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59

According to the airline's website, check-in counters at O'Hare are "closed punctually 1 hour before flight departure". Arriving 45 minutes before the scheduled departure will essentially guarantee that you will miss the flight.


54

Do not try this at home (airport actually) If you wait 3 hours before going to claim your baggage your baggage will already have been picked up by the lost baggage team and a large group waiting without collecting their bags will trigger a security scare. Its not so much about some people wandering around in the lounge as it is about let's say 25 unclaimed ...


42

For a normal international flight, the answer would be a clear "not a chance". However, your flight is different. Most flights from Canada (including yours) go through US immigration and customs in Canada, so functionally you are arriving on a US domestic flight. The gates you've mentioned confirm this - if it was a true international arrival it would ...


35

Because that's about how long it takes at this time of day during the week. On that route, in addition to the almost-always very heavy traffic (shown by the red areas on the Google Maps route) there's also frequent construction zones, which are often lane reductions to boot. Too, this moment on Friday is right in the middle of "rush hour" (a phrase ...


23

With a checked bag, I think you have zero chance of making this flight, and this assumes you arrive on your proposed schedule. For an international flight, you should arrive two hours prior to departure - 90 minutes might be okay, but it could be pushing it. You can sometimes be in line for a significant amount of time while you wait to clear security, and ...


20

Five and half hours are more than enough for any half way reasonable operating condition. However, in January its possible that you will encounter outlier conditions such as a major snow storm. There is no guarantee against that, and no safety margin will be truly "safe", even if you fly in the day before. While it's not likely to be that bad, it can happen. ...


19

Heavy traffic in busy cities is normal. It would be similar if you were trying to get in and out of NYC or Boston or San Francisco at this hour. Is this news? The smarter way is a perfectly nice train that runs from O'Hare to downtown Chicago straight shot: $5. It'll let you off blocks from anywhere in the Loop, or you can get an Uber at that point. ...


16

TL;DR: While it probably would be possible for you to get downtown, see one or two things and get back, I would recommend settling in with a good book/iPad/kindle and get some movie watching/reading done. O'Hare is a terrible place to get in and out of. I imagine I'll leave the airport by 9, and should be back by 11:30. Is this reasonable? Assuming ...


15

Yes you will have to collect and recheck baggage. You will go through US Customs and Border Protection too. Step 1 : Arrive at O'Hare International Terminal 5 Step 2 : Proceed to Customs and Border Protection (CBP Processing Area - Immigration Inspection Step 3 : Claim Baggage Step 4 : Proceed to CBP Processing Area - Customs and Agriculture Inspections ...


13

Most US airports have no concept of "transit" and no "airside" where you can make your connection. You land, clear US customs, and then can go wherever you like, whether that's just over to another terminal to catch your plane, or out into the city to explore. So if you have the paperwork to enable the connection, then you almost certainly have the paperwork ...


13

Assuming you arrive in the domestic terminal and leave from the international one, I would first go over there and try to check in early, just to get that out of the way. It is always risky to leave the airport and get into suburban traffic when you have to catch another flight, especially an international one. Your time is limited and I wouldn't spend too ...


13

Just flew that route a few weeks ago. No, you don't, you will go through US customs pre-clearance at YYZ (Toronto) and your bags will be checked through. Traveling in the opposite direction would be different. By the way, be sure to leave enough time at YYZ, it's been horrible recently, I left 2.5 hours for an 08:45 flight and it was not enough time to be ...


13

Normally, when entering the US (anyone making a connection still needs to enter the US), you need to collect the baggage, go through customs and re-check the baggage on the connections belt. However, you will enter the US at Toronto (rather than Chicago), and thus already be customs-cleared on arrival in Chicago, whereby you'll end up directly in the ...


13

TLDR: Doomed. Edit follows. The fatal flaw in your plan is less the airplane than the train. Seriously? Amtrak running on time!? And then the Uber, when the train is late, your Uber is gone and you must schedule another one - more time lost! Er hold it... there's also baggage pick-up at Amtrak. Not instantaneous. To say nothing of traffic. "off-...


12

As you're going from Terminal 5 to Terminal 1 you will need to re-clear security, and your duty free liquids will not be allowed through regardless of how they are packaged. Normally the solution to this would be to put the duty free in your checked luggage after clearing customs, but given that you're on a "pre-cleared" flight you are correct in that your ...


