$36 Find Cheap Flights from Chicago to North America

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to North America departing on 3/31. 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.
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1 adult, Economy, 0 bags

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Cheap Flights from Chicago to North America

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
New York
New Yorknonstop$77
Orlando
Orlandononstop$106
Los Angeles
Los Angeles1 stop$192
Las Vegas
Las Vegas1 stop$163
Miami
Miaminonstop$84
San Francisco
San Franciscononstop$245
Boston
Bostonnonstop$133
Washington, D.C.
Baltimorenonstop$90
Denver
Denver1 stop$118
Fort Lauderdale
Fort Lauderdalenonstop$82
Seattle
Seattlenonstop$179
Atlanta
Atlantanonstop$86
Dallas
Dallasnonstop$90
Phoenix
Phoenixnonstop$126
Tampa
Tampa1 stop$118
Houston
Houstonnonstop$82
Cancún
Cancún1 stop$232
Honolulu
Honolulu1 stop$391
San Diego
San Diegononstop$166
New York
New Yorknonstop$77
Orlando
Orlandononstop$106
Los Angeles
Los Angeles1 stop$192
Las Vegas
Las Vegas1 stop$163
Miami
Miaminonstop$84
San Francisco
San Franciscononstop$245
Boston
Bostonnonstop$133
Washington, D.C.
Baltimorenonstop$90
Denver
Denver1 stop$118
Fort Lauderdale
Fort Lauderdalenonstop$82
Seattle
Seattlenonstop$179
Atlanta
Atlantanonstop$86
Dallas
Dallasnonstop$90
Phoenix
Phoenixnonstop$126
Tampa
Tampa1 stop$118
Houston
Houstonnonstop$82
Cancún
Cancún1 stop$232
Honolulu
Honolulu1 stop$391
San Diego
San Diegononstop$166

Book Cheap Chicago to North America Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to North America that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to North America

Thu, Mar 5 - Fri, Mar 6
Frontier Logo
12:05 pm - 3:29 pm
ORD
-
JFK
2h 24mnonstop
Frontier Logo
4:29 pm - 6:29 pm
JFK
-
ORD
3h 00mnonstop
$77Frontier
Tue, May 5 - Sat, May 9
Frontier Logo
6:31 am - 10:00 am
ORD
-
JFK
2h 29mnonstop
Frontier Logo
11:04 am - 1:00 pm
JFK
-
ORD
2h 56mnonstop
$79Frontier
Tue, Mar 3 - Tue, Mar 3
Spirit Airlines Logo
5:15 am - 9:22 am
ORD
-
FLL
3h 07mnonstop
Spirit Airlines Logo
9:26 pm - 11:47 pm
FLL
-
ORD
3h 21mnonstop
$82Spirit Airlines
Tue, Mar 3 - Tue, Mar 10
Spirit Airlines Logo
10:19 am - 7:48 pm
ORD
-
FLL
8h 29m
1 stop
Spirit Airlines Logo
9:26 pm - 11:47 pm
FLL
-
ORD
3h 21mnonstop
$83Spirit Airlines
Mon, Feb 23 - Wed, Mar 4
Multiple Airlines Logo
11:33 am - 3:48 pm
ORD
-
MIA
3h 15mnonstop
Multiple Airlines Logo
7:12 am - 9:39 am
MIA
-
ORD
3h 27mnonstop
$85Multiple Airlines
Mon, Mar 9 - Thu, Mar 12
Multiple Airlines Logo
9:05 pm - 1:20 am
ORD
-
MIA
3h 15mnonstop
Multiple Airlines Logo
4:06 pm - 6:31 pm
MIA
-
ORD
3h 25mnonstop
$87Multiple Airlines
Tue, Feb 17 - Thu, Feb 19
Volaris Logo
11:59 pm - 7:45 am
ORD
-
MEX
7h 46m
1 stop
Volaris Logo
12:40 am - 4:36 am
MEX
-
ORD
3h 56mnonstop
$250Volaris
Sun, Feb 22 - Fri, Feb 27
Volaris Logo
12:59 pm - 8:20 pm
ORD
-
MEX
7h 21m
1 stop
Volaris Logo
6:10 pm - 10:06 pm
MEX
-
ORD
3h 56mnonstop
$251Volaris
Sat, Mar 7 - Wed, Mar 11
Viva Logo
1:05 am - 5:30 am
ORD
-
MEX
4h 25mnonstop
Viva Logo
4:55 pm - 12:45 am
MEX
-
ORD
6h 50m
1 stop
$252Viva
Sat, Mar 7 - Wed, Mar 11
Viva Logo
1:05 am - 5:30 am
ORD
-
MEX
4h 25mnonstop
Viva Logo
4:55 pm - 12:45 am
MEX
-
ORD
6h 50m
1 stop
$253Viva
Booking Insights

