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Find deals on flights from Chicago from $1,029

This is the cheapest return flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Anywhere departing on 4/6. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
Sat 1/6
Sat 8/6

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Where can I fly from Chicago?

Prices from CHI, departing Sat 6/1 and returning Sat 6/8

Good to know

Low season

August

High season

December

Cheapest flight

$1,029
Best time to beat the crowds (4% less expensive on average)
Most popular time to fly (29% more expensive on average)
Flight from Chicago O'Hare Airport to Sydney

FAQs for booking flights out of Chicago

  • Does Midway International Airport have an on-site hotel?

    While Midway International Airport does not have an on-site hotel, there are several hotels are nearby. For example, the Holiday Inn Express & Suites Chicago Midway Airport is less than 5 minutes from the airport and has a free shuttle, while the Hilton Garden Inn Chicago Midway Airport is a 3-minute drive from the airport.

  • What lounges are available in Chicago O’Hare International Airport?

    There are a few different lounges to choose from at Chicago O’Hare International Airport, including the American Airlines Admirals Club, which is in Concourses G, H, K, and L. There is also the United Club in Concourses B and C, as well as the Delta Sky Club in Terminal 2.

  • What options are there for traveling from the city center to Midway International Airport?

    If you choose to drive from Downtown Chicago to Midway International Airport, the trip will typically take you around 15 to 20 minutes in total. You can also opt to use public transportation instead, such as the Orange subway line, which will typically take you between 30 and 35 minutes. A one-way ticket will cost you approximately $2.50.

  • Does Chicago O’Hare International Airport offer any facilities for those traveling with pets?

    If you are flying out of Chicago O’Hare International Airport with a pet, keep in mind that there are several indoor and outdoor pet relief areas available. These are equipped with sitting areas, trash cans, and free plastic bags.

  • How does KAYAK find such low prices on flights from Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly to your destination with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight out of Chicago

  • Morning departure is around 26% cheaper than an evening flight, on average*.
  • There are two primary airports in Chicago, Chicago O’Hare International Airport (ORD) and Midway International Airport (MDW). While Chicago O’Hare International Airport can be found just under 15 miles north of the city center, Midway International Airport is approximately 8 miles south of Downtown Chicago.
  • Chicago O’Hare International Airport is a major hub for airlines such as American Airlines and United Airlines, so it’s not uncommon for these companies to operate flights departing from this airport. Likewise, Midway International Airport is a hub for Southwest Airlines, so you’ll see that this airline commonly services trips from here.
  • If you have extra time before your flight boards at Chicago O’Hare International Airport, you can fit in a workout at the Hilton Athletic Club. Located in Terminal 2, it is equipped with facilities such as a steam room, sauna, and lap pool. There is also a yoga room in Terminal 3 open to all passengers for free.
  • Midway International Airport offers a few different services for those flying with children, such as a baby care room in Concourse C designed to give parents a private area to nurse their little ones. There is also a designated security lane for families.
  • If you feel like treating yourself before a long day of traveling, head to one of the Terminal Getaway Spa locations in Terminals 3 and 5 of Chicago O’Hare International Airport. Here, you can receive a variety of massages, manicures, pedicures, and facials.
See more tips
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from Chicago to Anywhere

 
Need help choosing which airline to fly with from Chicago to Anywhere? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.2
Air New ZealandOverall score based on 643 reviews
8.4Boarding
8.1Comfort
8.8Crew
7.9Entertainment
7.7Food
Airline reviews

Short flight so no entertainment, turbulence so no food service - overall flight as expected

8.0 ExcellentMichelle, Apr 2024NPL - AKL
Read more about Air New Zealand reviews

Short flight so no entertainment, turbulence so no food service - overall flight as expected

Overall excellent but the Captain kept the seat belt sign on for far too long, especially at the beginning and end of the flight. It was 2 hours after take-off before the crew were able to start the service (on an 11 hour night flight, reducing our sleeping time) and the seat belt sign on went on during breakfast (90 mins before landing) and was not turned off again until we landed. This made for an uncomfortable journey of trying to limit fluid intake because it was unclear when the toilets would be available for use.

Good food and entertainment options. Great Staff that were all welcoming and caregiving.

The recline on the seat in front of me came back so that I was staring at the top of the man’s head in front of me the whole trip. He refused to bring his seat back up twice every time he was instructed to do so and only relented when he had a tray of good in front of him. And then right back in my lap!!! Horrible man!! I complained to the staff multiple times, but no one would address the issue. Otherwise, it would have been a perfect flight.

There was a snafu with confirming seats at check which left us in limbo for the second leg of our trip. I believe the ANZ app is not well integrated with the systems at the terminal resulting in this disconcerting error.

