Cheap flights To Rosemont (CHI) from $29

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Cheap Flights to Rosemont from $29 One Way, $58 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sat, Jan 17 - Tue, Jan 27
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$58 Roundtrip, found 3 days ago
$58
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Jan 17 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Jan 27, priced at $58 found 3 days ago
Tue, Mar 10 - Wed, Mar 11
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$58 Roundtrip, found 2 days ago
$58
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Mar 10 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, Mar 11, priced at $58 found 2 days ago
Sat, Feb 14 - Sat, Feb 21
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$59 Roundtrip, found 7 hours ago
$59
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Sat, Feb 14 from Dallas-Fort Worth Intl. to Midway Intl., returning Sat, Feb 21, priced at $59 found 7 hours ago
Thu, Jan 15 - Sun, Jan 18
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$59 Roundtrip, found 20 hours ago
$59
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Thu, Jan 15 from Newark Liberty Intl. Airport to Midway Intl., returning Sun, Jan 18, priced at $59 found 20 hours ago
Tue, Jan 20 - Tue, Jan 20
LGA
LaGuardia
ORD
O'Hare Intl.
$63 Roundtrip, found 1 day ago
$63
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Jan 20 from LaGuardia to O'Hare Intl., returning Tue, Jan 20, priced at $63 found 1 day ago
Fri, Jan 30 - Mon, Feb 2
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$72 Roundtrip, just found
$72
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, Jan 30 from Newark Liberty Intl. Airport to O'Hare Intl., returning Mon, Feb 2, priced at $72 just found
Sat, Feb 14 - Mon, Feb 23
LGA
LaGuardia
ORD
O'Hare Intl.
$97 Roundtrip, found 1 hour ago
$97
Roundtrip
found 1 hour ago
Select United flight, departing Sat, Feb 14 from LaGuardia to O'Hare Intl., returning Mon, Feb 23, priced at $97 found 1 hour ago
Sat, Jan 24 - Sun, Jan 25
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$98 Roundtrip, just found
$98
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Jan 24 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Sun, Jan 25, priced at $98 just found
Mon, Feb 16 - Tue, Feb 24
LGA
LaGuardia
MDW
Midway Intl.
$121 Roundtrip, found 1 hour ago
$121
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Mon, Feb 16 from LaGuardia to Midway Intl., returning Tue, Feb 24, priced at $121 found 1 hour ago
Thu, Feb 12 - Thu, Feb 19
LGA
LaGuardia
RFD
Greater Rockford
$139 Roundtrip, found 2 hours ago
$139
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Thu, Feb 12 from LaGuardia to Greater Rockford, returning Thu, Feb 19, priced at $139 found 2 hours ago

Rosemont Flight Information

Traveling To
Rosemont
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Frontier Airlines, Spirit Airlines, Southwest Airlines, United, Delta, American Airlines
Flight Price
$58
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Rosemont economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Emily Hotel
4.0-star property

The Emily Hotel

Feb 3 - Feb 10

7 night stay

Los Angeles (LAX) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Los Angeles (LAX)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,264, price is now $750 per person
$750
per person
found 1 day ago
Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

Feb 3 - Feb 10

7 night stay

Los Angeles (LAX) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Los Angeles (LAX)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,308, price is now $764 per person
$764
per person
found 1 day ago
Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

Feb 3 - Feb 10

7 night stay

Los Angeles (LAX) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Los Angeles (LAX)

Frontier Airlines • Coach
Save 100% on your flight
Price was $2,178, price is now $1,420 per person
$1,420
per person
found 1 day ago
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Rosemont premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hilton Rosemont Chicago O'Hare
3.5-star property

Hilton Rosemont Chicago O'Hare

8.4/10 Very Good! (1,000 reviews)

Feb 3 - Feb 5

2 night stay

Miami (MIA) to Chicago (ORD)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $604, price is now $547 per person
$547
per person
found 23 hours ago
Good hotel close to airport, with free airport shuttle, 7-10 min away. Quite convenient

Reviewed on Nov 4, 2025

The Peninsula Chicago
5.0-star property

The Peninsula Chicago

9.8/10 Exceptional! (1,003 reviews)

Feb 3 - Feb 5

2 night stay

Miami (MIA) to Chicago (ORD)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $1,032, price is now $832 per person
$832
per person
found 23 hours ago
Everything was superb. The only “complaint “ I have, is that I paid for a city view room, but actually looked at the side of one building. Other than that, we lived the stay.

Reviewed on Oct 24, 2025

Hilton Chicago O'Hare Airport
4.0-star property

Hilton Chicago O'Hare Airport

8.2/10 Very Good! (2,158 reviews)

Feb 3 - Feb 5

2 night stay

Miami (MIA) to Chicago (ORD)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $821, price is now $728 per person
$728
per person
found 23 hours ago
Awesome hotel, an island of peace and calm and first class treatment in a sea of chaos at O'Hare airport. Staff, restaurant, services--worth every penny. Early departure? Stay here the night before. We did. Calmly woke up and walked to the terminal thru the underground walkways. Truly pleasant and memorable stay.