KAYAK's insights & trends for Chicago to North America flights

Get data-powered insights and trends into flights from Chicago to North America to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago to North America flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to North America from Chicago found in the last 72 hours was to New York, at $55 round-trip. The most popular route is from Chicago O'Hare Intl Airport (ORD) to Orlando Airport (MCO), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $99.

Can I save money by flying with a layover from Chicago to North America?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $367, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Chicago to North America?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to North America, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to North America is January, when tickets cost $160 (return) on average. On the other hand, the most expensive months are June and August, when the average cost of round-trip tickets is $237 and $237 respectively.

What’s the cheapest day of the week to fly from Chicago to North America?

The average price of all round-trip flights from Chicago to North America clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to North America on a Friday and more expensive on a Sunday. On your return trip to Chicago, you should consider flying back on a Saturday, and avoid Sundays for better deals.

How far in advance should I book a flight from Chicago to North America?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to North America, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to North America, you should book around 3 weeks before departure, which saves you about 48% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 26 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$36
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly with an average 9% increase in price.
Flight from Chicago O'Hare Airport to Fort Lauderdale

Flights from Chicago to North America: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from Chicago to North America 
Verified travelerFlew with ANA
ORD
-
EWR
Dec 2025
Give adequate time of more than 2 hours for your connection in Chicago O’Hare .. The terminals are not that far apart but still if it’s checked out and check in again process that involves TSA security screening again , 2 hours may not be enough ..
MarcoFlew with United Airlines
ORD
-
ORF
Dec 2025
United delayed my luggage twice on flight to Europe (first flight was for an important event) I carry 2 days of clothes in my backpack no matter who I'm flying with United especially so. No less than 2 hour layover to decrease possibility of loss/delay of luggage. Second EU trip my luggage was left in Germany even though my layover was just over 1 hour. Select layovers of 2+ hours although Unite will sell flights with 40 minutes layover (nonsense). 1 hour layover was not enough to transfer luggage in FRA. The last scan was 30 minutes after the flight left (SMH).
NikhilFlew with Air Canada
ORD
-
YYZ
Jul 2025
small flight, not much storage space as per the passengers. Try to get a booking which is Group 1 or 2 latest.
RogerFlew with Japan Airlines
ORD
-
PIT
Jun 2025
Make sure when you go from one airline to another that your bag is marked properly so they can get it on the right damn airplane. I did that and it still didn’t make it.
Verified travelerFlew with United Airlines
ORD
-
LAS
Mar 2025
If you can select your seats in advance please do
AndreaFlew with United Airlines
ORD
-
ATL
May 2025
Ask for stewards to assist and provide amenities or you won’t get them.
Verified travelerFlew with American Airlines
ORD
-
TPA
Dec 2024
I recommend having movies and songs downloaded on your device.
Dr. JosephFlew with American Airlines
ORD
-
DFW
Jan 2025
Be very vigilant about the weather both in Chicago and in Dallas. Adverse weather in either area can affect the trip.
JanieFlew with SWISS
ORD
-
PHX
Feb 2025
I think you should prebook food or bring your own food.
valerieFlew with Air Canada
ORD
-
YUL
Jan 2025
“Meal” usually means more than a light snack. I thought what they served was an appetizer not the total meal. So I’d eat before or bring food.
Verified travelerFlew with Spirit Airlines
ORD
-
LAS
Sep 2024
Make sure you get your seats booked at time of booking or at the least when you check in and make sure you check in at the earliest to have preferred seating.
MikeFlew with American Airlines
ORD
-
LAX
Sep 2024
Arrive early, grab a bottle of soda before getting on the plane and open it in the terminal. If you wait until flying the pressure will decarbonize the drink.