11

I have arrived at Chicago O'Hare (ORD) on international flights before. After landing at ORD, passengers deplane and enter a international arrivals terminal. There are no amenities in this terminal other than bathrooms/restrooms. Instead you are expected to move through the terminal toward the US Custom and Border Protection (CBP) checkpoint. You will need ...


10

Assuming you are on a single itinerary (given that you have mentioned codeshare flights), your luggage will be tagged to your final destination, Cincinnati. What this means in practice is that you will not need to collect and recheck your luggage in London. However, you will need to collect it and recheck in Chicago. When you first arrive in the US, you ...


10

Your thought seems to be that your group will wait at one of the numerous restaurants, cafes or seating areas universally found in airports, then your entire group goes through Customs together. First, it's a lot faster to get your 9 stragglers through Immigration and Customs than your whole brood. Any one of them can have a "problem" with a multi-hour ...


9

If your port of entry is ORD then that is where you will go through clearing customs irrespective of you having a connecting flight or not. Once you collect your bags and clear your customs check you are free to go wherever you want to go.


8

You normally should be able to make your connection in Chicago with about an hour, so with 1:50, you have plenty. However, there is always a chance that your flight is late, or the lines are longer than usual, or something else happening, so you cannot avoid a small chance of not making the connection. Typically, the airline will rebook you on a later ...


8

Normally for a flight into the US - even a connecting flight - you would need to collect your bags at the first point of entry into the US (ie, Chicago), clear immigration/customs, re-check your bags, go through security, and then to your gate. However there are a few exceptions to this, and yours is one. Passengers coming from most airports in Canada (...


7

I use those Admirals' Clubs regularly. They are OK. The food and drinks options are poor, but the showers are pretty nice. There are also some comfortable chairs which recline, which might be good for sleeping, although they can go quickly. The quiet rooms generally are quiet, but they don't contain the reclining chairs (from memory). It costs $50 for a day ...


7

It's hard to find good info on spots in the airport, but Foursquare does mention: New privacy station with nice seats and power (free) near Johnny Rockets between T1 & T2 if you're looking for a place to nap and recharge (pun intended), this may be it. Apparently, several of the departure gates also include arm-less benches (airport sleepers' ...


7

I've not slept in this airport, so I can't give you personal information. Nevertheless there is a site called "Sleep in Airports" that gives general information about sleeping in almost any airport. About Chicago O'Hare, this page says that you can sleep in a lounge for US$40-50, there are 3 hotels and if you are looking for a free nap you have some reviews ...


7

This news report says that "The routes being cut where Spirit is the only operator are flights from Dallas/Fort Worth and Chicago O’Hare to Oakland." So it appears that Spirit is withdrawing the route.


7

A little research shows that, yes, January is the snowiest month (sort of like asking if one should expect rain in Seattle) with O'Hare Airport having 28.5 snowy days a year. In January, it snows, on average, 8 days during the month, for a total of just under 11 inches/27 centimetres. Most of those days, the snowfall is about 1 inch (2.5 cm), occasionally ...


6

You've got so much time between your flights that you're likely to spend almost the entire time bored out of your mind. Your PIT-ORD segment historically arrives early, even when it leaves late, because it's scheduled as a 2 hour flight but actually takes about 1:15. So, you'll generally arrive in Chicago around (or even well before) 9:00 am for your 1:05 ...


6

Today, for leaving April 29 and returning May 3: The quickest is a CVG-ORD flight, which is $452 round trip. Cheaper is Amtrak, which starts at $98 round trip. In both directions this train runs overnight. Cheaper still is Megabus, which will be $44 round trip if you buy right this minute, and will go up if you wait. (And thanks to Karlson for the ...


6

Your itinerary is: ASQ4301 CAE-ORD ASQ4328 ORD-LNK Looking at these flights on FlightAware, we can see that 4301 often arrives early, though occasionally it's late, and once in the last 10 days it was several hours late. Flight 4328 appears to have departed on time exactly once in the last 10 days. This suggests that your layover at ORD is likely to be ...


6

We can only speculate. Sometimes bags don't get taken where they are supposed to go, because they get forgotten, put in a dusty corner, mixed in with bags of a different priority, or any number of reasons. Sometimes tags get separated from bags, so then airline staff have to identify whose bag it is and try to figure out where it was supposed to go. ...


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