$30 Cheap flight deals from Chicago (CHI) to Pikesville (BWI)

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This Weekend's Flight Deals from Chicago to Pikesville

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.

Sun, Jan 4 - Mon, Jan 5
ORD
O'Hare Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$333 Roundtrip, found 15 hours ago
$333
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Sun, Jan 4 from O'Hare Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Jan 5, priced at $333 found 15 hours ago
Fri, Jan 2 - Sun, Jan 4
RFD
Greater Rockford
BWI
Baltimore Washington Intl. Thurgood Marshall
$630 Roundtrip, found 3 days ago
$630
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Jan 2 from Greater Rockford to Baltimore Washington Intl. Thurgood Marshall, returning Sun, Jan 4, priced at $630 found 3 days ago
Sun, Jan 4 - Mon, Jan 5
MDW
Midway Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$635 Roundtrip, found 15 hours ago
$635
Roundtrip
found 15 hours ago
Select Southwest Airlines flight, departing Sun, Jan 4 from Midway Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Jan 5, priced at $635 found 15 hours ago

Airfares from $30 One Way, $58 Round Trip from Chicago to Pikesville

Prices starting at $58 for return flights and $30 for one-way flights to Pikesville 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, Jan 22 - Thu, Jan 29
ORD
Chicago
BWI
Baltimore
$58 Roundtrip, found 3 hours ago
$58
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Thu, Jan 22 from Chicago to Baltimore, returning Thu, Jan 29, priced at $58 found 3 hours ago
Mon, Jan 26 - Mon, Feb 2
ORD
Chicago
BWI
Baltimore
$59 Roundtrip, just found
$59
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Jan 26 from Chicago to Baltimore, returning Mon, Feb 2, priced at $59 just found
Thu, Feb 26 - Sun, Mar 1
ORD
Chicago
BWI
Baltimore
$62 Roundtrip, found 17 hours ago
$62
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Thu, Feb 26 from Chicago to Baltimore, returning Sun, Mar 1, priced at $62 found 17 hours ago
Wed, Jan 21 - Wed, Jan 28
MDW
Chicago
BWI
Baltimore
$128 Roundtrip, found 4 days ago
$128
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, Jan 21 from Chicago to Baltimore, returning Wed, Jan 28, priced at $128 found 4 days ago
Wed, Jan 28 - Thu, Jan 29
MDW
Chicago
BWI
Baltimore
$142 Roundtrip, found 4 days ago
$142
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Wed, Jan 28 from Chicago to Baltimore, returning Thu, Jan 29, priced at $142 found 4 days ago

Pikesville economy flight packages

Price found within the past 48 hours. Click for updated prices.
Beacon Hotel & Corporate Quarters
3.5-star property

Beacon Hotel & Corporate Quarters

7.6/10 Good! (1,022 reviews)

Feb 21 - Feb 23

2 night stay

Chicago (CHI) to Baltimore (BWI)

American Airlines • Non-stop • Coach

Baltimore (BWI) to Chicago (CHI)

Southwest Airlines • Non-stop • Coach
Price was $356, price is now $245 per person
$245
per person
found 13 hours ago
Nice, quiet place with a good price. Nothing fancy but everything we needed.

Reviewed on Jun 21, 2025

InterContinental Washington D.C. - The Wharf by IHG
5.0-star property

InterContinental Washington D.C. - The Wharf by IHG

9.4/10 Exceptional! (1,005 reviews)

Feb 12 - Feb 15

3 night stay

Chicago (CHI) to Baltimore (BWI)

JetBlue Airways • Non-stop • Coach

Baltimore (BWI) to Chicago (CHI)

American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $852, price is now $460 per person
$460
per person
found 22 hours ago
Very clean, great view of the boats, bed was a bit too firm but great staff and stay.

Reviewed on Dec 13, 2025

Rosewood Washington, D.C.
5.0-star property

Rosewood Washington, D.C.

9.2/10 Wonderful! (194 reviews)

Feb 13 - Feb 16

3 night stay

Chicago (CHI) to Baltimore (BWI)

United • Roundtrip • Coach
Save 100% on your flight
Price was $1,625, price is now $1,105 per person
$1,105
per person
just found
A huge clean room in a great location. Front desk staff, valet, and concierge were wonderful. Considering how much money I spent to stay here I was a little disappointment the complementary beverages in the lobby were frequently lacking--i.e. there was supposed to be hot toddies/hot cider and it was almost never there. But I guess that's a minor qualm, overall, everything else was excellent--only reason I wouldn't stay there again is the expense, it's a once in a GREAT while thing I'd spend that much on a hotel room in DC.

Reviewed on Oct 15, 2015

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Pikesville packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
DoubleTree Hotel Baltimore - BWI Airport
4.0-star property

DoubleTree Hotel Baltimore - BWI Airport

8.4/10 Very Good! (1,247 reviews)

Feb 1 - Feb 4

3 night stay

Chicago (MDW) to Baltimore (BWI)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $516, price is now $433 per person
$433
per person
found 20 hours ago
Close to BWI, good parking

Reviewed on Sep 4, 2025

DoubleTree by Hilton Columbia
4.0-star property

DoubleTree by Hilton Columbia

9/10 Wonderful! (1,001 reviews)

Feb 1 - Feb 4

3 night stay

Chicago (MDW) to Baltimore (BWI)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $528, price is now $446 per person
$446
per person
found 20 hours ago
Great place to stay for shows at Merriweather! Close by and free shuttle to/from venue. And hotel bar was open after show!

Reviewed on Aug 1, 2025

Lord Baltimore Hotel
3.5-star property

Lord Baltimore Hotel

8.2/10 Very Good! (2,362 reviews)

Feb 1 - Feb 4

3 night stay

Chicago (MDW) to Baltimore (BWI)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $602, price is now $512 per person
$512
per person
found 20 hours ago
Bathroom was dated. Loved everything else about the venue

Reviewed on Dec 28, 2025

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More About Flying To Pikesville from Chicago

Route Information for Flights from Chicago to Pikesville

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

Chicago to Pikesville

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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.