S$153 Cheap Flights to Cicero

View S$153 flight on Fri, 27 Mar, 2026Opens in a new window

Popular airlines to Cicero

  • notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
  • deals illustration

    Book smarter

    Save up to 40% on select hotels after you book a flight*
  • trophy illustration

    Earn twice

    Earn your airline miles on top of our rewards
    Sign in

Cheap round-trip flights to Cicero

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Fri, 27 Mar - Mon, 30 Mar
YYZ
Toronto
ORD
Chicago
S$240 Return, found 3 days ago
S$240
Return
found 3 days ago
Select Air Canada flight, departing Fri, 27 Mar from Toronto to Chicago, returning Mon, 30 Mar, priced at S$240 found 3 days ago
Delta
Wed, 3 Dec - Fri, 12 Dec
YYZ
Toronto
ORD
Chicago
S$275 Return, found 4 days ago
S$275
Return
found 4 days ago
Select Delta flight, departing Wed, 3 Dec from Toronto to Chicago, returning Fri, 12 Dec, priced at S$275 found 4 days ago
United
Sun, 14 Dec - Wed, 17 Dec
YYZ
Toronto
ORD
Chicago
S$298 Return, found 15 hours ago
S$298
Return
found 15 hours ago
Select United flight, departing Sun, 14 Dec from Toronto to Chicago, returning Wed, 17 Dec, priced at S$298 found 15 hours ago
American Airlines
Sun, 14 Dec - Tue, 16 Dec
YYZ
Toronto
ORD
Chicago
S$314 Return, found 15 hours ago
S$314
Return
found 15 hours ago
Select American Airlines flight, departing Sun, 14 Dec from Toronto to Chicago, returning Tue, 16 Dec, priced at S$314 found 15 hours ago
Icelandair
Fri, 6 Feb - Sat, 21 Feb
IST
Istanbul
ORD
Chicago
S$690 Return, found 1 day ago
S$690
Return
found 1 day ago
Select Icelandair flight, departing Fri, 6 Feb from Istanbul to Chicago, returning Sat, 21 Feb, priced at S$690 found 1 day ago

Find the cheapest month to fly from Columbus (CMH) to Chicago (ORD)

July is typically the cheapest month to fly

From S$101 - S$379 per traveller.

Find Your Flights to Cicero CHI

Cheap flights to Cicero (CHI)

Get started finding a cheap flight to Cicero on Expedia by either choosing a deal on this page or using the search bar to enter your travel dates, origin airport and whether you want a return or one-way airfare. You can filter for flexibility, number of stops, airline and departure/arrival times to find the best flight for you.

We recommend using the ‘Flexible Dates’ calendar at the top of the page to see the price of plane tickets on the surrounding dates. This allows you to pick the cheapest days to fly if your trip allows flexibility and score cheap flight deals to Cicero.

Return prices range from S$240 - S$1,158 and one-ways Cicero start as low as S$153.

Be aware that choosing a non-stop flight can sometimes be more expensive while saving you time. And routes with connections may be available at a cheaper rate.

 

Airlines that fly to Cicero (CHI)

You have several options for which airline you choose to travel with to Cicero. There are 10 airlines flying into CHI: Air Canada, Delta, United, American Airlines, Air Serbia, Icelandair. 

Cheap plane tickets may be available from different airlines at different times and with unique terms. It’s best to understand the details of each airline’s offer before judging its value.

For example, if you plan to check in a bag or bring hand baggage, it's worth checking whether the cheap airfare deal includes a baggage allowance. If not, verify whether the baggage fee is higher than the difference of other airline plane ticket deals offering free checked in/hand baggage in exchange for a slightly higher airfare. 

Additionally, your preferred frequent flyer membership programmes may influence your choice of cheap airline. Expedia allows you to enter your membership numbers during checkout to earn points from your airline and Expedia Rewards—all while getting a great deal and planning all your travel on one online platform.

 

Find the best deals

At Expedia, we source many flight deals from multiple providers, so you can easily find the best deals that are right for you. A great strategy for getting the best deals can be to make sure you book and travel at optimal times. Airfare to Cicero (CHI) varies throughout the year based on seasonal demand. You’ll see the lowest rates for return trips to CHI in March and in March for one-ways.

 

Cancellation & flexibility

To change or cancel eligible flights, go to ‘My Trips’ and navigate to your itinerary. If you booked within the last 24 hours, you might be able to cancel your flight for free. Learn more about flight changes or cancellations from our customer service portal. Some plane tickets are available with no change fees, which you can filter for during your search.

