£280 Find Cheap Flights from Sheffield to Chicago – Compare and Save

From Chicago O’Hare Airport, you can get to the city on the Blue Line train, which runs 24h a day. This takes about 45min and costs about $5 (£3.60). From Chicago Midway Airport, you can also get the train via the Orange Line, which takes approximately 25min and costs about $2.50 (£1.80). You can also get taxis from the front of both terminal buildings, costing about $40 (£29) from O’Hare Airport and taking about 25min, or approximately $35 (£25) and around 20min from Midway Airport.

Unfortunately, there are currently no direct flights between the two cities, but there are plenty of options that require only one change. You can get indirect flights with one change to both Chicago O’Hare Airport and Chicago Midway Airport, meaning you can choose where you prefer to land. However, there are far more flight options to Chicago O’Hare Airport, and these also tend to be cheaper, so this airport will probably be a better option for most.

Yes, from only £4 per person, you can pre-book your security Fast Track service so that you don’t have to waste time once you arrive at Manchester Airport. Make sure you book your time-slot at least 1h in advance of arriving at the airport to enjoy a seamless journey through the security checks. There are a limited number of these available per hour, so it’s best to book as early as you can.

Yes, should you want to stay the night before your flight, whether it’s because the flight leaves early or just because you don’t want to be in a rush, there are plenty of options available. You can stay in a hotel, such as the Airport Inn or Crowne Plaza, which are both only a short walk from the terminal building and offer accommodation for all budgets.

Four cabin classes are available on flights from Sheffield to Chicago O'Hare Intl Airport:

• Economy class
• Premium Economy Class
• Business Class
• First Class

Prices vary by airline.

One-stop flights from Sheffield to Chicago O'Hare Intl Airport most commonly connect through:

• Dublin (DUB) – 57% of one-stop connections
• Reykjavik Keflavik Intl (KEF) – 14% of one-stop connections
• Kastrup Copenhagen (CPH) – 10% of one-stop connections
• London Heathrow (LHR) – 9% of one-stop connections

Dublin (DUB) handles the largest share of one-stop connections on this route.

Yes. Being flexible with your travel dates can save you up to 16% on the Sheffield to Chicago O'Hare Intl Airport route. Wednesday is the cheapest departure day at £627 return on average, while Sunday is the most expensive at £745, a difference of £118. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

Some of the most popular sights in Chicago O'Hare Intl Airport are Grant Park, Magnificent Mile, and United Center. These are among the most viewed places in Chicago O'Hare Intl Airport on KAYAK.

Last-minute fares on this route (booked within 2 weeks of departure) run 3% above the route average of £655. Book 17 weeks before departure for the lowest fares.

A direct flight from Sheffield to Chicago O'Hare Intl Airport takes 0h 00m, covering 3,842 miles.

Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

Yes. Based on fares seen in the past 5 days, return flight prices on this route showed a wide range, from about £508 to £4,984. That means the highest observed fare was about 10x higher than the lowest one.

One-way fares from Sheffield to Chicago O'Hare Intl Airport are currently lower than usual. Average one-way flight prices are about £508, which is 7% below the typical average for this route.

Flying via Reykjavik Keflavik Intl (KEF) gives the shortest average 1-stop total travel time of 10h 55m, compared to 11h 03m via Dublin (DUB) and 11h 11m via Brussels Bruxelles-National (BRU).

Chicago O'Hare Intl Airport is 6 hours behind Sheffield (Central Time vs British Time). Plan for the time shift when scheduling connections or first-day activities.

Chicago O'Hare Intl Airport (ORD) hosts 5 major car hire companies, with daily rates starting from around £13 for economy cars. Top options include:
· Routes Car & Truck Rentals
· Europcar
· Hertz
· Dollar
· Ace

Return flights from Sheffield to Chicago O'Hare Intl Airport range from £535 to £784, with an average of £655 over the past 12 months. Anything below £535 counts as a good deal.