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Find cheap flights to Oconomowoc from $27

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Oconomowoc departing on 9/13. 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
0 bags
Wed 7/10
Wed 7/17

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Low season

January

High season

June

Cheapest flight

$27
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 14% increase in price.
Flight from Boston to Chicago O'Hare Airport

FAQs - booking Oconomowoc flights

  • How long is the flight to Oconomowoc?

    Flights from Seattle4h 18m
    Flights from New York2h 26m
    Flights from San Francisco4h 29m
    Flights from Boston2h 40m
    Flights from Los Angeles4h 17m
  • What is the cheapest flight to Chicago O'Hare Airport?

    In the last 3 days, the lowest price for a flight to Chicago O'Hare Airport was $27 for a one-way ticket from Boston and $31 for a round-trip. The most popular route searched for by our users was for flights from Los Angeles to Chicago O'Hare Airport and the best round-trip deal found in the last 3 days was $96.

  • Which airlines fly to Chicago O'Hare Airport?

    Airlines flying the most to Chicago O'Hare Airport from United States are United Airlines, American Airlines and Delta. See the amount of flights per week for popular airlines flying to Chicago O'Hare Airport.

  • How to fly to Oconomowoc?

    You cannot fly directly to Oconomowoc. KAYAK recommends you fly to Chicago O'Hare Intl (ORD) (83.82 miles from Oconomowoc). From there you can rent a car or get a taxi.

  • What airports are near Oconomowoc?

    The closest airport is Milwaukee-Mitchell (MKE) (32.47 mi). Other nearby airports are Madison Truax Field (MSN) (42.06 mi), Chicago Greater Rockford (RFD) (69.8 mi), Appleton Intl (ATW) (79.1 mi) or Chicago O'Hare Intl (ORD) (83.82 mi). KAYAK recommends you fly to Chicago O'Hare Intl.

  • How far is Chicago O'Hare Airport from central Chicago?

    Chicago O'Hare Airport is 16 miles from the center of Chicago.

  • How does KAYAK find such low prices on flights to Oconomowoc?

    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 to Oconomowoc.

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

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

  • What is the Hacker Fare option on flights to Oconomowoc?

    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 to Oconomowoc 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 to Oconomowoc?

    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 to Oconomowoc 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 cheap flights to Oconomowoc

  • There is no major airport in Oconomowoc. It is instead served by Chicago O'Hare Intl Airport.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Oconomowoc flight deals.

Top 5 airlines flying to Oconomowoc

Need help choosing which airline to fly with from the United States to Oconomowoc? 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
DeltaOverall score based on 10295 reviews
8.2Boarding
8.6Crew
8.0Entertainment
7.9Comfort
7.4Food
Airline reviews

3 hours late and all they have is was a $12 meal voucher. That’s not even enough to cover fast food.

2.0 MediocreCraig, Jun 2024CVG - LGA
Read more about Delta reviews

3 hours late and all they have is was a $12 meal voucher. That’s not even enough to cover fast food.

Among the poorest flights I’ve had with Delta in a while. Entertainment system failed completely on a 7.5 hr flight. Crew seemed distracted and not the normal friendly crew. Flight overbooked it seemed… very crowded.

If I can, I always fly Delta. I’ve found their service to always be reliable and pleasant.

You could have not cancelled the flight (AA, which I will be flying from now on) left for BOS despite the fictitious weather issues (that no one in my Boston family could see). You could have rebooked my direct flight to another direct flight instead of sending me though JFK, the worst US airport after O’Hara You could have rebooked me on a Main Cabin seat (like the one I paid for in my original ticket instead of putting me a the last row on JFK->BOS leg, pocketing the difference in ticket price But I do not really care whether you will ever do that in a future because in a future neither I nor anyone from my company (unless they pay out of pocket) nor an of my clients and partners (if they heed my advice) will ever be caught dead on any of Delta flights

Really bad baggage handling. Had my Rimowa bag badly damaged at the latches.

It was pretty good I was worried with the short Layover that I might not catch my connection but the gate was there

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

There was plenty of overhead room but half of the passengers were told they had to check their carryon bags. My partner and I checked in as early as possible and our seats were split across the aisle.

Friendly flight attendants. Comfort plus seats were very comfortable and had lots of leg room. 10A and 10 B.

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

It is a modern tragedy that any airline expects you to travel for 14 hours in such discomfort and that the only way to add comfort is exorbitant prices. I was in pain by the time we landed. Shameful.

Original plane sidelined. Had to wait an hour for replacement.

Crew was very cooperative and professional. Passenger's first checked in bag should be free.

No real agent onsite helping you for missing luggage there. Not like the other airline next to UA desk, they have staff attending in their desk assisting answer/helping luggage issue, even after midnight.

