S$77 Cheap Flights to Bradley

View S$77 flight on Sun, 14 Dec, 2025Opens in a new window

Popular airlines to Bradley

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Cheap round-trip flights to Bradley

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.

Delta
Thu, 4 Dec - Wed, 10 Dec
BOS
Boston
ORD
Chicago
S$153 Return, found 6 days ago
S$153
Return
found 6 days ago
Select Delta flight, departing Thu, 4 Dec from Boston to Chicago, returning Wed, 10 Dec, priced at S$153 found 6 days ago
Air Canada
Tue, 21 Apr - Wed, 29 Apr
YUL
Montreal
ORD
Chicago
S$243 Return, found 4 days ago
S$243
Return
found 4 days ago
Select Air Canada flight, departing Tue, 21 Apr from Montreal to Chicago, returning Wed, 29 Apr, priced at S$243 found 4 days ago
American Airlines
Sat, 15 Nov - Wed, 19 Nov
JFK
New York
ORD
Chicago
S$269 Return, found 3 days ago
S$269
Return
found 3 days ago
Select American Airlines flight, departing Sat, 15 Nov from New York to Chicago, returning Wed, 19 Nov, priced at S$269 found 3 days ago
United
Sat, 15 Nov - Wed, 19 Nov
EWR
New York
ORD
Chicago
S$269 Return, found 3 days ago
S$269
Return
found 3 days ago
Select United flight, departing Sat, 15 Nov from New York to Chicago, returning Wed, 19 Nov, priced at S$269 found 3 days ago
JetBlue Airways
Tue, 4 Nov - Fri, 7 Nov
BOS
Boston
ORD
Chicago
S$315 Return, found 6 days ago
S$315
Return
found 6 days ago
Select JetBlue Airways flight, departing Tue, 4 Nov from Boston to Chicago, returning Fri, 7 Nov, priced at S$315 found 6 days ago

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

July is typically the cheapest month to fly

From S$99 - S$339 per traveller.

Find Your Flights to Bradley ORD

Cheap flights to Bradley (ORD)

Get started finding a cheap flight to Bradley 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 Bradley.

Return prices range from S$153 - S$1,158 and one-ways Bradley start as low as S$77.

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 Bradley (ORD)

You have several options for which airline you choose to travel with to Bradley. There are 10 airlines flying into ORD: Delta, American Airlines, United, Air Canada, JetBlue Airways, British Airways. 

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 Bradley (ORD) varies throughout the year based on seasonal demand. You’ll see the lowest rates for return trips to ORD in December and in December 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 Bradley's airport?
O'Hare Intl. Airport (ORD) is the main airport in Bradley.
What airport is best to fly into Bradley?
There are two major airports that connect travellers with Bradley. ORD is approximately 97 kilometres from the downtown area, while Midway Intl. Airport (MDW) is around 72 kilometres away. Once you check out prices and find out where you're staying, you'll have more of an idea of which one you should touchdown at.
How many airlines fly to Bradley?
There are 51 air carriers that fly into Bradley from 237 airports across the globe.
Which airlines fly to Bradley?
United Airlines, American Airlines and Delta fly the most frequently to Bradley. The majority of these flights come from New York, with United Airlines offering the most services on this route.
How many nonstop flights are there to Bradley?
Flying to somewhere new is much easier when there aren't any stopovers to worry about. If you're heading to Bradley, the fantastic news is that there are around 7,564 direct flights operating each week.
Where are the most popular flights to Bradley departing from?
A large number of flights to Bradley leave from New York, Washington and Dallas airports.
How long is the flight to Bradley Airport?
Where you depart from determines how much of the in-flight entertainment you'll get to see. From New York to Bradley, the average flight time is 2 hours and 44 minutes. From Washington it's typically 2 hours and 15 minutes, and from Dallas it's 2 hours and 18 minutes.
How to book the cheapest flight to Bradley?
If you want to save some cash on your Bradley holiday, then listen up! As any experienced traveller knows, avoid booking at the last minute. Prices are generally more expensive close to the departure date. Don't stop there, however. Do some research and find out if there is more than one airport at your destination. Ticket prices often differ depending on the airport you fly into. Be sure to compare fares across airlines as well. And finally, don't forget that the early bird catches the worm. Familiarise yourself with airfare costs and be ready to grab your ticket as soon as you see an unbeatable bargain. The sweetest deals don't last long.
Do you have any tips for my flight to Bradley?
Wherever you're coming from, flying can be an enjoyable experience if you're prepared. We've made a list of handy tips that will get your Bradley escape started on the right note. What to pack in your hand luggage:

  • The secret to having a stress-free flight experience is to pack ahead. So, let's start with the essentials: passport, boarding pass, cash and daily medications. Next, take on board items that'll help keep you entertained, like your laptop or a few magazines. It's also a wise idea to pack your chargers, a neck pillow and a pair of headphones. Finally, be sure to squeeze in toiletry items like a toothbrush, cleansing wipes and a spare set of clothes.

Do not pack the following items in your hand luggage:

  • While the list of banned items can differ between air carriers, the general rule to follow is avoid carrying anything sharp, flammable or explosive. This includes screwdrivers, knives, spray paint and flares. Sports equipment like hockey sticks, and items that could injure passengers, such as firearms and swords, can't come on board with you either.

What to wear on a flight:

  • You'll want to go for comfort over style. Prepare for temperature changes in the cabin by dressing in layers, and opt for flat, closed-toe shoes like slip-ons.
  • You're probably aware of deep vein thrombosis (DVT), a blood clotting condition caused by long periods of sitting. To lower your risk on board, stay hydrated, consider wearing compression socks or tights and keep your legs and feet moving.

How to get through airport security fast when flying to Bradley?
The trick is to be well organised before you arrive at airport security. That way, you'll be stepping onto that plane to Bradley in next to no time. Follow these tips and get your holiday off to a great start:

  • Be sure to keep your ID and travel documents within easy reach. They're the first items you'll be asked to show at airport security.
  • Time to strip down. Well kind of. Your coat, belt, keys and other small items, like your earphones, will be required to go through the X-ray machine. Make the whole process easier by removing them as it gets closer to your turn.
  • All electronic devices, including your laptop and phone, must also be scanned separately.
  • Any gels or liquids, such as perfume or toothpaste, that you want to take on board must be no greater than 3.4 ounces (100 millilitres). Also, everything must fit inside a quart-size (one litre), clear zip-close bag.
  • Slip-on shoes are a sensible footwear choice as you're less likely to be asked to remove them when passing through security. Big boots and other heavy shoes are often subjected to extra screening.
  • Airlines will not allow any sharp items or pocket knives in your hand luggage. If you must bring these kinds of items, pack them safely in your checked luggage.

Flights to Bradley information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Return price
S$153

Trending flights to Bradley

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
Tue, 3 Mar - Wed, 18 Mar
SIN
Singapore
ORD
Chicago
S$1,158 Return, found 7 hours ago
S$1,158
Return
found 7 hours ago
Select Air Canada flight, departing Tue, 3 Mar from Singapore to Chicago, returning Wed, 18 Mar, priced at S$1,158 found 7 hours ago
*Available to Expedia members.