$144 Cheap flights to Crawford County

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Top places to visit in Crawford County

A calm river reflecting autumn foliage, surrounded by hills.
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Prairie Du Chien

Prairie Du Chien

Cheap flights to Crawford County from $144 One Way, $277 Round Trip

$277 return flights and $144 one-way flights to Crawford County were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Sep 24 - Sun, Sep 27
ORD
Chicago
ALO
Waterloo
$277 Roundtrip, found 5 days ago
$277
Roundtrip
found 5 days ago
Select American Airlines flight, departing Thu, Sep 24 from Chicago to Waterloo, returning Sun, Sep 27, priced at $277 found 5 days ago
Sat, Jan 2 - Sun, Jan 3
ORD
Chicago
MSN
Madison
$289 Roundtrip, found 2 days ago
$289
Roundtrip
found 2 days ago
Select United flight, departing Sat, Jan 2 from Chicago to Madison, returning Sun, Jan 3, priced at $289 found 2 days ago
Sat, Oct 10 - Mon, Oct 12
ORD
Chicago
MSN
Madison
$293 Roundtrip, found 3 days ago
$293
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Oct 10 from Chicago to Madison, returning Mon, Oct 12, priced at $293 found 3 days ago
Wed, Nov 25 - Sun, Nov 29
ORD
Chicago
LSE
La Crosse
$294 Roundtrip, found 2 days ago
$294
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Nov 25 from Chicago to La Crosse, returning Sun, Nov 29, priced at $294 found 2 days ago
Wed, Dec 2 - Sun, Dec 6
MQT
Marquette
MSN
Madison
$298 Roundtrip, found 3 days ago
$298
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Dec 2 from Marquette to Madison, returning Sun, Dec 6, priced at $298 found 3 days ago
Wed, Nov 25 - Sat, Nov 28
ORD
Chicago
MSN
Madison
$302 Roundtrip, found 3 days ago
$302
Roundtrip
found 3 days ago
Select United flight, departing Wed, Nov 25 from Chicago to Madison, returning Sat, Nov 28, priced at $302 found 3 days ago
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Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
DENMadisonSeptember 27 to October 1$365
EWRMadisonSeptember 26 to September 29$429
LAXMadisonSeptember 27 to October 1$517
DENLa CrosseSeptember 25 to September 27$567
EWRRochesterSeptember 27 to September 28$776
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Crawford County Accommodation Deals

Waterfront Hotel

Waterfront Hotel

3 out of 5
113 S Main St Prairie Du Chien WI
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $150 total per night from Oct 4 to Oct 5
$150 total
Oct 4 - Oct 5
Total with taxes and fees
Stay at this hotel in Prairie Du Chien. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. ...
Opens in a new windowWaterfront Hotel
Quality Inn & Suites Prairie Du Chien

Quality Inn & Suites Prairie Du Chien

2.5 out of 5
37268 US Highway 18 Prairie Du Chien WI
Fully refundable
$71 nightly
The price is $78 total per night from Oct 4 to Oct 5
$78 total
Oct 4 - Oct 5
Total with taxes and fees
Book a stay at this business-friendly hotel in Prairie Du Chien. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Opens in a new windowQuality Inn & Suites Prairie Du Chien
Windsor Place Inn

Windsor Place Inn

2 out of 5
1936 Marquette Road South Prairie Du Chien WI
Fully refundableReserve now, pay when you stay
$66 nightly
The price is $73 total per night from Sep 20 to Sep 21
$73 total
Sep 20 - Sep 21
Total with taxes and fees
Book a stay at this business-friendly hotel in Prairie Du Chien. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Opens in a new windowWindsor Place Inn
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AmericInn by Wyndham Prairie du Chien

AmericInn by Wyndham Prairie du Chien

3 out of 5
37502 Us Highway 35 And 18 S Prairie Du Chien WI
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $84 total per night from Oct 4 to Oct 5
$84 total
Oct 4 - Oct 5
Total with taxes and fees
Book a stay at this business-friendly hotel in Prairie Du Chien. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (669 reviews)
"Room was definitely older, door knob was falling off of bathroom door, screws falling out of door latch. Definitely not what we are used to staying at. Chair was stained. Room smelt like smoke even though it was non smoking. Very run down compared to the online pictures"

Reviewed on Sep 18, 2026

Opens in a new windowAmericInn by Wyndham Prairie du Chien
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Need a Car For After Your Flight?

Special

Choice of Supplier
  • 5 people
  • Unlimited mileage
Schiller Park, Illinois, USA
Choice of Supplier

$22

$96 total
found 3 days ago
Special Choice of Supplier

Midsize

Toyato Corolla
  • 5 people
  • Unlimited mileage
Schiller Park, Illinois, USA
Toyato Corolla

$22

$96 total
found 3 days ago
Midsize Toyato Corolla

Standard

Kia Forte
  • 5 people
  • Unlimited mileage
Schiller Park, Illinois, USA
Kia Forte

$23

$98 total
found 3 days ago
Standard Kia Forte

Compact SUV

Kia Seltos
  • 5 people
  • Unlimited mileage
Schiller Park, Illinois, USA
Kia Seltos

$25

$103 total
found 3 days ago
Compact SUV Kia Seltos
Lowest prices found within the past 3 days. Prices and availability subject to change. Additional terms may apply.

Crawford County

Snag some “suite” deals when you add cheap hotel rooms to Crawford County flights at Orbitz. You can score tickets to ballgames, concerts and other activities while planning your low fare flights. For non-stop air tickets or planned layovers, Orbitz is your discount travel resource.