Reviewed on Nov 11, 2025

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Rosemont first class flight packages

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

9/10 Wonderful! (380 reviews)

Feb 12 - Feb 15

3 night stay

Los Angeles (LAX) to Chicago (ORD)

American Airlines • FirstClass

Chicago (ORD) to Los Angeles (LAX)

Delta • FirstClass
Price was $1,257, price is now $1,128 per person
$1,128
per person
found 16 hours ago
We always love staying here. Such great service and nice accommodations.

Reviewed on Nov 20, 2025

Hilton Grand Vacations Club Chicago Magnificent Mile
3.5-star property

Hilton Grand Vacations Club Chicago Magnificent Mile

9.2/10 Wonderful! (317 reviews)

Feb 12 - Feb 15

3 night stay

Los Angeles (LAX) to Chicago (ORD)

American Airlines • FirstClass

Chicago (ORD) to Los Angeles (LAX)

Delta • FirstClass
Price was $1,452, price is now $1,330 per person
$1,330
per person
found 16 hours ago
close to everything we will be staying here again on our next vacation to Chicago

Reviewed on Aug 31, 2024

Eurostars Magnificent Mile
4.0-star property

Eurostars Magnificent Mile

8.8/10 Excellent! (3,098 reviews)

Feb 12 - Feb 15

3 night stay

Los Angeles (LAX) to Chicago (ORD)

American Airlines • FirstClass

Chicago (ORD) to Los Angeles (LAX)

Delta • FirstClass
Price was $1,261, price is now $1,197 per person
$1,197
per person
found 16 hours ago
In convenient area either by walking or uber

Reviewed on Oct 18, 2025

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Rosemont

If you are looking for discount prices on flights to Rosemont then look no further than Orbitz. With some of the best deals available, cutting-edge technology, and great customer service, Orbitz makes booking Rosemont flights easy and affordable.

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By using Orbitz’s free apps for iPhone and Android, and an easy-to-use mobile browser at m.orbitz.com, booking flights to Rosemont has never been so convenient. Check for updates and alerts wherever you are, or manage your booking quickly. And we also offer mobile exclusive deals on hotels, so don’t delay—book right away.

The Complete Package

Orbitz makes it stress-free to book Rosemont flights, and we can also help you figure out the rest of your trip just as easily. If you need great deals on hotels and car rentals following your flights to Rosemont, just add the details to your booking and search for the cheapest deals out there. And why waste time lining up for admission to attractions and events? With Orbitz, you can book tickets in advance and waltz straight in.

Low Price Guarantee

Booking your Rosemont flights with Orbitz guarantees low prices every day, all day—no matter when and where you book. You will always find the best deals available, coupled with extra great savings and discounts for all around great value.

Frequently asked questions

Which airlines fly to Rosemont?
With 20 airlines to pick from, finding the ideal flight that matches your budget and travel dates should be a piece of cake. O'Hare Intl. Airport (ORD) is a major entry point to Rosemont and where you're likely to be disembarking. These top international carriers are ready when you are:

  • United Airlines - 612 flights to Rosemont per month
  • American Airlines - 339 flights to Rosemont per month
  • Air Canada - 190 flights to Rosemont per month

What is the best airport to fly to in Rosemont?
O'Hare Intl. Airport (ORD), around 2 miles southwest of central Rosemont, is one choice. Midway Intl. Airport (MDW) is another port of entry to this exciting city. Compare the flight deals to both airports, as well as which terminal is closer to where you're staying.
How much is a flight to Rosemont?
If you're looking at flights back and forth, airfares ranged from $58 to $139 this past week. The best price to travel one-way was $29, coming from Dallas (DFW).
How to book the cheapest flight to Rosemont?
With Orbitz, you'll uncover some of the most affordable flight deals around from a huge range of airlines. But if you'd like to improve your chances of nabbing cheap flights to Rosemont, here are some pointers to keep in mind:

  • Depending on your departure point, choose the 'Nearby airports' function (located under the departure and arrival form fields). Occasionally, alternative departure points work out cheaper.
  • If you're flexible with your plans, click on the 'Show flexible dates' link. It'll display the flight deals for the days before and after your chosen departure. Ticket prices often vary depending on what day it is.
  • You can also use the 'Show options' link to filter results for your preferred airline, seating class, nonstop flights and refundable flights. Under 'Sort & Filter' to the left, you can even pick the time of day you'd like to fly.
  • Once you've settled on your travel dates, don't delay booking your flight. Prices generally get dearer as the departure date gets closer.
  • Combine your flights, hotels and car rental into a value-for-money package deal. Save your dollars for things you're really excited about, like exploring every corner of Rosemont.
  • Flying during the busy season can mean costly airfares. Try to plan your trip outside of popular periods, such as Easter, Thanksgiving and school breaks.