Horrible, the flights kept delaying, so it is obvious that we won't be able to make it to the next connection. No easier/real agent on site to help you figure this out. UA agent on other counters refuse to assist you and direct us to use the QR code/call customer service. So inefficient and poor. While technology seems convenient, but it's not the best interest/experience for customers need help while there is active issue need assistance.

After the morning frenzy of 35 min wait through CLT security at 4;30 AM, it was nice to have a smooth pleasant boarding experience. This 6:30 AM flight was not full. We were able to get seated swiftly and took off promptly. Nice touch they distributed the old fashioned headsets with 8 mm jacks. Snacks were decent and arrival was uneventful.

My window shade didn’t work. So I missed coming into my city. ☹️

Flight was delayed in the gate by 5 hours and ultimately cancelled- rebooking service by United agents was terrible

Flight was delayed due to the late arrival of the catering truck, which is quite unacceptable. There was a beverage service, but no pretzel, or cookie, or nuts were served in coach.

Not worth the price of premium class ticket paid, felt more like steerage.

This is by far the worst experience I have had with American Airlines. The start of this trip was a complete disaster. I purposely planned my trip so that I would weather any delays so that I could make very important meeting at the Pentagon. My flight was cancelled because of maintenance and I was put on the first flight the next day but I was late to the meeting. After a long week at the Pentagon I just wanted to go home and my flight home which was early in the day was delayed. Eventually the flight was delayed until the next day. I was not authorized a hotel room because DCA was my point of origin. So I paid for a hotel out of pocket. The flight this morning was boarded then deplaned because the aircraft was hot. The flow of information was not happening in DCA and made it worse when the news was bad. I am going to take a break from American for my next few military flights. Hopefully whatever has been going on with American Airlines will be resolved.

We had a 2 hour delay. The seats were smaller than most other airlines. The person in front of us wanted to lay back and we had to stop her because she was pressing against my girlfriend’s legs. We had to ask her to sit up and not lay back due to the lack of room.

Everything was fine once we actually got on our flight. It was more then annoying they canceled (delayed) our flight. We lost out on a day of our trip along with money on our stay. Plus we had to book another hotel. So expensive.

This flight was canceled and delayed several times without explanation. The plane was freezing cold and no wifi for messaging. Getting off the plane was terribly unorganized and felt like it took forever….

The flight was delayed several times without explanation. The seats were terribly uncomfortable and wifi isn’t included. All these make for a less than ideal flight.

The flights was delayed by hours and it was the firmest landing I have experienced in my life. My back is still sore.

Internet service was erratic. Crew service was poor and slow. My luggage on this non-stop flight was lost and not recovered

Terrible. I didn’t fly and I had an important meeting the next day.

Equipment swap led to 2+ hour delay on international flight. And to top it off, boarding took forever.

Wretched scheduling - they got themselves into a critical crew situation and didn’t try to address it until 15 minutes before they had to cancel my flight

Flight was canceled less than 6 hours before takeoff, rebooked on a flight that was twice as long and left earlier so we couldn’t make it, when using text support option took over 2 hours to speak with someone.

Not enough help at airport during boarding process. Flight was delayed. Overall WORST flying experience I’ve ever had. Will NEVER FLT SPIRIT AGAIN

Terrible legroom, seats do not recline, tray table the size of an iPhone, delayed flight, have to pay 5$ to get a cup of water onboard.

Could have TV/Movie and some water ou soda free

Flight was good and clean but delayed over an hour on the return flight.

The non stop flight and able to go into Atlantic City airport. They could lower the prices. It starts out low but then if you want to bring luggage and pick your seat the price goes up quite a bit.

Flight got diwngraded last minute and left us stranded. I was told I’ll be given credit for my luggage and seat upgrades but haven’t got anything yet

We can’t predict circumstances like this ahead of time, but I give your staff a hats off for immediately giving us updated informations.

It was nice! There was a very unhappy child in front of us and the flight attendant did a great job calming the child. I was impressed.

The plane was not on time for boarding or departure or arrivals.

8 hr delay. had to buy another ticket with another airline

Four and a half hour delay in total. What frustrates me most is the poor communication and disorganization.

I appreciated the upgrade to free cary-on bag and seat selection at no charge

FRONTIER SUCKS! The agent downstairs tricked me into booking, just to get to the gate. At the gate, they told me they couldn't help. I then called Customer Service. They and the gate attendants kept blaming each other. Neither side was willing to help the customer.

The agent at check-in was strident, unwelcoming, and condescending to customers ahead of me.

Flight was delay 9hrs and nothing was provided at airport, had to go and get a room to sleep in, paid for Uber back and fort with no offers until we landed back home a 1hr later for a $75 voucher for a future flight.

