Cheap flights To Rosemont (CHI) from $32

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Cheap Flights to Rosemont from $32 One Way, $63 Round Trip

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

Tue, Sep 30 - Sat, Oct 4
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$63 Roundtrip, just found
$63
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Sep 30 from George Bush Intercontinental to O'Hare Intl., returning Sat, Oct 4, priced at $63 just found
Sat, Oct 4 - Sat, Oct 11
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$68 Roundtrip, found 21 hours ago
$68
Roundtrip
found 21 hours ago
Select Spirit Airlines flight, departing Sat, Oct 4 from George Bush Intercontinental to O'Hare Intl., returning Sat, Oct 11, priced at $68 found 21 hours ago
Tue, Sep 30 - Sat, Oct 4
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$72 Roundtrip, just found
$72
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Sep 30 from George Bush Intercontinental to O'Hare Intl., returning Sat, Oct 4, priced at $72 just found
Sat, Oct 4 - Sat, Oct 11
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$77 Roundtrip, found 21 hours ago
$77
Roundtrip
found 21 hours ago
Select Spirit Airlines flight, departing Sat, Oct 4 from George Bush Intercontinental to O'Hare Intl., returning Sat, Oct 11, priced at $77 found 21 hours ago
Thu, Oct 30 - Thu, Oct 30
DEN
Denver Intl.
MDW
Midway Intl.
$88 Roundtrip, found 4 days ago
$88
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Oct 30 from Denver Intl. to Midway Intl., returning Thu, Oct 30, priced at $88 found 4 days ago
Sat, Nov 15 - Tue, Nov 18
DEN
Denver Intl.
ORD
O'Hare Intl.
$88 Roundtrip, found 9 hours ago
$88
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Sat, Nov 15 from Denver Intl. to O'Hare Intl., returning Tue, Nov 18, priced at $88 found 9 hours ago
Sat, Sep 13 - Tue, Sep 23
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$106 Roundtrip, found 5 days ago
$106
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Sat, Sep 13 from Los Angeles Intl. to O'Hare Intl., returning Tue, Sep 23, priced at $106 found 5 days ago
Fri, Sep 26 - Thu, Oct 2
IAH
George Bush Intercontinental
MDW
Midway Intl.
$108 Roundtrip, found 2 days ago
$108
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Sep 26 from George Bush Intercontinental to Midway Intl., returning Thu, Oct 2, priced at $108 found 2 days ago
Tue, Sep 30 - Wed, Oct 1
BOS
Logan Intl.
ORD
O'Hare Intl.
$114 Roundtrip, found 8 hours ago
$114
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Tue, Sep 30 from Logan Intl. to O'Hare Intl., returning Wed, Oct 1, priced at $114 found 8 hours ago
Sat, Dec 6 - Sat, Dec 6
BOS
Logan Intl.
ORD
O'Hare Intl.
$122 Roundtrip, found 3 days ago
$122
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Sat, Dec 6 from Logan Intl. to O'Hare Intl., returning Sat, Dec 6, priced at $122 found 3 days ago

Rosemont ORD Flight Information

Traveling To
Rosemont
Destination Airport IATA Code
CHI
Number of Airlines Serving
16
Airlines
Spirit Airlines, Frontier Airlines, Southwest Airlines, United, JetBlue Airways
Flight Price
$63
Earliest Departing Flight
AA 3134 6:06AM EDT
Latest Departing Flight
JL 7329 Sep 15 9:19PM EDT

Flights Review

Mar 10, 2018

Great overall service. Smooth landing. Plane was even early.

A verified traveler
Denver to Chicago · United

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Rosemont economy flight packages

Price found within the past 48 hours. Click for updated prices.
Illinois Beach Hotel
2.0-star property

Illinois Beach Hotel

Oct 14 - Oct 20

6 night stay

Boston (BOS) to Chicago (ORD)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $532, price is now $349 per person
$349
per person
found 13 hours ago
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

Oct 24 - Oct 27

3 night stay

Boston (BOS) to Chicago (ORD)

United • Coach

Chicago (ORD) to Boston (BOS)

JetBlue Airways • Coach
Save 100% on your flight
Price was $1,161, price is now $636 per person
$636
per person
found 1 day ago
Holiday Inn Express Chicago - Magnificent Mile by IHG
2.5-star property

Holiday Inn Express Chicago - Magnificent Mile by IHG

Oct 13 - Oct 18

5 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,400, price is now $975 per person
$975
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.
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (2,373 reviews)

Oct 14 - Oct 20

6 night stay

Boston (BOS) to Chicago (ORD)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,107, price is now $1,186 per person
$1,186
per person
found 14 hours ago
One day didn’t receive room service

Reviewed on Sep 2, 2025

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.4/10 Exceptional! (1,714 reviews)