How long is a flight to Rosemont?
The United States is big, so that depends on which airport you're departing from. To make vacation planning a bit easier, we've chosen three of the main routes to Rosemont and worked out their average flight times:

  • New York, NY (LGA-LaGuardia) to O'Hare Intl. Airport (ORD) - 2 hours and 40 minutes
  • Boston, MA (BOS-Logan Intl.) to O'Hare Intl. Airport (ORD) - 2 hours and 51 minutes
  • Washington, DC (DCA-Ronald Reagan Washington National) to O'Hare Intl. Airport (ORD) - 2 hours and 13 minutes

What is the best time to book a flight to Rosemont?
Book your seats to Rosemont in January. This is the perfect time of the year for bargain airfares, followed by February and August. Snap up cheap flights and enjoy your dream vacation with Orbitz.
What day of the week is the cheapest to book a flight to Rosemont?
Make a booking on a Tuesday, Wednesday or Saturday. Generally, these are the cheapest days of the week to purchase airfares to Rosemont. The vacation of your dreams starts with an impressive flight deal!
What is the cheapest day of the week to fly to Rosemont?
Consider flying early in the week to nab cheap flights to Rosemont. Orbitz data from 2020 shows Monday is typically the most affordable day to set off, followed by Tuesday. Saturdays were shown to have the most expensive ticket fares. This is possibly because most passengers choose to start their escape on a weekend.
What is the cheapest month to fly to Rosemont?
Consider flying during August if you're sticking to a budget. Orbitz data has found that it's generally the best month for cheap flights to Rosemont. June is when prices are at their most expensive.
Which airlines allow free cancellation?
We understand that plans change and flexibility matters. That's why you can easily search for flights that have free cancellation and no change fees on Orbitz. Simply click on "Filter by flexible change policies" and we'll find you fares with more flexibility than candy in a hot car!
What do I need for the flight to Rosemont?
Flying doesn't have to be a drag. In fact it can be fun with a little pre-planning! Make your flight a comfortable one with these handy tips:

  • Whether you print it out beforehand or use an electronic one, you'll need your boarding pass to step foot on the plane. You'll also need some kind of government-issued ID. If you're flying internationally, make sure your passport is valid and you've looked into visa requirements.
  • Take some activities to keep you entertained on your trip to Rosemont. Books, magazines and devices like tablets and e-readers should do the trick. Be sure to take a bottle of water as well. Even on short flights, it's important to stay hydrated.
  • Even if you're traveling when it's 90 degrees outside, carry a sweater or cardigan on board with you. Cabins are notorious for getting a bit chilly!

How many direct flights are there to Rosemont?
With roughly 2,332 direct flights every month, you'll be heading straight into Rosemont and embarking on a fantastic new adventure in no time at all. Some of the carriers that journey nonstop to Rosemont include United Airlines, American Airlines and Delta Air Lines. Southwest Airlines, Spirit Airlines and Air Canada are some other popular options.
How do I get cheap first-class/business deals to Rosemont?
Smart travelers have a talent for finding first or business-class flights to Rosemont without the steep price tag. You can do the same with these helpful hints:

  • Flexibility is important. By being open to a variety of travel dates, you'll have better odds of picking up a rewarding deal on first or business-class airfares.
  • Search for a low-cost carrier that has seats in business class. They often come with extra space and a glass of bubbly — but at a more affordable price.
  • Take advantage of your airline's loyalty scheme and upgrade your seat. Alternatively, you can try bidding for an upgrade in online auctions.

How to get into Rosemont from the airport?
If you like the convenience of having your own set of wheels, reserve an O'Hare Intl. Airport (ORD) car rental with one of the two outlets at O'Hare Intl. Airport (ORD). Thrifty Car Rental and Dollar have some terrific rides to choose from. Once you've grabbed the keys, the center of Rosemont is around 2 miles to the northeast. Or, you might prefer to take a taxi into town and rent a vehicle from the downtown area after you've found your bearings? Rosemont car rentals always has a variety of terrific deals available.
What is the best time to go to Rosemont?
If you'd like to experience the unique vibe of Rosemont in peak season, May, June and August are the best months to visit. June 20 marks the onset of summer in the Northern Hemisphere and is a wonderful time to go if you savor the great outdoors. Around this time of the year, average daily temperatures usually range from 65 ºF to 75 ºF.
Travel tips for Rosemont

  • Allstate Arena is one of this vibrant city's best-loved attractions. Reserve a room close to the downtown area and stop by whenever you want.
  • If you'd love to venture farther afield and check out other Rosemont drawcards, collect the keys to a car rental and follow the road signs to Wrigley Field. It won't take long to get there from the hustle and bustle.
  • When you're ready to explore more amazing places in Chicago, jump back in the car and road-trip it to Homewood. One of the region's other happening cities, the possibilities for fun are endless here.

More to Explore

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.