Frequently asked questions

What is the name of Cicero's airport?
Cicero is served by more than one airport, but most visitors prefer O'Hare Intl. Airport (ORD).
How far is O'Hare Intl. Airport (ORD) from central Cicero?
It's 19 kilometres from O'Hare Intl. Airport (ORD) to downtown Cicero. Make your life easier by researching the quickest way of travelling from the terminal to the city centre before you touchdown.
What airport is best to fly into Cicero?
Travellers heading to Cicero can opt to hit the runway at two major airports. O'Hare Intl. Airport (ORD) is 19 kilometres away from the centre of town. MDW is 6 kilometres away.
How many airlines fly to Cicero?
There are 51 air carriers that fly into Cicero from 237 airports around the world.
Which airlines fly to Cicero?
United Airlines, American Airlines and Delta fly the most frequently to Cicero. The highest number of flights arrive here from New York, with United Airlines having the most services on this route.
How many nonstop flights are there to Cicero?
With around 7,564 direct flights each week, you'll be arriving in Cicero before you can ask, "Are we there yet?"
Where are the most popular flights to Cicero departing from?
Travellers often set off from New York, Washington and Dallas airports when flying to Cicero.
How long is the flight to Cicero Airport?
If it's New York you're departing, you'll be in the sky for around 2 hours and 44 minutes before you touchdown in Cicero. Tarmac to tarmac from Washington takes about 2 hours and 15 minutes and from Dallas, 2 hours and 18 minutes.
How to book the cheapest flight to Cicero?
If you want to save some cash on your Cicero holiday, then listen up! As any seasoned jet-setter will tell you, don't book at the very last minute. Prices are generally more expensive just prior to the departure date. Also, look around online and compare your options. If your destination has more than one airport, you may be able to nab an excellent price by flying into one a little further out. And finally, don't forget that the early bird catches the worm. Know what a typical airfare costs and be ready to reserve your seat as soon as you spot an unbeatable bargain. The best deals don't last long.
Do you have any tips for my flight to Cicero?
If you're poorly prepared, travelling can be a real challenge. But there's no need to panic. Follow these useful tips and enjoy a worry-free start to your holiday in Cicero. What to pack in your hand luggage:

  • It's simple — first, pack in your passport, official ID, cash and vital medications. Next, you'll need some extra in-flight entertainment to while away the hours. A thrilling novel and a tablet crammed with your favourite shows are some great options. If you hope to catch forty winks, a comfy neck pillow and some noise-cancelling headphones will also be useful. Finally, squeeze in a toothbrush and some facial wipes so you'll arrive looking fresh and raring to go.

Do not pack the following items in your hand luggage:

  • Put all your full-sized bottles of shampoo and hairspray in your checked baggage. Any liquids or gels in your carry-on suitcase larger than 3.4 ounces (100 millilitres) will be confiscated by authorities. Pointed or sharp objects, like your precious Swiss Army knife, and products which are flammable or explosive, such as flares, chemicals agents and fuels, are also restricted.

What to wear on a flight:

  • The aisles of a plane aren't the place for a fashion parade. Layer up with comfortable clothing and go for shoes that are closed-toe, flat and easy to slip on and off.
  • Deep vein thrombosis (DVT) is a risk on long-haul flights. It results from blood clots forming due to inactivity and poor circulation, so do some gentle leg and foot exercises in your seat and consider wearing compression socks.

How to get through airport security fast when flying to Cicero?
The answer is — be prepared. We've rounded up some helpful hints for a fuss-free trip through security. Look out Cicero, here you come:

  • Your passport and travel documents will need to be shown to airport security. Keep them within easy reach so you don't hold up the queue.
  • Time to strip down. Well sort of. Your coat, belt, keys and other contents of your pockets, like coins, will be required to go through the X-ray machine. Make your life easier by removing them before your turn arrives.
  • Your electronic devices like phones and laptops will also have to go through the machine to be scanned. Don't worry, you'll be back online soon enough.
  • Travelling with a new cologne? As long as the volume is no larger than 3.4 ounces (100 millilitres) and it's stored in a clear zip-lock bag, you're permitted to bring it with you in your carry-on baggage.
  • There's a possibility that you'll be required to remove your shoes to be X-rayed, so wearing lightweight sneakers is always a wise idea.
  • Sharp or pointed items are not allowed on board. They'll be confiscated at security, so put them in your checked luggage.

Flights to Cicero information
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Destination city name
Chicago
Return price
S$179

Trending flights to Cicero

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Thu, 13 Nov - Wed, 26 Nov
SIN
Singapore
ORD
Chicago
S$1,158 Return, found 4 days ago
S$1,158
Return
found 4 days ago
Select Air Canada flight, departing Thu, 13 Nov from Singapore to Chicago, returning Wed, 26 Nov, priced at S$1,158 found 4 days ago
*Available to Expedia members.