Oct 14 - Oct 20

6 night stay

Boston (BOS) to Chicago (ORD)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,821, price is now $1,899 per person
$1,899
per person
found 13 hours ago
I recently stayed at the Trump International Hotel & Tower Chicago, and it exceeded every expectation. From the moment I arrived, I was impressed by the warmth and professionalism of the staff. Check-in was smooth and welcoming, and I was personally escorted to my room—which turned out to be nothing short of spectacular. The room itself was spacious, immaculately clean, and beautifully designed with modern touches and classic elegance. Floor-to-ceiling windows offered breathtaking views of the Chicago River and city skyline. The kitchenette was a nice bonus and made the room feel more like a luxury apartment than a typical hotel room. The service throughout my stay was consistently excellent—attentive without being overbearing. Every request was handled promptly and with a smile, and it was clear that the staff genuinely cared about making my stay enjoyable. I also had the chance to dine at Rebar, and the food and views were equally impressive. The atmosphere was relaxed yet refined, and it made for a perfect evening. The location is ideal—walking distance to the Magnificent Mile, Millennium Park, and plenty of restaurants and shops. Despite being in the heart of downtown, the hotel felt like a peaceful retreat above the city. Whether you're visiting Chicago for business or pleasure, I highly recommend the Trump International Hotel. It’s a standout experience in every way—luxury, location, service, and comfort all rolled into one.

Reviewed on Aug 14, 2025

LondonHouse Chicago, Curio Collection by Hilton
4.5-star property

LondonHouse Chicago, Curio Collection by Hilton

9.4/10 Exceptional! (3,363 reviews)

Oct 14 - Oct 20

6 night stay

Boston (BOS) to Chicago (ORD)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,113, price is now $1,509 per person
$1,509
per person
found 13 hours ago
Great location. Wonderful rooftop bar!

Reviewed on Aug 27, 2025

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See all available trips from Boston to Rosemont
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Rosemont first class flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (2,373 reviews)

Oct 23 - Oct 27

4 night stay

Dallas (DFW) to Chicago (ORD)

American Airlines • Non-stop roundtrip • FirstClass
Save 100% on your flight
Price was $1,784, price is now $1,157 per person
$1,157
per person
found 18 hours ago
One day didn’t receive room service

Reviewed on Sep 2, 2025

Park Hyatt Chicago
5.0-star property

Park Hyatt Chicago

9.6/10 Exceptional! (1,001 reviews)

Oct 23 - Oct 27

4 night stay

Dallas (DFW) to Chicago (ORD)

American Airlines • Non-stop roundtrip • FirstClass
Price was $2,357, price is now $1,802 per person
$1,802
per person
found 18 hours ago
From the moment you walk into their lobby at the hotel, you enter a place of calm and relaxation. We stayed in a room with the Water Tower view, and if you have that as the option, take it. It was a beautiful sight to see waking up every morning. This hotel like their other properties are in a class of their own.

Reviewed on Sep 13, 2024

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.4/10 Exceptional! (1,714 reviews)

Oct 23 - Oct 27

4 night stay

Dallas (DFW) to Chicago (ORD)

American Airlines • Non-stop roundtrip • FirstClass
Price was $1,947, price is now $1,531 per person
$1,531
per person
found 18 hours ago
I recently stayed at the Trump International Hotel & Tower Chicago, and it exceeded every expectation. From the moment I arrived, I was impressed by the warmth and professionalism of the staff. Check-in was smooth and welcoming, and I was personally escorted to my room—which turned out to be nothing short of spectacular. The room itself was spacious, immaculately clean, and beautifully designed with modern touches and classic elegance. Floor-to-ceiling windows offered breathtaking views of the Chicago River and city skyline. The kitchenette was a nice bonus and made the room feel more like a luxury apartment than a typical hotel room. The service throughout my stay was consistently excellent—attentive without being overbearing. Every request was handled promptly and with a smile, and it was clear that the staff genuinely cared about making my stay enjoyable. I also had the chance to dine at Rebar, and the food and views were equally impressive. The atmosphere was relaxed yet refined, and it made for a perfect evening. The location is ideal—walking distance to the Magnificent Mile, Millennium Park, and plenty of restaurants and shops. Despite being in the heart of downtown, the hotel felt like a peaceful retreat above the city. Whether you're visiting Chicago for business or pleasure, I highly recommend the Trump International Hotel. It’s a standout experience in every way—luxury, location, service, and comfort all rolled into one.

Reviewed on Aug 14, 2025

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See all available trips from Dallas to Rosemont
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Rosemont

Why search for low cost fares on your flights to Rosemont when Orbitz offers the guaranteed lowest prices on foreign and domestic flights? When you travel with Orbitz you can benefit from:

Bargain Flights to Rosemont

Orbitz offers massive discounts and substantial last-minute savings on your Rosemont flights. Orbitz ensures that you can find, plan and reserve your flights any destination with ease, all while enjoying the guaranteed lowest prices available anywhere.

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Orbitz sends you free alerts and updates on your Rosemont flight wherever you are in the world. Once you have downloaded the free app for your iPhone, Android, or iPad, you can review or alter any travel plans that you have made or even book a future flight for business or pleasure. If you need to reserve a hotel room when booking your flight, you will find exclusive deals on our mobile site.

Frequent Flyer Program Enrolment

Orbitz finds you the lowest fares, but you can still add your miles to your frequent flyer program to earn miles or points on selected flights to Rosemont. When making your booking, reference your frequent flyer number to receive discounts in the future.

Outstanding Customer Service

Orbitz values your business and wants to ensure that all of your flights are as easy as possible to book. If you have booked a flight to Rosemont but need to cancel it, you may be able to do so online. If you have any questions or need help, the dedicated Orbitz customer service team is always standing by.

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 $63 to $122 this past week. The best price to travel one-way was $32, coming from Houston (IAH).
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.

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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.