Verified travelerFlew with Alaska Airlines
ORD
-
PDX
Sep 2024
Not many amenities at the terminal. I would suggest grabbing anything that catches your eye before you get all the way down. There weren't a lot of Alaska flights out of Chicago, and we were at the extreme end of the terminal.
Verified travelerFlew with Air Canada
ORD
-
YOW
Nov 2024
Ottawa, as a small airport is easiest to navigate! Overhead baggage compartments seem to be smaller, and on every flight they seem to need travellers to volunteer to put carryons in checked luggage instead.
Verified travelerFlew with British Airways
ORD
-
CID
Sep 2024
Easy hop but we sure went to the most remote o’hare gate I think, prepare to walk a mile!
Verified travelerFlew with Porter Airlines
MDW
-
YTZ
Sep 2024
Please start bags check-in at least 2.5 hour before flight and finish at 30 min before flight.
mauriceFlew with Iberia
ORD
-
JFK
Sep 2024
You should arrive early, take a lighht snack and be prepared for delays.
HeatherFlew with Lufthansa
ORD
-
MKE
Aug 2024
Make sure there's enough time between connections to go through customs and recheck your luggage. They will not let you proceed so you can't even try to run and catch the flight if you want to.
DianaFlew with American Airlines
ORD
-
IND
Jul 2024
Be sure to have name spelled correctly. Two hours early works well.
AlexanderFlew with Spirit Airlines
ORD
-
LGA
May 2024
Know your connection options — specially when LaGuardia Airport (LGA) only has buses going to/from the airport to the rest of the city. Luckily, the one to the subway station (Q70) is free-of-charge to ride on!
Verified travelerFlew with United Airlines
ORD
-
PHX
Apr 2024
Use the find my gate feature on the flights phone app if available as the airport is a bit confusing
AyannaFlew with Spirit Airlines
ORD
-
TPA
May 2024
Fly out of Midway airport instead of O'Hare because its smaller and easier to manage.
PaulFlew with Alaska Airlines
ORD
-
SEA
Apr 2024
The flight is long, at over four hours. I would try to get a window or aisle seat to be more comfortable. I would check with other airlines that allow you to choose your seat even if you are in the economy section. I would bring your own food on the plane as the service was sometimes sketchy.
EllenFlew with United Airlines
ORD
-
DSM
May 2024
The flight is short enough that full beverage and snack service is limited or not offered at all. On this flight, we were offered orange juice or water. It makes sense that they can't do the full service, and doesn't bother me, but it's something to be aware of.
Verified travelerFlew with Alaska Airlines
ORD
-
SEA
Apr 2024
If you miss your flight ask any alaska agent to how and where to rebook the flight.
UzomaFlew with American Airlines
ORD
-
DCA
Jan 2024
ORD and DCA are nice airports with plenty of space. ORD is always busy so allow ample time to drive there, drop your bag, and go through security if you don't have TSA pre check.
LaurenFlew with Spirit Airlines
ORD
-
MCO
Feb 2024
If you can get by with a personal item, spirit has the best prices often at the best times to fly chicago to orlando for a weekend
Dr. JosephFlew with American Airlines
ORD
-
CLT
Jan 2024
Be prepared to walk long distances in Charlotte. Make sure your layover time is sufficient to transition between arrival and departure gates.
Verified travelerFlew with United Airlines
ORD
-
YOW
Jan 2024
I always expect issues with United but there doesn't seem to be another airline to use. Advice: Give yourself and extra day to get anywhere - don't be in a hurry to get home either.

FAQs - booking North America flights

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

    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 to North America.

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

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

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

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago to North America with an airline and back with another airline.

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

    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 to North America up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to North America?

    The cheapest time of day to fly to North America is generally at night, when round-trip flights cost $229 on average. Morning departures are around 14% cheaper than evening flights, on average. The most expensive time of day to fly to North America is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $378.

