korean Air
Frontier Airlines logo Frontier Airlines
Qatar Airways logo Qatar Airways
Jetblue Airways logo Jetblue Airways
Porter Airlines logo Porter Airlines

Latest Flight Deals to Chicago

These are the best offers on flights to Chicago you’ll find over the next 60 days, with savings of up to S$ 1,754. Don’t miss out!

53%
Singapore Chicago
Air Canada Air Canada
One way
Economy
Tue, Oct 6
S$ 598
S$ 1,260
10%
New York Chicago
Delta Air Lines Delta Air Lines
One way
Economy
Wed, Sep 23
S$ 210
S$ 234
57%
Los Angeles Chicago
Frontier Airlines Frontier Airlines
One way
Economy
Fri, Oct 23
S$ 120
S$ 277
35%
San Francisco Chicago
Frontier Airlines Frontier Airlines
One way
Economy
Thu, Nov 5
S$ 183
S$ 283
58%
Bangkok Chicago
Air Premia Air Premia
One way
Economy
Mon, Oct 12
S$ 534
S$ 1,259
45%
Toronto Chicago
Porter Airlines Porter Airlines
One way
Economy
Wed, Sep 30
S$ 164
S$ 298
52%
Atlanta Chicago
Frontier Airlines Frontier Airlines
One way
Economy
Wed, Oct 21
S$ 126
S$ 262
40%
Manila Chicago
Philippine Airlines Philippine Airlines
One way
Economy
Wed, Nov 11
S$ 594
S$ 984
76%
Tokyo Chicago
ZIPAIR ZIPAIR
One way
Economy
Tue, Nov 10
S$ 567
S$ 2,321

When is the cheapest time to book flights to Chicago?

Depart from:

What is the cheapest month for one-way flights from Singapore to Chicago?

The average price of one-way flights from Singapore to Chicago purchased by Trip.com users by month over the past 12 months.

Based on Trip.com’s data, the cheapest month for flights from Singapore to Chicago is February, with an average price of S$ 861, and the most expensive month is March, with an average price of up to S$ 1,437.

S$ 1,437
S$ 1,149
S$ 861
S$ 573
    Cheapest
  • S$ 943
    Sep
  • S$ 978
    Oct
  • S$ 1,031
    Nov
  • S$ 915
    Dec
  • S$ 1,270
    Jan
  • S$ 861
    Feb
  • S$ 1,437
    Mar
  • S$ 1,316
    Apr
  • S$ 1,101
    May
  • S$ 1,073
    Jun
  • S$ 1,137
    Jul
  • S$ 1,341
    Aug

What is the cheapest month for round-trip flights from Singapore to Chicago?

The average price of round-trip flights from Singapore to Chicago purchased by Trip.com users by month over the past 12 months.

Based on Trip.com’s data, the cheapest month for round-trip flights from Singapore to Chicago is April, with an average price of S$ 1,267, and the most expensive month is December, with an average price of up to S$ 2,347.

S$ 2,347
S$ 1,807
S$ 1,267
S$ 727
    Cheapest
  • S$ 1,692
    Sep
  • S$ 1,528
    Oct
  • S$ 1,841
    Nov
  • S$ 2,347
    Dec
  • S$ 1,975
    Jan
  • S$ 1,832
    Feb
  • S$ 2,025
    Mar
  • S$ 1,267
    Apr
  • S$ 1,982
    May
  • S$ 2,239
    Jun
  • S$ 1,946
    Jul
  • S$ 2,227
    Aug

Which day of the week has the lowest fares for flights from Singapore to Chicago?

The average weekly fares for flights from Singapore to Chicago on different dates. (Based on Trip.com’s data from the past 12 months)

Based on Trip.com’s data from the past 12 months, Thursday offers the lowest fares for flights from Singapore to Chicago, while Sunday typically has the highest fares.

S$ 1,333
S$ 1,148
S$ 962
S$ 777
    Cheapest
  • S$ 1,130
    Mon
  • S$ 1,255
    Tue
  • S$ 1,156
    Wed
  • S$ 962
    Thu
  • S$ 1,079
    Fri
  • S$ 1,223
    Sat
  • S$ 1,333
    Sun

Round-trip fights to Chicago

Whether it's a quick getaway or a business trip to remember, our 3–7 day round trips are perfect for experiencing Chicago affordably.

8 day trip
Sun, Oct 4- Sun, Oct 11
8 day trip
Singapore
Chicago
S$ 831
Search
6 day trip
Mon, Sep 21- Sat, Sep 26
6 day trip
Taipei
Chicago
S$ 881
Search
3 day trip
Mon, Nov 23- Wed, Nov 25
3 day trip
Seoul
Chicago
S$ 912
Search
8 day trip
Tue, Oct 13- Tue, Oct 20
8 day trip
Manila
Chicago
S$ 983
Search
9 day trip
Fri, Sep 18- Sat, Sep 26
9 day trip
Bangkok
Chicago
S$ 1,042
Search
7 day trip
Tue, Sep 22- Mon, Sep 28
7 day trip
Tiruchirappalli
Chicago
S$ 1,048
Search
View more return flights

Find cheapest flight ticket to Chicago from

Cheapest one-way flight priceS$ 597
Cheapest monthDecember
Peak season for travelJanuary
Flight distance15,077.88km
Popular airlineAir Canada

FAQs about Flights to Chicago

  • How much is a flight from Singapore to Chicago?

    The average ticket price to Chicago is S$ 546. Please use this price as a reference only.
    • Approx. 21 hours 51 minutes to fly from Singapore to Chicago.
    • Approx. 2 hours 43 minutes to fly from New York to Chicago.
    • Approx. 4 hours 10 minutes to fly from Los Angeles to Chicago.
    • Approx. 1 hour 41 minutes to fly from Minneapolis to Chicago.
  • You can book cheaper flights in the following ways:
    • Search for tickets to a city or airport near Chicago.
    • Look up different airlines that have flights to Chicago.
    • Browse different departure dates from the same month.
    • Filter for different departure times from the same day.
    • Check for discount information on various social media sites.
    • Explore deals and discounts on airline websites.
  • Understanding peak and off travel seasons to Chicago can help you arrange your travel plans accordingly. The most popular month to visit Chicago is October. The average price of flight tickets to Chicago in October is S$ 383.
  • Flight tickets to Chicago are the cheapest in December compared to other months, the average price is S$ 928.
  • Popular airlines with flights to Chicago: American Airlines , United Airlines , and Frontier Airlines .

Find Cheap Flights & Deals with Trip.com

Show More

Note: Prices shown on this page are the lowest estimated prices found in the last 24 hours and include all taxes and fees.

Book with no extra fees

Prices displayed on this page are all-inclusive (incl. taxes, fuel surcharges, Civil Aviation Development Fund, etc.), and all fees are shown before payment. Charges for checked baggage, meals, Wi-Fi, and other optional services may also appear in the flight cards.

Real-time pricing updates

Prices, availability, and travel information on this page have been updated within the last 24 hours, and with many routes refreshed in real time. The more popular the route, the more accurate the data.

Change & Cancellation Policy

Trip.com shows the change and cancellation rules for each ticket during the booking process, including all related fees and conditions. Please refer to the following scenarios:
Voluntary cancellation/change:
To request a change or cancellation, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and flight segment, and submit your request. Please note that additional charges may apply based on the airline’s fare rules.
Cancellation/change due to a flight schedule change:
If your flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For full details of change and cancellation policies, please refer to the customer support pages.