Cheap flights To Rosemont (CHI) from $28

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Cheap Flights to Rosemont from $28 One Way, $56 Round Trip

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

Tue, May 12 - Wed, May 13
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$56 Roundtrip, found 4 days ago
$56
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, May 12 from George Bush Intercontinental to O'Hare Intl., returning Wed, May 13, priced at $56 found 4 days ago
Wed, Apr 22 - Wed, May 6
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$68 Roundtrip, found 3 days ago
$68
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Apr 22 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, May 6, priced at $68 found 3 days ago
Tue, May 5 - Wed, May 6
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$70 Roundtrip, found 5 days ago
$70
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, May 5 from Dallas-Fort Worth Intl. to Midway Intl., returning Wed, May 6, priced at $70 found 5 days ago
Tue, Apr 28 - Tue, Apr 28
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$73 Roundtrip, found 15 hours ago
$73
Roundtrip
found 15 hours ago
Select Spirit Airlines flight, departing Tue, Apr 28 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Tue, Apr 28, priced at $73 found 15 hours ago
Wed, Apr 29 - Sat, May 2
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$78 Roundtrip, found 3 hours ago
$78
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Wed, Apr 29 from Los Angeles Intl. to O'Hare Intl., returning Sat, May 2, priced at $78 found 3 hours ago
Sat, May 2 - Mon, May 4
PHX
Sky Harbor Intl.
ORD
O'Hare Intl.
$81 Roundtrip, found 1 day ago
$81
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, May 2 from Sky Harbor Intl. to O'Hare Intl., returning Mon, May 4, priced at $81 found 1 day ago
Thu, Apr 30 - Mon, May 4
PHX
Sky Harbor Intl.
MDW
Midway Intl.
$89 Roundtrip, found 1 day ago
$89
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Apr 30 from Sky Harbor Intl. to Midway Intl., returning Mon, May 4, priced at $89 found 1 day ago
Fri, Apr 10 - Mon, Apr 13
IAH
George Bush Intercontinental
MDW
Midway Intl.
$114 Roundtrip, found 8 hours ago
$114
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Fri, Apr 10 from George Bush Intercontinental to Midway Intl., returning Mon, Apr 13, priced at $114 found 8 hours ago
Wed, Jun 3 - Tue, Jun 9
IAH
George Bush Intercontinental
RFD
Greater Rockford
$169 Roundtrip, found 2 days ago
$169
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Jun 3 from George Bush Intercontinental to Greater Rockford, returning Tue, Jun 9, priced at $169 found 2 days ago
Tue, Aug 11 - Tue, Aug 18
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$169 Roundtrip, found 2 days ago
$169
Roundtrip
found 2 days ago
Select United flight, departing Tue, Aug 11 from George Bush Intercontinental to O'Hare Intl., returning Tue, Aug 18, priced at $169 found 2 days ago

Rosemont Flight Information

Traveling To
Rosemont
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Frontier Airlines, Spirit Airlines, American Airlines, United
Flight Price
$56
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.
Rock Island Inn & Suites Streator IL
2.5-star property

Rock Island Inn & Suites Streator IL

May 28 - Jun 2

5 night stay

New York (NYC) to Chicago (ORD)

Spirit Airlines • Roundtrip • Coach
Price was $343, price is now $249 per person
$249
per person
found 9 hours ago
Illinois Beach Hotel
2.0-star property

Illinois Beach Hotel

May 6 - May 10

4 night stay

Houston (IAH) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $462, price is now $292 per person
$292
per person
found 1 day ago
Holiday Inn Express & Suites Zion by IHG
2.5-star property

Holiday Inn Express & Suites Zion by IHG

May 6 - May 10

4 night stay

Houston (IAH) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $407, price is now $267 per person
$267
per person
found 1 day ago
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See all available trips from New York to Rosemont
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Rosemont premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Eurostars Magnificent Mile
4.0-star property

Eurostars Magnificent Mile

9/10 Wonderful! (3,357 reviews)

May 17 - May 19

2 night stay

Boston (BOS) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Price was $810, price is now $630 per person
$630
per person
found 16 hours ago
In convenient area either by walking or uber

Reviewed on Oct 18, 2025

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (3,688 reviews)

May 17 - May 19

2 night stay

Boston (BOS) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Price was $989, price is now $697 per person
$697
per person
found 16 hours ago
I recommend 100% Everything was good, the staff, room and the food. Also, it is located in a good area.

Reviewed on Jan 14, 2026

Hotel Felix River North/Magnificent Mile
4.0-star property

Hotel Felix River North/Magnificent Mile

8.2/10 Very Good! (2,604 reviews)

May 17 - May 19

2 night stay

Boston (BOS) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Price was $875, price is now $711 per person
$711
per person
found 16 hours ago
The rooms were clean and smelled fresh.

Reviewed on Jan 8, 2026

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Rosemont first class flight packages

Price found within the past 48 hours. Click for updated prices.
Eurostars Magnificent Mile
4.0-star property

Eurostars Magnificent Mile

9/10 Wonderful! (3,357 reviews)

May 7 - May 10

3 night stay

Minneapolis (MSP) to Chicago (ORD)

United • Roundtrip • FirstClass
Price was $917, price is now $721 per person
$721
per person
found 19 hours ago
In convenient area either by walking or uber

Reviewed on Oct 18, 2025

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (3,688 reviews)

May 7 - May 10

3 night stay

Minneapolis (MSP) to Chicago (ORD)

United • Roundtrip • FirstClass
Price was $1,140, price is now $877 per person
$877
per person
found 19 hours ago
I recommend 100% Everything was good, the staff, room and the food. Also, it is located in a good area.

Reviewed on Jan 14, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0-star property

Sable at Navy Pier Chicago, Curio Collection by Hilton

9.4/10 Exceptional! (2,401 reviews)

May 7 - May 10

3 night stay

Minneapolis (MSP) to Chicago (ORD)

United • Roundtrip • FirstClass
Price was $1,289, price is now $1,002 per person
$1,002
per person
found 19 hours ago
Courteous staff, clean room, conveniently located right on the pier.

Reviewed on Nov 3, 2025

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Rosemont

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Low Prices for Rosemont Flights

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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 $56 to $169 this past week. The best price to travel one-way was $28, 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.

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.