$66 Cheap flight deals from Chicago (CHI) to Frederick (IAD)

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This Weekend's Flight Deals from Chicago to Frederick

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Oct 16 - Sat, Oct 17
ORD
O'Hare Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$334 Roundtrip, just found
$334
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Oct 16 from O'Hare Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Sat, Oct 17, priced at $334 just found
Sun, Oct 18 - Sat, Oct 31
MDW
Midway Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$342 Roundtrip, found 1 day ago
$342
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Oct 18 from Midway Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Sat, Oct 31, priced at $342 found 1 day ago
Fri, Oct 16 - Mon, Oct 19
ORD
O'Hare Intl.
IAD
Washington Dulles Intl.
$363 Roundtrip, found 3 hours ago
$363
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Fri, Oct 16 from O'Hare Intl. to Washington Dulles Intl., returning Mon, Oct 19, priced at $363 found 3 hours ago
Sun, Oct 18 - Sat, Oct 31
MDW
Midway Intl.
IAD
Washington Dulles Intl.
$370 Roundtrip, found 1 day ago
$370
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Oct 18 from Midway Intl. to Washington Dulles Intl., returning Sat, Oct 31, priced at $370 found 1 day ago

Airfares from $66 One Way, $74 Round Trip from Chicago to Frederick

Prices starting at $74 for return flights and $66 for one-way flights to Frederick were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Dec 14 - Tue, Dec 22
ORD
Chicago
BWI
Baltimore
$74 Roundtrip, found 5 days ago
$74
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Mon, Dec 14 from Chicago to Baltimore, returning Tue, Dec 22, priced at $74 found 5 days ago
Sat, Nov 14 - Tue, Nov 17
ORD
Chicago
IAD
Washington
$143 Roundtrip, found 2 days ago
$143
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Nov 14 from Chicago to Washington, returning Tue, Nov 17, priced at $143 found 2 days ago
Thu, Nov 5 - Wed, Nov 11
MDW
Chicago
IAD
Washington
$150 Roundtrip, found 5 days ago
$150
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Nov 5 from Chicago to Washington, returning Wed, Nov 11, priced at $150 found 5 days ago
Wed, Dec 9 - Sat, Dec 12
MDW
Chicago
BWI
Baltimore
$155 Roundtrip, found 3 days ago
$155
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Dec 9 from Chicago to Baltimore, returning Sat, Dec 12, priced at $155 found 3 days ago
Thu, Oct 29 - Mon, Nov 2
MDW
Chicago
BWI
Baltimore
$211 Roundtrip, found 6 days ago
$211
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Thu, Oct 29 from Chicago to Baltimore, returning Mon, Nov 2, priced at $211 found 6 days ago

Frederick economy flight packages

Price found within the past 48 hours. Click for updated prices.
Glover Park Hotel Georgetown
4.0-star property

Glover Park Hotel Georgetown

8.8/10 Excellent! (3,282 reviews)

Nov 15 - Nov 19

4 night stay

Chicago (CHI) to Baltimore (BWI)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $814, price is now $577 per person
$577
per person
found 1 day ago
Shower was terrible with an odd angle for the shower head. Had to lean head on glass to wash hair. Walls were thin and could hear neighbors very well. Staff did not present as friendly over the five days we stayed there. Barely treated each day. Good location but dated rooms.

Reviewed on Oct 13, 2026

Club Quarters Hotel White House, Washington DC
3.0-star property

Club Quarters Hotel White House, Washington DC

9/10 Wonderful! (2,093 reviews)

Nov 15 - Nov 19

4 night stay

Chicago (CHI) to Baltimore (BWI)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,211, price is now $724 per person
$724
per person
found 1 day ago

Lyle Washington D.C.
4.5-star property

Lyle Washington D.C.

9.4/10 Exceptional! (1,645 reviews)

Nov 15 - Nov 19

4 night stay

Chicago (CHI) to Baltimore (BWI)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $865, price is now $636 per person
$636
per person
found 1 day ago
The Lyle is a charming little art deco gem in a cute, safe DuPont Circle neighborhood that’s enjoyable to walk around. The staff is lovely! Lily, the front desk manager, was super helpful accommodating an early check-in & Sam was an exceptional doorman - cheerful & professional- making us feel safe & welcomed at all times. Rooms were cozy, but comfortable; clean & cute. Made you feel like a local living the big city DC life. Debaser soaps & lotions were a treat - smelled modern & high-end. Room service food & cocktails were fast & delicious. Free Saratoga Springs water replenishment throughout stay. Lyle’s restaurant was the perfect basecamp before & after the wedding we came for & dinners out. Weekend brunch was bumping & the place to be, with lots of fabulous, fashionable, see & be seen people. Great DJ, bartenders doubled as waitstaff & you’d never know it - they were so on it! We must have hit Lyle’s 5x in our short stay in between other hotspots around town! Check-out was super smooth & staff warm & friendly. Loved our stay, we’ll be back!

Reviewed on Oct 12, 2026

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Frederick packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Columbia East-Jessup by IHG
3.0-star property

Holiday Inn Columbia East-Jessup by IHG

8.8/10 Excellent! (1,000 reviews)

Nov 25 - Nov 29

4 night stay

Chicago (CHI) to Baltimore (BWI)

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $739, price is now $634 per person
$634
per person
found 1 day ago
Only downside was our room had been an adjoining room, so sometimes you could hear the next room.

Reviewed on Oct 12, 2026

The Hotel at Arundel Preserve
3.5-star property

The Hotel at Arundel Preserve

9.4/10 Exceptional! (1,989 reviews)

Nov 25 - Nov 29

4 night stay

Chicago (CHI) to Baltimore (BWI)

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $877, price is now $779 per person
$779
per person
found 1 day ago
The room was extremely clean. The wi-fi connection was not that great in this recent room which was located within one of the executive suites also the view was not as nice as it was in the standard room. The bed was not as comfortable as in the standard room, unless you're a fan of an extra extra firm mattress. In other words, the standard room previously stayed in would receive a 9 on a scale from 1 to 10. The Executive room would actually receive a possible 7. Overall, it is a lovely hotel even though there was an issue checking in due to how the system was accidently mishandled, Engineering and the housekeeping crew were very tentative and performed their jobs with excellence!

Reviewed on Oct 11, 2026

Lord Baltimore Hotel
3.5-star property

Lord Baltimore Hotel

8.4/10 Very Good! (3,342 reviews)

Nov 25 - Nov 29

4 night stay

Chicago (CHI) to Baltimore (BWI)

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $832, price is now $744 per person
$744
per person
found 1 day ago

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More About Flying To Frederick from Chicago

Route Information for Flights from Chicago to Frederick

Origin Airport IATA Code
CHI
Destination Airport IATA Code
IAD
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Frederick

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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.