Flight was canceled due to technical issue shortly before the check-in counters opened. Passengers were rebooked on a flight three days later. Request to be accommodated on Air Tahiti Nui could not be processed. Customer service sorted out the refund after calling and being put on hold for almost an hour.

The pilot tried to make up for lost time due to delays that were out of her control. She communicated the issues openly and clearly and made every effort to do what she could to alleviate issues.

Boarding instructions on one leg of my journey were not well communicated at the gate (Melbourne to Auckland)

The only thing that was less than excellent was the food server at dinner. (I had the chicken.) It wasn't that it was poorly heated or in difficult-to-open containers; it was just that it had a very peculiar taste. And I use that to describe not just the main course but the dessert as well. Very odd flavours for what seemed to be a mainstream item. I did like that the airline offered us a free glass of wine. The breakfast omelette wasn't bad, although it was quite bland.

Pros: "The crew was very very attentive. Asked if we wanted water at least 4 times in the first 3 hours of the 12 hour flight before bed. (Red eye flight) They did there jobs well."
Cons: "The dinner choices have been exactly the same for many years now. It’s probably time to bring the menu up to the times again. Food wasn’t bad but it does need a refresh."

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

Nothing beats ANA customer service on my opinion. Maybe because of their Japanese culture (and food). Arigatō

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

Flight delayed for 2 hours due to a part. The plane sat waiting for boarding for a long time and during final preflight inspection the issue was found. Why not do the preflight inspection sooner if you know the plane is being used?

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

Aircraft has better leg room than any of United's larger planes. We had requested mobility assistance for this and related flights. United's response to all was superb.

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

It was spectacular. I had basic Economy and was given so much space and their seats lean back so far. Staff was superb, food was superb, everything was superb, Finnair is Fantastic.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

We were delayed bc ground crew gave the flight crew the wrong paperwork. We taxiied to the runway then back to the gate to get the correct paperwork that no one bothered reviewing the first time we pushed back. Boarding was rude and stressful like it always is. Gate agents and flight attendants are all over 55 years of age, embittered by years of underpayment From AA leading to their passive agressive bitchiness for no reason.

Boarding time was easy & quick. Crew was excellent. In-flight entertainment was great/easy. Seats are too small and not enough room between rows: felt like a sardine/very cramped.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

All was good, except our baggage was lost for most of a day. We are thankful that it was found quickly and delivered to our hotel. Rouge was fine outside of that problem.

You do not have a space for flight cancelled. BUT!!! Air Canada handled it great. Was booked on another airline for the next day. The original flight was booked solid. But he precheck by the maintenance found a mechanical problem and the plane was not safe to fly. It was an inconvenience to have to wait until next day but I would rather arrive safely.

Very good other than we have to wait for one crew and we’re delayed and the pilot and his co- pilot has to make a difference to be right on time arrival. Disappointed about no food service also.

I had written all my complaints on my trip from Grand Junction to Denver so I will repeat it here! I was absolutely appalled that I had to pay for a regular seat that I choose 24 hrs before boarding! Also I checked my large bag which I had to pay for as well, and by the time I boarded all the room in the bins were gone so also had to check that one. I noticed people pulling out oversized suitcases, bigger than the measurements stated for carry on, and also large pack packs stuffed full! So these people were taking up 2 or 3 spaces that the rest of us should have been able to use but couldn’t! NoTV on the flight! Thankfully I had downloaded the United Airlines app and was able to watch movies on my phone. Don’t remember the last time I flew in a plane with no movie screens!

I was appalled to have to pay for just a regular seat when I went to book 24 hrs before my flight! Because it was only an hour flight I didn’t choose a seat from Grand Junction to Denver, but I did for Toronto and had to pay just to choose a regular available seat! In my 60+ years of flying this was the first time I have heard of this. Also, allowing people to bring on “huge “ suitcases, not carry on size, but much bigger, and then a large pack pack stuffed. So they take up all the room in the overhead bins and if we are later boarding, there is no room so we have to check our small carry on. I have already paid for and checked in one bag! I certainly will not choose to fly with United again unless it is the “only” airline available!

Easy boarding, roomy seats, plenty of good food, very helpful snd friendly staff. Very smooth flight! Only thing that could have been better was to have cranberry juice. Women like this as it helps avoid UTI’s and not as sweet as other juices.

The crew was friendly, the seats are too small. Air travel is barely tolerable anymore.

Food was icecold or frozen including breakfast. Hopeless service. Rude crew.

The flight was very uncomfortable and there was no snacks served for the 13 hours international flight. In addition, the flight was delayed 3 hours

Due to a strike taking place with the airline, it negatively impacted my flight in multiple ways. My flight was delayed over 2 hours and the food served was mediocre at best.

