Cheap Flights from Oshkosh (OSH) to Chicago (ORD)

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Frequently asked questions

Is it cheaper to buy a plane ticket from OSH to O'Hare Intl. Airport (ORD) last minute?
Booking your flight from OSH to O'Hare Airport at the last minute could save you a tidy sum if you luck out and find a real steal. However, airfares usually don't drop in price as the departure date nears. If you wait, flights could also be booked out or the best seats gone (because no one wants the middle seat). If you'd rather not hedge your bets, book well ahead of when you want to leave. In fact, Expedia has some of the biggest deals up to 12 months in advance. If your favorite carrier hasn't released tickets yet, check back regularly as offers are updated on Expedia all the time.
What airports do you fly into for Chicago from Oshkosh?
From Oshkosh, you can journey to Chicago through O'Hare Intl. Airport (ORD), Midway Intl. Airport (MDW) and Lewis University Airport (LOT). Be sure to check which terminal is best for you before you make a decision. If you go with O'Hare Intl. Airport (ORD), it's around 26 kilometers northwest of the city center. Use the money you save when booking your journey with Expedia to visit the city's well-known attractions, such as Wrigley Field and Millennium Park.
Can I change the date of my flight from OSH to ORD?
It's a piece of cake to make amendments to your OSH to ORD journey yourself. Just go to the Expedia Trips portal and select "change flight." Search for new flights and choose the one that works best with your plans. You'll get an estimate of the extra charges, if applicable. You can also find your way to our Customer Service portal to chat to our Virtual Agent and quickly get answers to your questions.

Travel information

Travel information

Origin airport
Wittman Regional
Destination airport
O'Hare Intl.
Distance
229 km

Book with confidence

Book with confidence

Oshkosh to Chicago Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Oshkosh to Chicago offer the perfect respite. Not only does exploring Chicago provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from Oshkosh to Chicago may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from to today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of Chicago are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Chicago more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Chicago is now!

Oshkosh to Chicago Flights

Explore a world of travel with Expedia

Explore a world of travel with Expedia