Reviews of the top 5 airlines serving from Chicago to North America

 
Need help choosing which airline to fly with from Chicago to North America? 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.
8.0
SouthwestOverall score based on 4282 reviews
8.1Boarding
7.0Food
8.0Comfort
8.6Crew
7.5Entertainment
Airline reviews

Only downside was the legroom and seat width, which is always a problem unless I spend more for a premium seat.

10.0 ExcellentAnonymous, Feb 2026
STL - DAL
Read more Southwest reviews

Only downside was the legroom and seat width, which is always a problem unless I spend more for a premium seat.

My flight from Denver to Minneapolis was excellent. My flight from Minneapolis to Denver was one of the worst I flights I have ever experienced. I had a window seat, the gentleman in the middle seat was morbidly obese and SW should have made him purchase two seats. His elbow dug into my arm most of the way even after I asked to please be careful. I was literally squashed between the him and the window with no wiggle room. The plane was full so it was not possible to ask for a different seat. I realize I should have complained to the flight attendant but I didn't feel anything could be done to rectify the situation. I fly SW often, I will continue to do so as this was my first negative experience.

I was assigned seat 7E, yet my boarding was Group 5, which caused me to have to put my luggage in the back of the plance above `19 or 20 aisle, as passengers who had boarded earlier took the overhead bins in the front. SW needs to monitor bin space and ensure that bin space above the seat are aligned to those sitting near their seats. Also the seating assignments needs to align with group number. Maybe board those last first and so on? Having said the ALL the passengers on the plane were gracious enough to allow me and other passengers in this dilema to retrieve our luggage and helped us along the way. I always love the flight staff, as always their fantastic and I can't rave about them enough!

I appreciate the staff who allowed me to board though I arrived a little late! Regarding the assigned seating, I had booked my flight before this change and wasn't aware of the change at the time, and so I didn't select a seat at booking as I didn't realize it was relevant. Better communication about the change would have been helpful for preparing.

Flight attendants very hospitable and friendly. Pilot flew a smooth take off and landing.

Paid for premium extra leg room but the bin space for rows 1-3 had to go in rows 4-6 and 4-6 had to go to 7-9 because flight attendants have snacks and their luggage upfront. So we pay extra to have to fight thru traffic to get our bags. Only 2nd day of new seating so hope they fix this.

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled. No snack or drink on this flight.

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled.

The wifi on the plane is great. The only issue that I have is that I prefer an aisle seat and on my trips this week, I was either in the middle or window. If we can work to secure aisle seating, I will be thrilled. Nice trip.

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

Not United Airlines' fault. It's ORL airport's fault.

Great flight. On time boarding. Smooth flight and on time arrival at EWR. The flight crew was marvelous and there was a great selection of movies on the entertainment system. Our bags were at the carousel before we got there. Another excellent flight from United.

I liked the snacks and the flight attendants were friendly.

Delayed an hour due to operational issues. Minimal apologies or care for the significant inconvenience caused. Landed at nearly 1am and they still couldn’t find ground staff to get us off the plane promptly.

The aircraft had several problems - from excess fuel to non operational ac. Two hours of delay in Chicago could have been avoided with proper planning and aircraft maintenance.

Crew in Columbia was not prepared for landing. It was a bit of a disaster and getting bags took forever.

We were upgraded to First Class and it was a great flight

We experienced gate changes and a long delay. My seat was dirty when I boarded and I had to use wipes to clean it myself. There was an unpleasant and overpowering cleaning product scent on the plane as well that lingered through the flight.

My carry on baggage was damaged. Entire trip, I had to carry the baggage. When complained to the boarding crew, they got mad at me and still asked me to valet check in the cabin baggage. Rude boarding crew!!!

Crew were all friendly and helpful. It was a short flight so just a beverage service with a cookie. After we were boarded the plane took about 45 minutes to leave the gate but it was New Year’s Eve so not shocking there was some delay. Overall good experience and very grateful.