The reason we chose Volaris to fly from LAX to Mazatlan, Mexico was because of the DATES and TIMES for the NON-STOP flights. When those flights got Totally Changed that was UNACCEPTABLE ! ! ! Also, when my husband Died unexpectedly, the Only statement that Customer Service kept repeating was "they would only offer Credit on a future flight". REALLY?! Volaris was only going to offer CREDIT on another flight to a DEAD PERSON ! ! !

To many extra fees, poor customer service and very uncomfortable flight. No leg room and seat wont recline.

I am disabled and was unable to get any assistance from Volaris. I had to wait in line at front desk for 45 minutes, I am by myself, and unable to stand. When I got to front desk check in, they had no assistance for me. I did however, have wheelchair assistance when I arrived in Mexico City. Thank God for that!

Our flight got overbooked and we missed one day of our trip.

Be prepared to pay extra for everything! I'm not sure I really saved any money?

On time, boarding was a little chaotic and with little information

Check in at LAX was terrible. Unbelievable lines. Chaos. The landing in Morelia was scary, with the plane fishtailing. If other airlines flew directly between California and Morelia, I would never fly Volaris again.

Viva Aerobus Is honesto the worst airline and I don't think I'll fly with them ever again.

The flight was delayed without prior warning, first a 40 minute delay, then another 30. Flight was supposed to leave at 13:20 and ended up taking off at 14:50. Once on board I logged into the WiFi entertainment, it asked to purchase a code for 2 dollars which I asked the crew to get. They declined and said it wouldn’t work and no other explanation. Horrible experience. They even charge for water

The flight was 3 hrs delayed and no remorse from airline

Book cheap domestic flights from Chicago

Recent return flight deals

4/6Tue
directSpirit Airlines
3h 06mORD-FLL
5/6Wed
1 stopSpirit Airlines
9h 02mFLL-ORD
$82
14/5Tue
1 stopSpirit Airlines
11h 24mORD-FLL
18/5Sat
directSpirit Airlines
3h 18mFLL-ORD
$83
2/7Tue
directJetBlue
2h 25mORD-JFK
16/7Tue
directJetBlue
2h 46mJFK-ORD
$196
29/5Wed
directDelta
2h 15mORD-LGA
4/6Tue
directDelta
2h 51mLGA-ORD
$203
29/5Wed
directJetBlue
2h 26mORD-BOS
4/6Tue
directJetBlue
2h 55mBOS-ORD
$211
9/7Tue
directDelta
2h 09mORD-LGA
10/7Wed
directDelta
2h 34mLGA-ORD
$211
29/6Sat
directUnited Airlines
2h 21mORD-LGA
2/7Tue
directUnited Airlines
2h 38mLGA-ORD
$304
25/5Sat
directUnited Airlines
2h 20mORD-EWR
27/5Mon
directUnited Airlines
2h 35mEWR-ORD
$319
15/5Wed
directAmerican Airlines
2h 11mORD-EWR
19/5Sun
directAmerican Airlines
2h 40mEWR-ORD
$470
15/5Wed
directAmerican Airlines
2h 13mORD-JFK
19/5Sun
directAmerican Airlines
3h 02mJFK-ORD
$515

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$105
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Last minute flight, train and bus deals

7/5Tue
directJetBlue
2h 23mORD-JFK
22/5Wed
directJetBlue
2h 50mJFK-ORD
$257
6/5Mon
multi-stopSpirit Airlines
9h 22mORD-FLL
8/5Wed
directSpirit Airlines
3h 19mFLL-ORD
$276
7/5Tue
directDelta
2h 26mORD-JFK
21/5Tue
directDelta
2h 51mJFK-ORD
$282
7/5Tue
multi-stopDelta
5h 59mORD-EWR
8/5Wed
multi-stopDelta
6h 17mEWR-ORD
$361
6/5Mon
multi-stopUnited Airlines
8h 38mORD-EWR
7/5Tue
directUnited Airlines
2h 40mEWR-ORD
$525
6/5Mon
multi-stopSouthwest
6h 40mORD-BOS
9/5Thu
multi-stopSouthwest
9h 50mBOS-ORD
$530
7/5Tue
multi-stopSouthwest
9h 30mORD-BOS
9/5Thu
multi-stopSouthwest
9h 50mBOS-ORD
$538
6/5Mon
directUnited Airlines
2h 18mORD-EWR
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directUnited Airlines
2h 39mEWR-ORD
$585
5/5Sun
directAmerican Airlines
2h 03mORD-LGA
8/5Wed
multi-stopAmerican Airlines
5h 17mLGA-ORD
$716
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multi-stopAmerican Airlines
4h 47mORD-LGA
9/5Thu
directAmerican Airlines
2h 36mLGA-ORD
$746

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Flights from Chicago to Anywhere

Cabin classes:

$786
$1,095
$2,719
$52

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