Budget Prices, Luxury Life

Find mobile-only bargains on your home away from home with Orbitz cutting-edge mobile tools. Search domestic and international hotels at Orbitz On the Go. Find free travel planning apps for your iPhone, Android or iPad. You’ll always get our guaranteed low prices on your favorite hotels and flights to Crawford County.

Fun for All

While shopping Orbitz sales on Crawford County flights, remember to throw in some fun. Ticket sales for music, theatre, sports and more can be found on the Activities page. Just tell us what you want to do, and Orbitz will save your seat.

Non-Stop or Stop and Visit

Will you be flying round-trip or one-way? Going directly from Point A to Point B? Maybe you’d like to have dinner with family and friends along the way. Whether you need non-stop flights to {destination.name} or lowest cost layovers on Crawford County flights, you will always find the best air travel prices at Orbitz.

All in One

Now you can custom design the perfect travel package with Orbitz and save more when booking your flights to Crawford County. Do you have a favorite airline, hotel or car rental company? Every page at Orbitz gives you complete freedom to create your travel plans according to your unique wants and needs. Orbitz is designed to meet your discount travel planning needs completely and conveniently.

Frequently asked questions

How much is a flight to Crawford County?
Return flights to Crawford County this week ranged between $277 and $776. If you were flying one-way out of Chicago (ORD), you could have bagged prices from as low as $144.
How to book the cheapest flight to Crawford County?
Landing cheap flights to Crawford County is as simple as booking your ticket with Orbitz. But if you want to make sure you're grabbing the best flight deals around, here are some suggestions to follow:

  • Consider departing from or arriving at other airports to save on your flight. Enter your preferred departure and arrival airports in the form fields, then choose the 'Nearby airports' function below. It will list the available options.
  • If your plans aren't set in concrete, click on the 'Show flexible dates' link to see the flight deals for alternative departure dates. Go with any suitable cheaper fare that pops up.
  • You can also use the 'Show options' link to filter results for your preferred airline, seating class, and nonstop and refundable flights. Under 'Sort & Filter' to the left, you can even pick the time of day you'd prefer to fly.
  • Book your fare as soon as you've decided on your travel dates. While you can get lucky now and then, airfares rarely drop in price as your date of departure gets closer.
  • Combine your hotels, flights and car rental into a money-saving package deal. Save your hard-earned dollars for things you're really excited about, like exploring Crawford County.
  • Don't travel during peak seasons if you can. By steering clear of summer and school vacations, you can save plenty on your airfares.

What is the best time to book a flight to Crawford County?
Generally speaking, the cheapest time to purchase your airfare is January. This is followed by February and August. When seeking a cheap flight to Crawford County, be ready to book. Cheap deals pop up in an instant and don't wait around!
What day of the week is the cheapest to book a flight to Crawford County?
Typically, Tuesdays, Wednesdays and Saturdays are the cheapest days to book a flight to Crawford County. If you're looking for the best airfares, search across those days and you just might score yourself a great flight deal.
What is the cheapest day of the week to fly to Crawford County?
If you're chasing cheap flights to Crawford County, depart earlier in the week. Orbitz data from 2020 shows Monday is the most affordable day to travel, followed by Tuesday. Saturday is the most expensive, so avoid flying on this day and do your bank account a favor.
What is the cheapest month to fly to Crawford County?
We won't keep you in suspense — based on Orbitz data, August is generally the cheapest month to fly. Perfect for those who want to sneak in a weekend getaway or just an escape from it all before the weather turns. The least affordable time to fly is in the middle of summer, with ticket prices peaking in June.
Which airlines allow free cancellation?
If you're concerned your travel plans could change, Orbitz will help you lock in a flexible fare. All you have to do is choose "Filter by flexible change policies" when searching for your Crawford County flights. We'll show you all the airlines that include free cancellation and no change fees — in addition to our awesome low prices.
What do I need for the flight to Crawford County?
Flying doesn't have to be a drag. In fact it can be a joy if you're well prepared! Make your trip a total breeze with these helpful tips:

  • Whether you print it out beforehand or use an electronic one, you'll need your boarding pass to walk on to the plane. You'll also need some form of government-issued ID. If you're traveling internationally, make sure your passport is valid and you've looked into visa requirements.
  • Make time fly by even faster on your short hop by packing the right gear. Think snacks, a water bottle and entertainment. If you want your journey to Crawford County to pass peacefully, throw some headphones or earplugs into your bag too.
  • Even if you're traveling when it's blistering hot, bring a sweater or cardigan on board with you. Airplane cabins can get downright chilly.

How do I get cheap first-class/business deals to Crawford County?
There are ways of booking first or business-class tickets to Crawford County that won't burn through your savings. Snap up a seat at the front of the plane for less with these practical tips:

  • Be flexible with your travel dates and hold out for sales on first or business-class airfares.
  • Budget airlines offer business-class seats at affordable prices. Skip the full-service carriers and fly with one these cheaper options.
  • Bid for an upgrade in online auctions (if available) or upgrade your seat with frequent flyer loyalty programs.

What is the best time to go to Crawford County?
Anytime is a fantastic time to experience Crawford County, though May, August and September are the busiest months. As with most places in the Northern Hemisphere, the summer season commences June 20. If you'd rather get around in a lightweight top than a heavy winter coat, this time of the year may be ideal for you. Expect average daytime highs of 75 ºF and nighttime lows around 60 ºF.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.