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

The boarding by groups is pointless. The first two groups worked fine, but almost Noone boarded in goups three thru five leaving the vast majority boarding when group six was called. It defeated the purpose of spreading out the crowd.

We loved the steward on the plane. He made the night enjoyable

They cancelled my flight last minute, forcing me to rebook with another airline.

the fligh was delay form 9am to 10, delayed again from 10 to 11, than delay and gate change to 12 and delay another gate change to 3;25 pm

Missed flight cause tsa took so long, overbooked flight, left terminal earlier than posted departure ridiculous upcharges stayed at airport additional 6 hours to catch next available flight. Had to make other arrangements to be picked up for later flight. Terrible experience!

Flight has been canceled 10 minutes before the departure time and no explanation was given. What a joke of a company

I purchased extra legroom so I will be comfortable but the guy behind me is a big guy who keeps on moving and since he is big I can feel his movement at the back of my chair.

My flight was at 11:34am at February 4th don’t know the names of the crew, but they were the best, My first great flight. Loved it 😊🥰 Thank you!!

Cancelled my flight, said next flight was 30hrs later. Had to come out of pocket $500 to get on a SW flight

All of our flights were canceled, though every other airline was flying out and in

We were on the tarmac waiting for a gate at Logan for 40, minutes. The crew handled it well. Can't blame the airline.

That gate is like a ducking shelter at Newark No where to sit Outlets that don’t work Bathrooms that are dirty

There was no food and no entertainment, so I'm not sure why these are even in the survey, as my understanding is frontier does not ever offer food without a few, not even a snack, and there are no screens so unless the flight safety talk is our entertainment why ask how we liked it?. One of the flight attendants say in the back of the plane as people filed in to their seats, yelling orders about where to put baggage and telling people to hurry up. It was the least professional experience I've ever had on a flight.

Very well recently! Frontier is improving and less harrassing customer on luggages! Positive!

Good for a budget airline! It was easy to get on, staff was really nice. Can’t say anything about the food or entertainment because it wasn’t available, which is fine.

I am writing to express my disappointment with my recent Frontier Airlines flight. I was charged $99 at the gate because my bag was said to be too large, yet once onboard there was no available overhead bin space, and I was required to place the bag under the seat in front of me anyway. This made the charge feel unnecessary and unfair. Additionally, before the flight even took off, I was asked to move from the seat I paid for into a middle seat so another passenger and her cat could have my seat to themselves. I was not offered compensation or an explanation for being moved from a paid seat. Between the unexpected bag fee and being forced to give up my seat, this experience fell well below acceptable customer service standards. I would appreciate a review of this situation and appropriate compensation.

It was costly and difficult to check in. $85 to take a small suitcase with me, carry on or checked and $75 on the return trip, Plus $25 if I didn't check my self in check in $25, because I couldn't do it on the kiosk. Small very uncomfortable seats, waited on the runway for near an hour each way. It was my worst flight to date.

It was ok. It was expensive to check 2 bags ($75.00 per bag), and then it took a long time to wait for shuttle to take us from one terminal to the terminal where the plane was taking off at LAX. And all of this for a flight where we had to pay for any food or drink that was not water.

It didn’t happen. I booked it and then was told it wasn’t available and then forced to pay far higher prices for a worse option

A 630departure flight Delayed 6hours! They changed my gate, I moved to the new gate. Had our flight on the screen for 12noon departure. I go get above to eat, check screen again and the flight was gone, no notice no announcement, nothing!! They sent my bag on the flight I wasn’t on, got it back to me 3days later. Thank goodness they did refund my money but I will NEVER fly them again.

Due to weather, my flight was delayed, further delayed, then canceled. I eventually got through to a support person who helped me find a different route out of MSP, but to get to DIA, they didn't want to, but eventually did help with the connection ticket purchase. But even this replacement flight was delayed time and time again, and I would have missed my connecting flights and I didn't want to get stuck in a layover city, so after 12 hours at the airport with two young boys who were very tired, we just cancelled our plans and spent the week at home, instead of Nana's.

Plane and crew on board were fine. Everything else was terrible.

Everything you need to know for your flight to North America

Cabin class types available on flights to Chicago

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.