Didn't like anything..entire crew was very rude to everyone on the flight. Plane old and the trays fall down on you the while time you're flying. Charged more for a carry on bag than for the plane ticket itself. Did make it from point a to point b, but worth the extra money to fly with another airline

9 hours of delay!! Was not able to check my luggage that I paid for!!!

It was delayed 9 hours for operational reasons, despite the plane arriving to the airport on time.

I am very disappointed with Frontier Airlines. They cancelled our flight because they couldn't find a crew member, and then didn't get us to our connecting flight. We had to cancel our whole vacation. We were promised flight and hotel vouchers, but they never sent them.

Book Cheap Oconomowoc Plane Tickets

Recent round-trip flight deals

8/27Tue
nonstopSpirit Airlines
2h 53mBOS-ORD
9/10Tue
nonstopSpirit Airlines
2h 28mORD-BOS
$31
8/27Tue
nonstopSpirit Airlines
2h 53mBOS-ORD
9/10Tue
nonstopSpirit Airlines
2h 28mORD-BOS
$33
7/30Tue
nonstopFrontier
2h 34mDFW-ORD
8/29Thu
nonstopFrontier
2h 37mORD-DFW
$75
8/10Sat
nonstopFrontier
2h 38mDFW-ORD
8/13Tue
nonstopFrontier
2h 37mORD-DFW
$78
10/5Sat
nonstopAmerican Airlines
2h 15mBWI-ORD
10/7Mon
nonstopAmerican Airlines
2h 00mORD-BWI
$118
8/7Wed
nonstopAmerican Airlines
2h 39mLGA-ORD
8/14Wed
nonstopAmerican Airlines
2h 02mORD-LGA
$127
7/1Mon
nonstopUnited Airlines
2h 11mBWI-ORD
7/5Fri
nonstopUnited Airlines
1h 54mORD-BWI
$135
9/10Tue
nonstopUnited Airlines
4h 08mSFO-ORD
9/11Wed
nonstopUnited Airlines
4h 36mORD-SFO
$146
8/20Tue
nonstopDelta
2h 54mLGA-ORD
8/26Mon
nonstopDelta
2h 19mORD-LGA
$147
8/7Wed
nonstopDelta
3h 55mSEA-ORD
8/13Tue
nonstopDelta
4h 25mORD-SEA
$149

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Recent one-way flight deals

9/13Fri
nonstopSpirit Airlines
2h 52mBOS-ORD
$27
9/10Tue
nonstopSpirit Airlines
2h 39mLGA-ORD
$29
8/15Thu
nonstopFrontier
2h 41mDFW-ORD
$30
6/25Tue
nonstopFrontier
2h 23mDFW-ORD
$39
8/28Wed
nonstopAmerican Airlines
2h 14mBWI-ORD
$59
8/14Wed
nonstopUnited Airlines
2h 37mEWR-ORD
$60
8/7Wed
nonstopAmerican Airlines
2h 28mDFW-ORD
$60
8/14Wed
nonstopDelta
2h 54mLGA-ORD
$64
7/3Wed
nonstopUnited Airlines
2h 11mBWI-ORD
$74
9/11Wed
nonstopDelta
3h 59mSEA-ORD
$75

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Last minute flights to Oconomowoc

Last minute flight, train and bus deals

6/15Sat
multi-stopFrontier
4h 50mDFW-ORD
6/17Mon
multi-stopFrontier
4h 51mORD-DFW
$118
6/15Sat
multi-stopFrontier
4h 50mDFW-ORD
6/22Sat
multi-stopFrontier
17h 11mORD-DFW
$128
6/13Thu
multi-stopSpirit Airlines
23h 28mLGA-ORD
6/18Tue
nonstopSpirit Airlines
2h 18mORD-LGA
$143
6/15Sat
nonstopSpirit Airlines
2h 54mBOS-ORD
6/20Thu
nonstopSpirit Airlines
2h 28mORD-BOS
$148
6/15Sat
nonstopAmerican Airlines
2h 56mBOS-ORD
6/16Sun
nonstopAmerican Airlines
2h 26mORD-BOS
$187
6/15Sat
nonstopDelta
2h 55mLGA-ORD
6/17Mon
nonstopDelta
2h 24mORD-LGA
$207
6/15Sat
nonstopAmerican Airlines
2h 56mBOS-ORD
6/16Sun
multi-stopAmerican Airlines
4h 05mORD-BOS
$219
6/13Thu
nonstopDelta
2h 57mBOS-ORD
6/16Sun
nonstopDelta
2h 28mORD-BOS
$262
6/11Tue
nonstopUnited Airlines
2h 35mEWR-ORD
7/17Wed
nonstopUnited Airlines
2h 22mORD-EWR
$308
6/11Tue
nonstopUnited Airlines
2h 35mEWR-ORD
7/1Mon
nonstopUnited Airlines
2h 23mORD-EWR
$324

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Flights to Oconomowoc